100+ Things to do for Valentine’s Day in Orlando 2020

Things to do for Valentine's Day in Orlando
Things to do for Valentine's Day in Orlando
We are Orlando’s Valentine’s Day Headquarters. Click here to get the details for the city’s best dinner deals, overnight packages and $30 and under ideas PLUS loads of events and activities perfect for a romantic day or night out.

Our annual guide to the best things to do for Valentine’s Day in Orlando!

It’s almost time to celebrate the most romantic holiday of the year! Have you started planning yet? If not, look no further than our official guide to things to do for Valentine’s Day in Orlando 2020. There’s something for every couple to enjoy in the city this year, from exciting events and festivals to dinner deals and fun activities, staycations and getaways, and so much more. For couples looking to beat the crowds, there are plenty of opportunities to celebrate beginning in early February and continuing throughout Valentine’s Day weekend. And for those looking to celebrate on the holiday itself, there’s no shortage of fantastic dinners and happenings to choose from.

Below you’ll find 100+ ideas for Valentine’s Day divided into these categories:


NOTE: this Valentine’s Day in Orlando list will update and expand a few times each week until February 14, so be sure to check back often. Submit your event here.


Valentine’s Wine Blending Showdown

Wednesday, February 12, 6:30-9:30pm
Quantum Leap Winery
Join us at Orlando’s Quantum Leap Winery for a Competitive Blending Event designed to educate but also challenge your wine know-how. Attendees will be divided into teams and tasked with replicating Quantum Leap’s legendary Kaley’s blend. Prizes will be awarded for closest match and best blend. Tickets include one glass of wine upon arrival, light bites and wine during blending challenge.

Jazz for Lovers: Songs from the Great American Song Book

February 13 – 15
Dr. Phillips Center for the Performing Arts
The Jazz Orchestra at Dr. Phillips Center returns to Alexis & Jim Pugh Theater for another Valentine’s weekend—featuring intimate songs and jazzy renditions from the most romantic artists of all time.
Tickets from $49.50/person

Hidden Palms Ranch Valentine’s Weekend Private Trail Rides

February 13-16
Hidden Palms Ranch
Treat your Valentine to a romantic private trail ride through some of the prettiest oak hammocks around. Your guide will take photos of your time on the trail and make those available to you before you leave. After your private guided trail ride, spend some time on the ranch relaxing under the gazebo. There you will find a tastefully decorated table for two waiting for you to sit and indulge in some delicious valentines desserts, sipping on either “mock” champagne or pink lemonade.

Image credit: Hidden Palms Ranch

Roses and Rosé at ICEBAR Orlando

February 14 – 16
ICEBAR Orlando
Multiple packages available including rosé, ICEBAR entry, two drinks, two faux fur coats and desserts.

Zip the Canyons Valentine’s Weekend Packages

February 14 – 17
The Canyons Zip Line & Adventure Park
Sip wine, have a picnic, and get cozy by the fire or snuggle up in a TreePod on your very own secluded, cliff-side deck. Call (352) 351-9477 option 1 for more information or email jessie@zipthecanyons.com to reserve.

  • Sky High Canyon Package ($150): Private deck overlooking Gator Lake, bottle of wine, hanging tree pod, picnic meal. Upgrades include Private Photographer for 15 minute photoshoot- $15, box of chocolates for $10 and water bottles ($2 each)
  • Lost Spring Lake Package ($175): Private deck overlooking Lost Spring Lake, bottle of wine, hanging tree pod, picnic meal and fire pit. Upgrades include private Kayaking for 2 on Lost Spring Lake- $50 ($25/p.p. normally $45 p.p.), 2 S’mores kits- $10, Private Photographer for 15 minute photoshoot- $15, Box of Chocolates- $10, Water Bottles- $2 per water bottle
  • Big Cliff Canyon Package ($250): Treetop Express Tour, Private cliff side deck overlooking Lost Spring Lake, bottle of wine, hanging tree pod, picnic meal and fireplace. Upgrades include 2 S’mores kits- $10, Private Photographer for 15 minute photoshoot- $15, Box of Chocolates- $10 and Water Bottles- $2 per water bottle
  • All-inclusive Private Big Cliff Canyon Package ($350): Private Treetop Express Tour, Private cliffside deck overlooking Lost Spring Lake, bottle of wine, hanging tree pod, picnic meal, fireplace, 2 S’mores kits, Private Photographer for 15 minute photoshoot, Box of Chocolates, Water Bottles
  • All-inclusive Private Fireside Horseback Ride & Dine Package ($350): Horseback ride to a private fire near Big Cliff Canyon Caves, bottle of wine, picnic meal, 2 S’mores kits, Private Photographer for 15 minute photoshoot, Box of Chocolates, Water Bottles
Image credit: The Canyons Zipline & Canopy Tours

Valentine’s Day Sunset Paddle in Winter Park

Friday, February 14, 4:40-6:40pm
Winter Park
It doesn’t get more romantic than this one-of-a-kind romantic paddle into the sunset in CLEAR kayaks!

Valentine’s Day Carriage Tours

Friday, February 14, 5:30-9:30pm
Downtown Winter Garden
20-minute horse drawn carriage tours in a Cinderella carriage led by SOUL Haven Ranch. Departing from Winter Garden Downtown Pavilion. Reservations required.
$80/20-minute tour

Check out our full guide to Valentine’s Day happenings in downtown Winter Garden here!

Image credit: SOUL Haven Ranch. Photo by Chris Gusfaton 

Valentine’s Day Murder Masquerade Ball

Friday, February 14, 6-9pm
The Floridabilt
Wear your mask and your finest attire (and come in character) to the ball at The Floridabilt. This Murder Mystery Night includes food, music, dancing, drinks — and murder!

Harbor Nights Romantico

Friday, February 14, 6:30-9pm
Loews Portofino Bay Hotel at Universal Orlando
Celebrate the most romantic time of the year with select and sparkling wines expertly paired with decadent gourmet selections from each of the hotel’s renowned on-site restaurants. Ask your special someone to the dance floor, and dance to live music by The I-4 band and more.

