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Valentine’s Day Weekend Celebrations In Orlando

It’s almost time to celebrate the most romantic holiday of the year! Valentine’s Day is just around the corner and everyone could use a bit of “R and R” during these turbulent times. Why not give your partner the gift of a romantic escape? A memorable day of love — plus rest and relaxation — is a click or call away when you book a Valentine’s Day package at the Tripadvisor award-winning upscale Caribe Royale Orlando. And while you’re here in Central Florida, why not make a weekend of it? We’ve got all the safe and fun places to celebrate romance with your special someone this year. For all of the sweet details, look no further than our official guide of things to do in Orlando for Valentine’s Day this year. There’s something for every couple to enjoy in the area, from exciting events and festivals to dinner deals and fun activities, staycations and getaways, and so much more.


Paint the town red or, better yet, splatter each other with red paint on date night at Pinspiration! At this unique dating spot, guests can create art pieces in a traditional studio or in the splatter room. Our vote: the latter — for messy masterpieces galore. Their famous Splatter Date™ bundle makes the perfect Valentine’s date and a romantic activity you will never forget! Pinspiration is located in Waterford Lakes, a short drive away from the Caribe Royale. Have a blast and bring home a masterpiece.

Swan Boat Rides at Lake Eola Park

Ever see a happy couple take a boat ride in a movie or TV show and think to yourself, “I’d love to do that with my better half?” You can in Orlando — and with the sort of twist you’d expect from the Theme Park Capital of the World! At Lake Eola in downtown Orlando, rent a two-person paddleboat shaped just like the park’s most famous residents, then share a kiss near the lake’s iconic fountain.

Discovery Cove Dolphin Swim

Get up close and personal with a dolphin! Discovery Cove offers a full day of fun and your admission includes food and beverages throughout the day. Feed tropical birds, play near a family of otters, walk on the ocean floor and live your dream with a 30-minute dolphin interaction that includes hugs, kisses and a thrilling dorsal fin tow ride. In addition to your individual dolphin swim, you can have a buoy with a personalized love message or proposal delivered to your loved one by a dolphin on this romantic day.

Bok Tower Gardens: For the Love of Chocolate

Bok Tower Gardens has provided some of Florida’s most remarkable and scenic views to more than 23 million visitors since 1929. The Gardens offer unparalleled opportunities for artistic, cultural, personal and spiritual enrichment. Their special Valentine’s Day event that will rekindle your passion for chocolate while you sample and learn how to make a simple dark chocolate syrup and add various flavors like brandy and herbs. After this experience you can enjoy a stroll through the stunning gardens and take a relaxing picnic on their scenic overlook.

Valentine’s Dinner for Two at The Venetian Chop House

Level up your weekend celebration by adding dinner reservations at the hotel’s AAA Four Diamond Award-winning Venetian Chop House, named the area’s most romantic restaurant by the readers of Orlando Magazine in 2020.  The epicurean’s delight will feature Valentine’s Day menu specials for two, including Chilled Seafood Platter, Chateaubriand, Rack of Lamb and Chocolate Ecstasy – a decadent presentation of mini chocolate souffle, rich flourless chocolate cake and assorted chocolate truffles. The restaurant boasts a refined selection of reserved wines, and both indoor and outdoor patio spaces are available. Advance reservations are highly recommended by calling the restaurant at 407-238-8020.

The Museum of Illusions

See your partner in a whole new way at the brand-new Museum of Illusions at ICON Park.  The first of its kind in the U.S., Museum of Illusions Orlando is the perfect spot for creative couple selfies. Let your imagination run free in the vast expanse of the Infinity Room, defy the laws of gravity in the Reverse Room, shrink to miniature size in the Ames Room… all while capturing the two of you in coveted, impossible photos. Explore the world of illusions.  Experience the impossible.  And, by all means, bring your camera!

When Harry Met Sally at Leu Gardens

Snuggle together on a blanket in the beautiful 50-acre Harry P. Leu Gardens and enjoy the classic rom com “When Harry Met Sally.” Pack a picnic and enjoy an outdoor movie with your favorite date.

Winter Park Scenic Boat Tour

Float through the canals and lush landscape of Winter Park’s waterways on a tranquil Scenic Boat Tour. The hour-long ride is a romantic way for first-time visitors to Winter Park to experience its world-famous lakes, flora and fauna while cruising past some of its most beautiful residences.

Valentine’s Day at Planet Obstacle

The Valentine’s Day event at Planet Obstable in Lake Mary gives couples and singles an opportunity to spend an amazing evening in a new, extraordinary way. Every ticket comes with one free drink of your choice, including wine, beer or a cocktail for those who are 21 years old and above. Make sure you grab your ticket for the Raffle Game that will take place at 8 p.m. for the chance to win various prizes! Enjoy crazy fun challenges, including an Aerial Ropes Course with 220 feet long Zip-line, Ninja Warrior Course, Bumper Cars, V-Trampoline Bungee, Rock-climbing Walls, Trampolines and an Aeroball Cage.

We hope this list sparks some great ideas for your Valentine’s weekend!

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