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

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 2019.

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. Here are a few of our favorites.


Truffles & Bubbles

February 2 and February 9, 8:30-10pm
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.

Image credit: Peterbrooke Chocolatier of Winter Park

Wine, Cheese, and Chocolate Perfectly Paired

Thursday, February 7, 7-9pm
Quantum Leap Winery
The Tasty Trio is back for a perfectly paired wine, cheese and chocolate class! You’ll 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).

Whippoorwill XO Orlandough: A Valentines Wine & Donut Pairing

Tuesday, February 12, 7-9pm
Whippoorwill Beer House & Package Store
Feast on four wines paired with four Orlandough donuts and enjoy discounted bottles of all featured wines. All tickets are pre-sale. To purchase tickets, call Whippoorwill at 321-355-3964

Do Good Date Night: Valentine’s Edition

Wednesday, February 13, 7-9pm
Quantum Leap Winery
Join us for an hour of volunteering creating hygiene kits with Clean the World followed by a one-hour competitive, team wine blending showdown inside Quantum Leap’s gorgeous tasting room
Ticket includes one full wine pour per person, light snacks and 60 ounces of wine per team for blending competition

Andrea Bocelli – Valentine’s Concert

Wednesday, February 13, 8pm
Amway Center
Just ahead of Valentine’s Day, Andrea Bocelli marks his return to Orlando with a one night only romantic concert. The evening will feature Bocelli’s most famous love songs and arias, plus ballads from his latest studio album. As an added bonus, Bocelli’s son, Matteo Bocelli, will join the performance.
$79 and up

Andrea Bocelli Valentine's Concert in Orlando February 13

Annual Beer and Chocolate Pairing

Thursday, February 14, 3-10pm
Orlando Brewing
Indulge in a self-guided beer and chocolate pairing featuring four 5oz. beers paired with four locally made chocolates from CayCakes Bakery.

Image credit: Orlando Brewing

Valentine’s Day Sunset Paddle & Glow in the Dark Tours

Thursday, February 14, 4:45-6:45pm
Winter Park Chain of Lakes
Local clear kayak company Get Up and Go Kayaking will host a romantic sunset paddle through the Winter Park Chain of Lakes. Or, head out after dark for the glow in the dark paddle where your kayak will be lit up with red LEDs. 
$50/person –  $5 off with code “ClearlyMine” at checkout

Image credit: Get Up and Go Kayaking

SAK Comedy Lab Valentine’s Shows

Thursday, February 14; shows at 6, 8 and 10pm
SAK Comedy Lab
Enjoy a 90-minute version of SAK’s popular Improv show performed with a little bit of extra love. 
General admission: $22/person
Sweetheart Special: $52/couple including two free drinks and a popcorn to share
The Extra Special: $72/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

Peace Love Sweat: A Valentine’s Day Partner Workout

Thursday, February 14, 6pm
House of Sweat Orlando and D1 Orlando
Team up with your other half or bestie and get ready for a one-of-a-kind Vday partner workout including stretching and cool down. No matter your fitness level, this is the perfect way to remix your traditional Valentine’s Day routine. This exclusive partner workout will be complemented by a fun ‘couple’s playlist’ perfect for this love-filled night.
$20/couple; 100% of proceeds go to the American Heart Association

Downtown Winter Garden Valentine’s Day Concert

Thursday, February 14, 6-9pm
Centennial Plaza Gazebo, 101 W. Plant St.
Breezeway Trio will perform a 3-hour outdoor jazz concert in downtown Winter Garden in celebration of Valentine’s Day.