Image credit: Loews Portofino Bay Hotel at Universal Orlando

SAK Comedy Lab Valentine’s Shows

Friday, February 14; shows at 7, 9 and 11pm
SAK Comedy Lab
Enjoy a 90-minute version of SAK’s popular Improv show performed with a little bit of extra love. 
General admission: $23/person
Sweetheart Special: $54/couple including two free drinks and a popcorn to share
The Extra Special: $74/couple including two free drinks, popcorn to share, plus a photo/message inclusion to your sweetheart in the special Valentine’s Day slide show on the big screen

Adults-Only Valentine’s Day at Planet Obstacle

Friday, February 14, 7-10pm
Planet Obstacle
Get in touch with your inner-kid for the evening with adults-only access to Planet Obstacle’s aerial ropes course and zip-line, Ninja Warrior course, bumper cars, v-trampoline bungee, rock climbing walls, trampolines, foam pits, vertical slide, dodge ball and more. Tickets also include a free wine or beer for those 21+.

planet obstacle

Leu Gardens Valentine’s Concert

Friday, February 14, 7-10pm
Harry P. Leu Gardens
Romance your sweetheart this Valentine’s Day with a romantic concert at Leu Gardens featuring Dave Capp Project, Slickwood  and Mud Rooster Blues. Pack a dinner picnic full of your favorite foods and drink, alcohol is permitted, and bring seating, either chairs or a blanket.
$15/person and $10 for Leu Members in advance, $20/person plus tax day of event if available

Orlando Ballet presents Cinderella

February 14-16
Dr. Phillips Center for the Performing Arts
With elegant choreography by Victoria Morgan, paired exquisitely with Prokofiev’s haunting score, this acclaimed production breathes new life into a timeless tale of triumphant love. Sometimes it really is all about the shoes…
From $24/person

Orlando Art Events - Cinderella by Orlando Ballet
Image credit: Orlando Ballet


Blinded by Love at Cuba Libre

February 14-16
Pointe Orlando
Couples who dine on Friday, February 14 will be treated to chocolate truffles and a blindfold (yes, a blindfold!), while supplies last. Latin cuisine lovers are encouraged to utilize the blindfold to enjoy an extrasensory dining experience, or save it for later to satisfy other cravings at home. Wink, wink! Throughout Valentine’s Day weekend, the restaurant will be serving appetizer, entree and dessert specials in addition to full menu, plus two specialty cocktails. 
A la carte

Valentine’s Day Dream Date Experience

February 14 & 15, 6pm
Kilbee Place – 503 Cemetery Rd Geneva
Romantic themed picnics or tables for two at a new outdoor venue in Geneva! Experiences include a culinary charcuterie board, beverage, petite cake, and single rose. On February 15, Gaby Violin – Violinist will be serenading tables. Long stem roses and chocolate fondue with fruit/cake charcuterie board upgrades available.
$210/couple and up

Image credit: Our Dream Date Greater Orlando

All You Need Is Love – A Tribute to the Beatles – Valentine’s Dinner & Show

Friday, February 14, 6:30pm
Hard Rock Hotel Daytona Beach
Liverpool Live takes you through all years of the Beatles. This is a complete show with 3 costume changes featuring music from the early Beatles, to Sgt. Pepper to Abbey Road. Dinner packages available.
$35 – $85

A Valentine’s Experience Under the Stars

Friday, February 14, 7-10pm
The Alfond Inn
Toast to your love with cocktails in the Conservatory followed by a three-course plated dinner on the lawn and live entertainment. Tickets also include a champagne toast and a rose for your love.

Valentine’s Dinner featuring When Harry Met Sally

Friday, February 14, 7pm
Enzian Theater
Do dinner and a movie the right way with a decadent buffet followed by watching a romantic film. Your ticket includes live music, the dinner buffet with carving station, film, and a complimentary glass of champagne. VIP packages are available and include a reserved table, bottle of champagne and gift bag.
$135/couple; $185/couple VIP

Enzian Theater Maitland
Image credit: Enzian Theater

Valentine’s Weekend Brunch Food Tours

February 15 and 16, 11am
Plant Street Market
Valentines Brunch Tour let by Winter Garden Food Tours in Downtown Winter Garden featuring food from Rosalie Le French Cafe, The Deli Downtown, The Tasting Room,  Thai Blossom and Way Chocolate.


eforea spa Romance package
February 1 – 29
eforea spa at Hilton Orlando
Enjoy a 50-minute couples massage, all-day access to the resort pool and resort spa amenities, two poolside beverages and complimentary valet parking.

Hilton Orlando pool
Image credit: Hilton Orlando

29 Days of Valentine’s at ICON Park
February 1 – 29
ICON Park 
“I’m Sweet on You” package including a private capsule for two, a rose, two glasses of champagne, wine or soft drinks and a box of chocolate truffles.
“Romance Capsule” package including a private capsule for two with a romantically themed interior, rose, full bottle of champagne or wine and a box of chocolate truffles.

Image credit: ICON Park

30th Annual Winefest
February 7-9
Lakeridge Winery
Sip local wine, enjoy live music indoors and outdoors, take a free winery tour and check out work from local artists.

Romeo y Julieta
February 7-9
Dr. Phillips Center for the Performing Arts
Flamenco smolders in Verona for star-crossed lovers and their feuding families in this sleek contemporary production of Romeo y Julieta.

Truffles & Bubbles
February 7 and February 14, 7pm
Peterbrooke Chocolatier of Winter Park
Sip a glass or two of bubbly while snacking on a chocolate covered strawberry and sampling ganache classic truffles. You’ll also hand dip and package an 8 piece gift set of limited edition truffles to take home. Advanced reservation is required, and can be done by calling 407-644-3200 or emailing winterpark@peterbrooke.com. 

Wine Riffs featuring Stag’s Leap Winery
Friday, February 7, 7pm
Hard Rock Hotel at Universal Orlando
Sit and sip with your Valentine as you hear tales of wine making, taste the culinary pairings from the hotel’s award-winning chefs and enjoy a custom soundtrack set to the mood of the evening.

Wine, Cheese, and Chocolate Perfectly Paired
Friday, February 7, 7pm
Quantum Leap Winery
Learn how to expertly pair wine and food during this guided tasting of 5 wines, 4 cheeses, and 4 Peterbrooke Chocolatier of Winter Park chocolate confections. The class is led by Tonda Corrente (owner of La Femme du Fromage), Lisa Wilk (founder of Orlando Uncorked), and Jill Ramsier (co-owner of Quantum Leap Winery).

Champagne & Chocolate Sweethearts Sip & Stroll
Saturday, February 8, 5pm
Historic Cocoa Village
Ticket price includes a Sip & Stroll commemorative wine glass and a map of the participating merchants.

Heavenly Love: Love Stories of the Night Sky
Saturday February 8, 8:30pm
Emil Buehler Planetarium at Seminole State College
Celebrate Valentine’s Day at the Emil Buehler Planetarium by learning some of the many love stories told in the tapestry of the night sky. A telescope will be provided (weather permitting) for stargazing after each show.
$6 (CASH ONLY) for adults, $4 for students (K-12, non-Seminole State) and seniors 55+, FREE for Seminole State students, faculty, and staff

Mellow Market: Sweetheart’s Edition
Sunday, February 9, 12-6pm
The Owl’s Attic
Vintage and handmade pop-up event with live music and food/adult beverages for purchase.
FREE Admission

Corsets and Cuties at Stardust
Sunday, February 9, 8pm
Stardust Lounge
Prizes from Premier Couples Superstore, guest star Lainey from Foxy’s Den and more,

TCM Big Screen Classics: Love Story 50th Anniversary Event
February 9 & 12, showtimes vary
Multiple Orlando area movie theaters
Ticket prices vary

Galentine’s Macaron Decorating
Monday, February 10, 6pm
East End Market
Decorate a dozen macarons while sipping on wine.

Movie Monday: Pretty Woman
Monday, February 10, 7pm
À La Cart Orlando
Free outdoor movie with food truck fare and beer/wine available for purchase plus a raffle for movie-themed prizes.
FREE Admission

Outdoor Movies in Orlando - Movie Mondays at A La Cart
Image credit: A La Cart

Cult Classics – The Sweetest Thing
Tuesday, February 11, 9:30pm
Enzian Theater

Luxury Grazing Board Workshop
February 11 – 25
East End Market
Learn how to assemble a delicious grazing board that can be used for family parties, get-togethers with friends, or even just a relaxing night in. We will talk about the variety of artisan cheeses and cured meats that you can use on your boards. At the end of class, you will have created your own unique and customized small grazing board or box that you will be able to take home with you.
Tickets start at $75

Spread The Love
Wednesday, February 12, 6-9pm
World of Beer Downtown
Spread the love by playing Rom-Com Trivia while drinking awesome brews from Brew Bus Brewing and Florida Avenue Brewing Co. Grab a mixed flight and get automatically entered into the raffle to win anything from a Brew Bus Tour for 2, to a Swag Bag provided by the breweries involved.
FREE Admission, food and drink prices vary

Lake Eola Date Night ideas
World of Beer Downtown Orlando

Dinner for Two — Cooking for Valentine’s Day
Wednesday, February 12, 6:30pm
Center for Health & Wellbeing
The Edible Orlando magazine team of Kendra Lott, Katie Farmand and Pam Brandon will demonstrate how to make three easy courses: winter greens with anchovy dressing and breadcrumbs; butter-basted ribeyes with citrus-fennel slaw; and easy chocolate cake with Chantilly cream. All three dishes are guaranteed to impress your Valentine!

Tipsy Cookie & Wine Night Valentines Edition
Wednesday, February 12, 6:30-9pm
Swirlery Wine Bar
Head to Swirlery for a Valentine’s Edition of the Swirlery and Tipsy Cookie Pairing, as we lead you through some amazing pairings of wine, tipsy cookies, and tipsy brownies!

Lovers and Friends – Paella & Sangría Making Class
Wednesday, February 12, 7pm
Bulla Gastrobar
During this one-on-one class hosted by Bulla’s Executive Chef, enjoy making a Seafood Paella while sampling sangrías. Tickets are sold in pairs and include class, dinner, toast, and a limited edition Bulla branded apron gift.
$200 per couple

Bubbles & Champagne: A Primer
Wednesday, February 12, 7-9pm
Tim’s Wine Market Orlando
$30 per person/Club members $25

Valentine’s Chef Tasting
February 12-14
The Ravenous Pig
Three-course meal available February 12-14 for both lunch at dinner. Dishes include Petit Filet Mignon and Root Vegetable Salad.
$50/person. To reserve call 407-628-2333

Galentine’s Day at OPA
Thursday, February 13, 12pm-11am
Taverna Opa Orlando
Grab your closest female warriors, or you know, just a few friends, and dance the night away at Taverna Opa’s Galentine’s Day celebration on February 13.
FREE Admission, food and drink prices vary

Valentine’s Eve with Run Raquel Live
Thursday, February 13, 6pm
Swirlery Wine Bar
Wine by Advanced Sommelier Melissa J. McAvoy, live music by guitarist & vocalist Marilyn Friedland of Run Raquel, chocolate covered strawberries by chocolatier Aimee Kahn from Godiva, aged gouda + Australian cabernet pairing & succulent gift by Bomb Blooms and pop up garden.

Image credit: Swirlery Wine Shop & Tasting Room

5th Annual Galentine’s Day
Thursday, February 13, 6pm
The Cloak & Blaster
Special menu, cocktails, and treats for reserved parties
Reservations recommended

Pre-Valentine’s Day Pairing Dinner
Thursday, February 13, 6-9pm
Canvas Restaurant & Market
Taste the love in every bite at our three-course pairing dinner featuring Chef-inspired cocktails crafted with the finest spirits at William Grant & Sons Distillery. $79 per person. Reserve by calling 407-313-7800 or emailing canvas@canvaslakenona.com

Galentine’s Day at Hourglass Brewing
Thursday, February 13, 6-10pm
Hourglass Brewing Longwood
Gather your (gal) pals and call a Lyft, because Hourglass Brewing is offering $25 all-you-can-drink Beermosas from 6-10pm on February 13th.

Thornton 2nd Thursday Wine & Art Walk
Thursday, February 13, 6:30pm
Thornton Park District
With over 25 places to stop for a tasty libation along with Art Vendors, Live Music, DJ,s, and all sorts of fun! And YES we love your 4-legged furry friends so bring them with you! Glass pick up is at: Cavo’s Bar & Kitchen – 900 E Washington St.
Pre-sale tickets are $10, Day of is $15

Ladies and Ladyboys of the Peek-a-Boo Lounge. Hearts a mess!
Thursday, February 13, 7pm
Grape & The Grain

The Love of Music
Thursday, February 13, 8pm
RnB performances with poetry and free giveaways, good drinks and more.