Adults-Only Valentine’s Day at Planet Obstacle

Thursday, February 14, 6-9:30pm
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

Valentine’s Day Thornton 2nd Thursday Wine & Art Walk

Thursday, February 14, 6:30-9:30pm
Thornton Park District
Special “love” deal of a 2 tickets for 1 price! Stroll the Thornton Park district enjoying art vendors, live music, stilt walkers, a tarot card reader plus 22 places to stop for a tasty Adult beverage! Glass pickup is at Island Time.
$15/couple plus tax

Harbor Nights Romantico

Friday, February 15, 6:30-9pm
Loews Portofino Bay Hotel at Universal Orlando
Spend the evening in the Harbor Piazza dancing and enjoying live music plus unlimited samples at the food and wine stations.
$65 – $95 plus tax/person


The Melting Pot Orlando

February 13 – 15
The Melting Pot Orlando
$79 per guest + tax (gift box included) on Feb 14
$59 per guest + tax on Feb 13 & 15
Add ons: $19 for rose petals and a candle pre set on the table and three pictures in the photo booth; $49 for rose petals, candle and a half bottle of Chandon Sparkling preset


  • Cheese Fondue: Green Goddess Cheddar, Bacon & Gorgonzola or Sparkling Gruyère Cheese Fondue
  • Salad: Bacon & Blue Spinach Salad, Caesar or The Melting Pot House Salad
  • Entree (Select one – Vegetarian entree may be substituted):
    • Cupid’s Feast: Filet Mignon Florentine, Whiskey BBQ Pork Medallion, Garlic & Herb Chicken, Key West Shrimp, Chicken Potstickers and Teriyaki-marinated Sirloin
    • Lover’s Delight: Cold Water Lobster Tail, Filet Mignon Florentine, Garlic & Herb Chicken, Teriyaki-marinated Sirloin, Key West Shrimp and Wild Mushroom Sacchetti
  • Chocolate Fondue: Choose any chocolate fondue from our dessert menu

$99 Dinner for Two special available February 1-28 including four-course lobster dinner and sparkling toast.

Chocolate S'mores fondue at The Melting Pot Orlando

VINIA Wine Bar

Thursday, February 14
VINIA Wine Bar
Four-course wine paired dinner including an exclusive Homemade Cookie Flight paired with dessert wines (not on the normal menu). Reservations required. Call (407) 925 7485 or email contact@viniawinebar.com.


  • 1st course: Chef’s Amuse Bouche
  • 2nd course: Insalata VINIA or Burrata
  • 3rd course: VINIA Surf & Turf or Coriander Crusted White Fish
  • 4th Course: Homemade Cookie Flight paired with dessert Wines

His & Hers Valentine’s Food Tour

Thursday, February 14, 6 & 7pm
Plant Street Market
Valentines Tour let by Winter Garden Food Tours plus golf cart ride. Tour includes beer, bourbon bacon donuts and coal fired wings, wine, cheese and truffles, french toast and gelato, finished with a dark chocolate espresso.

Plant Street Market Winter Garden
Plant Street Market | Image credit: Stephanie Patterson

Mango’s Tropical Cafe

Thursday, February 14; dinner shows at 6 and 9pm
International Drive

Three-course Valentine’s Day Menu:

  • First Course: Wedge Salad
  • Second Course (choice of):
    • Tender NY Strip served with roasted rosemary potatoes and baby vegetables with balsamic reduction
    • Chicken Milanese topped with arugula, radicchio, shaved parmesan cheese, extra virgin olive oil, balsamic vinegar, served with a side of Penne Pomodoro
    • Lobster Ravioli with Blackened Shrimp
  • Third Course: Strawberry flan

Valentine’s Dinner featuring Love Actually

Thursday, 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

A Valentine’s Experience Under the Stars

Thursday, 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 music performed by Johnny Magnuson AKA Mag Sax and Christie Beu. Tickets also include a champagne toast and a rose for your love.

Want more events?

Each year we curate a list of more than 100 ways to celebrate Valentine’s Day in Orlando. We update this list continuously until February 14 so you always have the most comprehensive, up to date list of Valentine’s Day happenings in Orlando. Click below to see our full list for 2019!

100+ Things to do for Valentine’s Day in Orlando 2019

Valentine's Day in Orlando 2019

Did we miss any? Be sure to submit your event here: orlandodatenightguide.com/submit-an-event.

Feature image credit: Loews Portofino Bay Hotel

Disclosure: Some, but not all, of the businesses listed in this post are our valued advertising partners.

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