Valentines Afternoon Tea
February 14 – 16, seatings at 11am, 1:30pm and 3:30pm
The Tea Room Experience
Enjoy a special menu with a selection of finger sandwiches, freshly baked scones served with Devonshire cream & preserves, assorted sweet & savory miniature pastries, unlimited loose leaf tea & a hibiscus mimosa.
Advance reservations required: 407-219-4380

Valentine’s Day Dining
February 14 – February 16, 5:30pm-10:00pm
MOOR at Gaylord Palms Resort

Surprise your special someone with a romantic three-course Valentine’s Day dinner aboard our 60-foot sailboat set in an indoor saltwater lagoon. Enjoy fresh seafood and regionally inspired fare beneath the dreamy ambiance of our Key West Atrium. Price includes a complimentary glass of champagne per person and includes self-parking. Optional wine pairing is an additional $30.
Price: $79 per person plus tax and 18% gratuity

discovery dinner

Valentine’s Day at Digital Battlegrounds
Friday, February 14th, 2020
10am – 9pm
Digital Battlegrounds at Fashion Square Mall is allowing couples to play for free on Valentine’s Day. In addition, couples are encouraged to post their experience to Instagram for a chance to win 2 day passes.

Valentine’s Day Sours & Stouts
Friday, February 14, 11:30am-11pm
À La Cart Orlando
Live music 6-9pm, specialty dishes from the onsite food trucks plus sours and stouts from Arkane Aleworks of Largo, FL. With each Valentine’s Day special course purchased, receive a complimentary half pour of any draft beer.
FREE Admission

Sideward VDAY Dessert & Beer Pairings
Friday, February 14, 3pm-midnight
Sideward Brewing Co
Special house made dessert items with accompanying pours of specialty beers.
A la carte

Bok After Dark: Valentine’s Day
Friday, February 14, 5-8:30pm
Bok Tower Gardens
Live music on the Terrace from 5:30pm to 7:30pm, followed by an 8pm carillon concert with Geert D’hollander. $32 dinner special per person available at Blue Palmetto Cafe.
Included with $15/person gardens admission; free for members

Image credit: Bok Tower Gardens

Valentine’s Day Sunset Paddle
Friday, February 14, 5:30-8:30pm
Lake Life Paddle
Valentine’s Day Adventure includes: Rental of Paddleboard or Kayak and all equipment, lesson and guided tour with instructors, 2 Slices of New York Style Mama Mia’s Pizza, 1 bottle of complimentary champagne per couple, one red rose.

Valentine’s Day Serenade Under the Stars
Friday, February 14, 6-9pm
Centennial Plaza Gazebo, Downtown Winter Garden
Free concert featuring husband and wife musical duo Forget Me Not performing your favorite love songs.

Valentine’s Day Pajama Party
Friday, February 14, 6pm-2am
The Cloak & Blaster
Celebrate romance (or your loathing of it) with comfortable pajamas, all-night cartoons, and brunch-inspired specials! 
FREE Admission

Valentine’s Day Movie Night + Dance at The Nook
Friday, February 14, 6:30pm
The Nook on Robinson
90s Rom Com Double Feature: Never Been Kissed (7pm) followed by 10 Things I Hate About You (8:30pm). Bring chairs as seating will be limited. Food from Gringos Locos, Iron Cow, Badass Sandwich, or anywhere you’d like is welcome! Outside drinks are not. Beer, wine, hard seltzer, cider, and non alcoholic beverages available inside The Nook. A Valentine’s Day Sadie Hawkins dance will begin immediately after screenings.
FREE Admission

Valentine’s Night Out
Friday, February 14, 7-10pm
Planet Obstacle
This adults-only event gives couples and singles an opportunity to spend an amazing evening in the new extraordinary way. Every ticket comes with one free drink of your choice, including wine or beer for those who are 21+. Make sure you grab your ticket for the Raffle Game that will take place at 8pm for the chance to win various prizes!

Image credit: Planet Obstacle

A Valentine’s Experience Under the Stars
Friday, February 14, 7-10pm
The Alfond Inn
Enjoy cocktails in the Conservatory, followed by 3-course plated dinner on the lawn along with a rose for your love, featuring live entertainment. Guests will also enjoy a champagne toast and a cash bar. Tickets purchased together under the same order number will automatically be seated together at tables for 2.

Image credit: The Alfond Inn

Heavenly Love: Love Stories of the Night Sky
Friday February 14, 7 and 8:30pm
Emil Buehler Planetarium at Seminole State College
Celebrate Valentine’s Day at the Emil Buehler Planetarium by learning some of the many love stories told in the tapestry of the night sky. A telescope will be provided (weather permitting) for stargazing after each show.
$6 (CASH ONLY) for adults, $4 for students (K-12, non-Seminole State) and seniors 55+, FREE for Seminole State students, faculty, and staff. 

Zebra Coalition’s 10 Year Anniversary Valentine’s Day Dance
Friday, February 14, 7-10pm
Quantum Leap Winery
For the past 10 years, Zebra Coalition has supported and inspired LBGTQ youth, providing hundreds of young adults with critical services such as housing, counseling and social support. It’s the only organization in Central Florida that offers a drop-in center, housing and mental health support for LBGTQ youth. “I Heart Zebra” will celebrate love in the LBGTQ community and will kick-off a year-long celebration with an evening of music by Blue Star, wine from Quantum Leap Winery, hors d’oeuvres from John Michael Catering, a silent auction, and dancing. ALL proceeds from the event support LGBTQ youth!
$75/person or $140/couple

Valentine’s Day Party at Howl
Friday, February 14, 7pm-2am
Howl at the Moon Orlando
Drink specials, giveaways, date night packages, live music and so much more.
FREE Admission

Valentine’s Day Cherry Bomb Burlesque
Friday, February 14, 7:30-9:30pm
Orlando Forum – 6362 International Drive
Grab your boyfriend, your girlfriend or even your best friends and get ready for the most fun V-Day you’ve ever had.
The Firecrackers know how to put on a sexy, funny, jaw-dropping show that’s sure to be your best date night ever.

V-Day Vampire Ball
Friday, February 14, 8pm
VAULT 5421
Happy hour from 5-8pm with 20% off drinks, raffle, Vampire movies and shows on the big screen and more.
FREE Admission

Couples Retreat Valentines Day Dinner Cruise
Friday, February 14, 8pm
Canaveral Cruise 1 – Port Canaveral
Enjoy a three-course meal, then hit the dance floor and take in the beautiful panoramic views of Port Canaveral and other local sights during this intimate cruise.

St. Johns Rivership Valentine’s Day Cruises
Friday, February 14, Lunch and dinner cruises available
Historic Downtown Sanford
Pricing varies depending on cruise

Valentine’s Day 80’s Prom 
Friday, February 14, 10pm
Tin Roof Orlando
Party like it’s 1989 at Tin Roof for our Valentine’s Day Prom feat. the Leonard Brothers Band! Come dressed in your best 80’s prom attire!


Nude Nite
February 13-15
Central Florida Fairgrounds

Valentine Date Night Cooking Classes
Multiple class dates February 13-15
Truffles & Trifles
$150/couple on February 13; $160/couple on February 14-15

Wine and Dine Your Valentine Cooking Class
Multiple classes February 13 – 15
Publix Aprons Cooking School, Dr. Phillips (also Winter Park)
Four-course demonstration-style cooking class

2020 Love Your Shorts Film Festival
February 13-16
Wayne Densch Performing Arts Center, Sanford
Tickets $10/ film or $75/weekend pass

Star-Studded Evenings
February 14 & 15, 5-9pm
Orlando Science Center
Includes Hollywood movies in the adventure theater, access to Crosby Observatory and workshops in The Hive: A Makerspace

Image by Roberto Gonzalez

Track Shack Run 4 Love 4-Mile
Saturday, February 15, 7:30am
Showalter Field (2525 Cady Way, Winter Park)
From $33/person

Love Is In The Air Baby Goat Yoga
Saturday, February 15, 9am
Sawgrass Acres
The baby goats at Sawgrass Acres can’t wait to get some loving attention and will give you an unforgettable morning with lasting memories and picture opportunities galore! So, all you need is a mat, water and the love for animals!

Orlando Wine Festival at ICON Park
Saturday, February 15, 12-8pm
35+ vineyards/ wineries, 100+ wines to try, Pet Adoption Puppy Park, photo booths, rosé garden, wine classes and more. Benefitting Pet Alliance of Greater Orlando.
$20/person General admission
$40/person Premium admission
$75/person VIP admission

Cupid’s Undie Run
Saturday, February 15, 12pm
Elixir, 9 W Washington St., Orlando

Unique Valentine's experiences
Image credit: Cupid’s Undie Run

Indie Folkfest
Saturday, February 15, 12-5pm
Mennello Museum of American Art
Free annual event with some of Central Florida’s best art, food and music. This year’s live musical line-up includes: Jordan Foley & The Wheelhouse, Lauren Carder Fox, Beemo, The 502s, Eugene Snowden and Beth McKee’s Swamp Sistas.



The Melting Pot Orlando
February 13 – 15
The Melting Pot Orlando
Enjoy 4 delectable courses of fondue, a sparkling wine toast and a Melting Pot gift box.

Café Tu Tu Tango
February 14 – 16
Special 3-course Valentine’s Day menu for two.

Ocean Prime Orlando
February 14 – 16
special feature of Roasted Sea Bass over Alaskan King Crab Gnocchi with Champagne Cream topped with Baby Carrot in a Preserve Lemon Pepper, in addition to its traditional menu. For a more unique experience, couples can dine in one of the restaurant’s private curtained booths. Offered by request at no additional charge, the private booth provides an elevated dining experience where couples can enjoy their meal in an intimate and romantic setting (limited availability – request while making a reservation).
For Reservations, call (407) 781-4880
A la carte

Image credit: Ocean Prime Orlando

Tony Roma’s
February 14 – 17
Special weekend “Pick Your Perfect Pairing” menu including starter, two filet medallions and your choice of baby back ribs or shrimp skewers.

Mia’s Italian Kitchen
Friday, February 14
Three-course dinner for two including a bottle of featured prosecco, red, or white wine. Guests will receive a Strawberry Salad (GF/V) with arugula, poppy seed vinaigrette, pecans, and whipped goat cheese. Couples can choose between two starters to share including: Lobster Raviolo or Pork Belly Bruschetta. Choice of one entrée per guest including: Shrimp & Mussels Bucatini, Lamb Cacciatore, and Veal Parmigiano. For dessert, couples can enjoy Nutella Bread Pudding (V) with a side of vanilla gelato topped with raspberry-lemon syrup.

Brunch Buzz - Mia's Italian Kitchen Orlando

Taverna Opa
Thursday, February 14, available all day
Pointe Orlando
Three-course dinner for two plus belly dancing performances beginning at 7pm.

Tapa Toro
Friday, February 14, available all day
Three-course dinner for two and flamenco dancing beginning at 7pm.
Menu: Pan Con Tomate with Iberian Ham and a shrimp cocktail; Surf & Turf entree of two 5oz. filet mignons and one 7 oz. lobster tail paired with grilled asparagus and patatas bravas, and chocolate lava cake with salted caramel ice cream.
$85/couple plus tax and gratuity

Orlando restaurants - Tapa Toro flamenco shows
Image credit: Tapa Toro

Vines Grill & Wine Bar
Friday, February 14
3 course menu including Appetizer, Surf & Turf, and Dessert. Regular menu also available.

Friday, February 14
Specialty four-course Valentine’s Day menu created by the chef.

Valentine’s Day at Marlow’s I-Drive
Friday, February 14, 5-11pm
Marlow’s Tavern Pointe Orlando
Special prix fixe menu in addition to regular menu.
$40/person; $55 with wine pairings


Phantasmagoria’s Pre-Valentine’s “Trick and Treat” at Maxine’s on Shine
Tuesday, February 11, doors at 6pm; show begins at 7pm
Members of the critically acclaimed Victorian Horror Troupe PHANTASMAGORIA return to Maxine’s on Shine for a show filled with ghostly tales and poetry of love gone wrong and romantic hauntings. Enjoy a delicious dinner with choice of specialty entree from the Exclusive Chef’s Menu, appetizer or dessert, plus one beer, wine or specialty cocktail.

Pre-Valentine’s Pairing Dinner
Thursday, February 13, 6-9pm
Canvas Restaurant + Market (Lake Nona)
Three-course pairing dinner featuring chef-inspired cocktails crafted with the finest spirits at William Grant & Sons Distillery.

Friday, February 14
Three-course specialty Valentine’s Day menu. Reserve online here.

Valentine’s Day Sours & Stouts
Friday, February 14, 11:30am-11pm
À La Cart Orlando
Buy any Valentine’s Specialty Dish from Poke Kai, Steak it Easy or SwedeDish and get a complimentary half pour of any draft beer from the bar.
FREE Admission

Bites & Bubbles
Friday, February 14, 5-11pm
Exclusive, romantic five course dinner with a glass of Moet & Chandon Imperial Brut Champagne and a long stem red rose.

Friday, February 14, 6-10pm
Intimate dinner featuring Duck & Drake Kitchen, with a 4 course pre fixe menu with optional wine pairing.
$110/couple; $160 with wine pairings

Orlando Brewing
Friday, February 14, 7-9pm
Intimate Valentine’s Day Beer Dinner at the brewery including a pre-fixed 3 course menu with options for the main course.

Canvas Restaurant + Market
Friday, February 14
Lake Nona
Specialty Valentine’s Day menu for two included shared entree.
$105/couple plus tax and gratuity; $150 with wine pairings

A Culinary Map of Lake Nona Restaurants
Image credit: Canvas Restaurant + Market


The Ravenous Pig
February 12-14 (available during lunch and dinner)
Three-course Chef’s Tasting Menu. Guests can choose from either Tuna Crudo or Root Vegetable Salad to start, either a Petite Filet Mignon or Cioppino for a main, or a Red Velvet Macaron or Chocolate Malt Tart for dessert. The full menu will also be available.

Valentine’s Day at Marlow’s Winter Park
Friday, February 14, 5-11pm
Marlow’s Tavern Winter Park (also check out the Lee Vista, Oviedo and Waterford Lakes locations)
Special prix fixe menu in addition to regular menu.
$40/person; $55 with wine pairings

VINIA Wine & Kitchen
Friday, February 14, 5-11pm
4 course special menu:
1st course: Chef’s Amuse Bouche paired with a 2oz welcome drink
2nd course: Burrata & Beet Pesto or Bruschetta Trio
3rd course: Taleggio and Mustard Pear Ravioli with Clarified Butter, Sage & Vanilla Sauce or Roasted Chateaubriand and Prawn with Citrus butter & Dried Tomato, Roasted Garlic Mashed Potatoes
4th Course: Special Soft Truffle Trio paired with 2oz wines
Reservations required; email contact@viniawinebar.com or call (407) 925 7485 to reserve.

Dexter’s New Standard
Friday, February 14
“Red and White” themed three-course meal. Couples will have the choice between Potato Soup or Beet Salad. In between starters and entrée’s couples will receive a Half-Dozen Oysters (choose either raw or chargrilled) to share. Guests then have a choice between two entrées’: Seasonal Fish or Teres Major Steak. Finish with Chocolate Mousse or Strawberry Tart.

Pig Floyd’s Urban Barbakoa
Friday, February 14
ValenTaco bouquet features your taco faves + fresh blooms by The Heavy in Winter Park. Email catering@pigfloyds.com to reserve yours.

Image credit: Pig Floyd’s

Gideon’s Bakehouse
Friday, February 14
Gideon’s Valentine’s Day Pack includes: 1 Chocolate Chip, 1 Pistachio Toffee Chocolate Chip, 1 Cookies & Cream, and 1 February Limited Edition Eternal Flame Cookie. They will come specially packed in a black box topped with 4 Dried Red Roses from our friends at Janet’s Dry Humor that, unlike normal flowers, will live forever. To seal the deal you get a beautiful Gideon’s Limited Metal Pin. First come first serve⁣, and will only be available for pickup February 14th. Pre-order here⁣⁣.
⁣⁣ ⁣⁣⁣⁣⁣$50 each, 1 per person.⁣⁣⁣

Image credit: Gideon’s Bakehouse

The Glass Knife
February 1-14
Specialty desserts available leading up to the holiday. Extended hours until midnight on Friday, February 14.
A la carte

Specialty desserts include:

  • Strawberry Champagne Petite Cake
  • Strawberries & Cream, Conversation Heart and “Be My Valentine” Cookies
  • Raspberry Champagne Doughnut and Sprinkle Doughnut
  • Strawberry Cheesecake Heart Pastry
  • Berries & Cream signature cake
  • Valentine’s Snack Cake
  • Strawberry Chocolate Cream Puff
  • Strawberry Classic Cake
Image credit: The Glass Knife

The 4 Rivers Sweetshop
Through Valentine’s Day, the Sweet Shop will have the following Valentine’s specials for pre-order:
Valentine’s Theme Cakes – Two different Valentine’s designs are available. Prices starting at $49.99.
Cookie Boxes – An assortment of decorated sugar cookies and classic chocolate chip. Box of 8 = $16 / Box of 20 = $35
To place a pre-order call: 844-474-8377.

Also, available daily for the month of February in The Sweetshop:
Jumbo Strawberry Chocolate Chip Cupcakes – Strawberry and Chocolate Chip cake with fluffy house frosting and Strawberry Jam $3.79/ea
Chocolate Love Cupcake – Double Chocolate cake dipped in our homemade ganache with a love message on top $3.79/ea 

Image credit: 4 Rivers Sweet Shop


Hilton Orlando
Available throughout February
Lobby, Spencer’s for Steaks and Chops, David’s Club and Scratch Market
Cabernet Sauvignon cart select evenings from 5-7pm with complimentary cheese sampling in the lobby, Cabernet Sauvignon wine flights and pairing specials at Spencer’s, Cabernet Sauvignon flight and featured food pairing at David’s Club, and complimentary wine and cheese pairing classes every Saturday in February from 3-5pm at Scratch Market. Enjoy as part of the hotel’s Beverage Series featuring Cabernet Sauvignon. 
A la carte

Prix Fixe Valentine’s Day Dinner
February 10-16, 5:30-10pm
A Land Remembered AND Cala Bella, Rosen Shingle Creek Hotel
Four-course dinner with complimentary unlimited champagne for two
Reservations: 407-996-3663

The Boheme
February 14 – 15
Grand Bohemian Hotel Orlando
Romantic four-course dinner.

Valentine’s Dinner at Eleven
Friday, February 14, 5:30-10pm
Reunion Resort
Four-course prix fixe dinner prepared by Chef Sabrina Greene and wine pairings by Joel Vodola, General Manager. View menu here
Reservations recommended: 407-396-5397
$59-$75/person depending on entree choice

Eleven at Reunion Resort

Friday, February 14
Four Seasons Orlando
Regular menu plus four-course prix-fixe menu. Optional sommelier wine pairings available for an additional $45 per person. For dining reservations, please call 407-313-6161.

Capa Steakhouse & Bar
Friday, February 14
Four Seasons Orlando
Regular menu plus three-course prix-fixe menu. items may also be ordered a la carte. For dining reservations, please call 407-313-6161.

Villas of Grand Cypress
Friday, February 14, 6-10pm
Live entertainment and five-course dinner from the restaurant’s new Executive Chef. Includes valet parking.
Reservations are encouraged and are available by calling 407-239-1999


Wine Bar George
February 14-15
Disney Springs
Special menu with individual entrees including Filet Mignon, Seared Red Snapper and more.
A la carte

STK Orlando
February 14 – 16
Disney Springs
A la carte

Enzo’s Hideaway
Friday, February 14
Disney Springs
Valentine’s Day specials including stuffed baked Maine lobster for two and a specialty dessert.
Reservations: 407-560-3696
A la carte

The Edison
Thursday, February 14
Disney Springs
Specialty Valentine’s Day menu items and cocktails.
Reservations: 407-560-9288
A la carte

Image credit: The Edison


Lovelock Giveaway Valentine Special
Friday, February 14, 5pm
The Old Jailhouse
The Old Jailhouse in Sanford is doing Valentine’s a little different. Enjoy a three course meal and a free glass of bubbles. Bring a padlock with both your initials and you will receive a 15% DISCOUNT, which will be valid on Mondays, Tuesdays and Wednesdays, with a minimum purchase of two entrees, on your next visit to the Old Jailhouse, within the next three months.

Check out this Sanford365 post for tons of Valentine’s Day happenings and dinners in Sanford!

Valentines “Chocolatey Crawl”
Friday, February 14, 7:30 pm
Downtown Winter Garden
Guest will be given a “passport” where they can take their own time and explore the different stops and try some extraordinary chocolatey treats along the way. Chocolate treats provided by: Rosallie , David Ramirez Chocolates , Way Chocolate & Coffee, Scoops Old-Fashioned Ice Cream Store, Sweet Dee’s Cupcakery, Winter Garden Farmers Market and ultra decadent Hot Cocoa provided by Winter Garden Food Tours.

Cress Restaurant
February 13, 14 & 15, seatings available from 5-9pm
Cress Restaurant, DeLand
Four-course Valentine’s menu with wine pairing (additional $24/person) and truffle add-on (additional $15/person) available.

Cress Restaurant - DeLand Day Trip
Image credit: Cress Restaurant

Sea-Guini at Opal Sands Resort
Clearwater Beach, FL

With exceptional beachside views, your dinner will be truly memorable at Sea-Guini at Opal Sands Resort. The restaurant serves Italian cuisine along with local seafood, with dishes including their local pan-seared hogfish, lobster pappardelle, and citrus glazed gulf grouper. Additionally, the contemporary design and floor-to-ceiling windows ensure spectacular views of the Gulf of Mexico from every seat. 

Image credit: Sea-Guini at Opal Sands Resort

Caretta on the Gulf at Sandpearl
500 Mandalay Avenue, Clearwater Beach

Caretta on the Gulf at Sandpearl Resort is a Four Diamond fine dining restaurant, perched above the beach with both indoor and outdoor seating. Caretta, named for the loggerhead sea turtles that grace the shores, offers an unforgettable culinary experience with striking Gulf views from your dining table thanks to the wall-to-wall windows that line the restaurant. The menu features seasonally inspired cuisine that changes four times a year, prepared with infusions of South American, Caribbean, and other international inspirations.

Image credit: Caretta on the Gulf at Sandpearl

Overture Restaurant at Art Ovation Hotel
1255 N Palm Ave, Sarasota

For an extra-romantic dinner this Valentine’s Day, couples can dine at Overture Restaurant which will feature a 3-course menu with their take on American classics like lobster bisque, Chilean sea bass, and a mouthwatering white chocolate swan dessert. Throughout the evening, local Sarasota pianist and recording artist Lana Reign will serenade patrons with love songs. After dinner, lovers can stroll through Art Ovation’s public spaces where art installations are exhibited throughout each floor and end the night taking in views of the Sarasota Bay skyline over creatively crafted cocktails at Perspective Rooftop Pool Bar.

Image credit: Overture Restaurant at Art Ovation Hotel



The Alfond Inn
300 East New England Avenue, Winter Park

Celebration in the Park package includes:

  • One night stay in a Classic Room
  • Dinner for two in Hamilton’s Kitchen (excludes alcohol and gratuity)
  • Specialty cake for two
  • One bottle of champagne
  • $469 per night, plus tax on Valentine’s Day

Call 407-998-8090 to reserve.

Gaylord Palms Resort & Convention Center
6000 W Osceola Pkwy, Kissimmee

Special nightly rate of $149/night for February 14 and 15, 2019 (plus tax and resort fee). Use offer code “HOL” to reserve this exclusive rate for a king bed room.

Book online here.

Image credit: Gaylord Palms Resort and Convention Center

Reunion Resort
7593 Gathering Dr, Kissimmee

Month of Love package (February 1-29) includes:

  • 20% off villas
  • $100 resort credit per night
  • Champagne and truffles upon arrival
  • 2pm late checkout
  • Rates starting at $288/night

Book online or call 407-662-1000.

reunion resort

Hyatt Regency Grand Cypress
One Grand Cypress Blvd., Orlando

Stay, Dine, Sip and Relax Experiences:

  • Stay
    The Romance Package begins at $309 per night and includes deluxe guestroom accommodations, complimentary valet parking, late check-out at 2 p.m., daily breakfast buffet for two guests and a welcome gift.
  • Dine
    Valentine’s evening dining includes special menu offerings at LakeHouse and Hemingway’s including:
  • Lake House
    Blue Cheese Crusted Filet and Seared Scallop: Purple Potato Puree, Caulilini, Broccolini, Roasted Radishes, Pomegranate Gastrique; and
    Sushi: Citrus Tuna Poke Martini
    Tuna, Cucumber, Sweet Tomatoes, Avocado, Oranges, Jalapeno, Tobiko, Sesame Seeds
  • Hemingway’s
    Citrus Sous Vide Lobster: Hibiscus Sauce, Yucca Dumplings, Roasted Golden Beets, White Asparagus
  • Plus, a sweet ending available at both restaurants
    White Chocolate Raspberry Stack: White Chocolate Oat Blondie, Almond Shortbread, White Chocolate Mousse, Raspberry Sauce, Fresh Raspberries, Heart Macaroon
  • Sip
    Ask your server for the specialty Valentine’s Bouquet cocktail available at Trellises and Hurricanes lounges.
  • Relax
    If pampering is what you want, pampering is exactly what you get when you book a massage at the Marilyn Monroe Spa. A full menu of beauty and spa treatments is available by appointment including a couples massage starting at $280 for 50 minutes. Call directly at 321.558.7818.

For more information and reservations, call 407. 239.1234. Valid until 2/12/20 – 2/17/20.

Image credit: Hyatt Regency Grand Cypress

DoubleTree by Hilton Orlando at SeaWorld
10100 International Drive, Orlando

Suiteheart Savings package includes:

  • Suite rates starting at $244
  • sparkling wine upon arrival 
  • breakfast for two
  • late checkout at 2pm, when available
  • option to purchase cheeseboard and wine for $52 or strawberries and champagne for $32

Book online using promo code “ROM”. Valid 1/15/20-2/16/20.

Hilton Orlando
6001 Destination Parkway, Orlando

Celebration Package includes:

  • Sparkling wine or cider on arrival
  • Breakfast for two served in your room
  • Early or late check-out

Book online here. Valid until 2/29/20.

Image credit: Hilton Orlando

Omni Orlando Resort at ChampionsGate
1500 Masters Blvd, Championsgate

Love & Luxury package includes:

  • Luxurious accommodations 
  • Concierge pre-call to assist with special romantic requests
  • Two (2) Mini-Bottles of Moet & Chandon Rosé Champagne and Chocolate Covered Strawberries (3) delivered to room upon arrival
  • Standard “romantic” turndown with robes, music and lighting
  • Late check-out, 1:00 p.m.

Book online or call (407) 390-6664.

Omni Championsgate

Rosen Plaza
9700 International Drive, Orlando

Valentine’s Day Romance package includes:

  • One-night deluxe accommodations for two
  • Romance Package 3-course dinner at Jack’s Place (reservations required)
  • Full breakfast buffet for two the next morning at Café Matisse
  • Entrance to 3NINE, Thursday through Saturday (Based on availability. Blackouts apply.)
  • Complimentary self-parking
  • Rates from $239/night

For more information and reservations, please call (407) 996.9702 and ask for the “Valentine’s Day” package. Valid 2/6/20-2/24/20.

Things to do for Valentine's Day in Orlando
We are Orlando’s Valentine’s Day Headquarters. Click here to get the details for the city’s best dinner deals, overnight packages and $30 and under ideas PLUS loads of events and activities perfect for a romantic day or night out.


Lido Beach Resort
700 Benjamin Franklin Dr, Sarasota

Opal Collection Romance Package includes:

  • Luxurious accommodations
  • Breakfast daily at Cafe Lido
  • Dinner nightly at Drift Kitchen & Bar
  • Strawberries and champagne upon arrival
  • Complimentary late check out
  • Concierge team is happy to help with all the arrangements including pre-ordering wine and gourmet welcome baskets that’ll be waiting for you upon arrival

For more information, visit: https://www.lidobeachresort.com/

Image credit: Lido Key Resort

Westgate Cocoa Beach Resort
3550 N Atlantic Ave, Cocoa Beach

I Heart Westgate” Valentine’s Day Special:

  • Book your stay for a discount of up to 20% off best rates
  • Nightly accommodations for two (2) in a luxury two-bedroom suite offering spacious comforts of a fully furnished home
  • Couples can enjoy surf lessons for two (2) and beachside concierge and cabana services for two (2)
  • Savory seafood experience at Pelican’s Bar & Grill on the Westgate Cocoa Beach Pier
  • Rates starting at $279

Available February 12 – 17.

Image credit: Westgate Cocoa Beach Resort

Pelican Grand Beach Resort
2000 North Ocean Blvd, Ft. Lauderdale

The Romance on the Beach Package includes:

  • 1-bedroom Oceanfront Suite with private balcony
  • $100 F&B credit per day, per room
  • $100 PURE Spa credit per day, per room
  • Bottle of champagne and chocolate-covered strawberries
  • American Breakfast for 2 served in your suite
  • Rates starting at $899 per night
Image credit: Pelican Grand Beach Resort

Ocean Key Resort & Spa
0 Duval St, Key West

Cupid’s Suite Piece of Paradise Package includes:

  • 3-night stay for two in Oceanview Boutique Suite
  • 2 singles or 1 couples SpaTerre experience per day
  • Dinner for two each night at Hot Tin Roof or on private suite balcony
  • Daily waterfront breakfast for two
For more information or to reserve, call (800) 328-9815 and mention “Cupid” to book. 
Image credit: Ocean Key Resort & Spa

The Brazilian Court Hotel
301 Australian Avenue, Palm Beach

The Roaring Romance Package includes:

  • 1920s Rolls Royce rental 
  • First edition, second printing of F. Scott Fitzgerald’s magnum opus, The Great Gatsby 
  • Diamond and Black Onyx Ring from Tiffany & Co.’s ‘The Gatsby Collection’ 
  • 1920 Vintage 14kt Yellow Gold Mesh Purse 
  • Head to toe stylings in the best fashion trends from the era (possible jazz night in the courtyard) 
  • Dinner at Café Boulud 
  • In-room arrival amenities:
    • Dom Périgean Vintage 2008
    • Set of engraved champagne glasses 
    • Box of chocolates 
    • Bouquet of Garden Party Roses 
    • Padron 1926 Series Cigars, 4-pack + Douglass Field L lighter 
  • Three-night stay accommodations 

Three-night minimum stay required. Based on availability. 14-day advance booking and 14-day cancellation required. Available for booking now through March 31, 2020. Rates starting at $47,330.

Image credit: The Brazilian Court Hotel


And if you’re heading to Tampa for Valentine’s Day or weekend, be sure to check out Tampa Bay Date Night Guide’s Best Valentine’s Day Ever Guide!

Disclosure: Some, but not all, of the businesses listed in this post are our valued advertising partners – but nobody in this post has paid to be here and all opinions are our own!