Plan the Perfect Valentine's Day in Key West

Love is most definitely in the air, and there’s nowhere better to be than in Key West to celebrate that joyous feeling that makes life worthwhile. The island offers a bevy of options for Valentine’s Day, whether you want an old school heart-fluttering activity or you want to shake things up a bit. Check out our guide to find a Valentine’s Day date idea that suits you and your better half the best.

[Join 24 North Hotel on the Sunset Green Event Lawn on Feb. 9 and Feb. 11 for ‘Cheeseburger in Paradise,’ a very special pre-show to Jimmy Buffett and the Coral Reefer Band’s performances at the Coffee Butler Amphitheater.]

Check in at 24 North Hotel in Key West

Enjoy a romantic stay at 24 North Hotel in New Town, Key West. Treat yourself to exceptional amenities, multiple dining options, an on-site Starbucks, and a whole lot more. Our hotel is located at the point of entry to Key West and is convenient to everything in Old Town (via our shuttle - complimentary for guests!) and across the island. Our Ocean View King Suite is perfect for a romantic night away, with 575 square feet of living space, beautiful photography, thoughtful furnishings, and breathtaking ocean views. Make yourself feel right at home, here.

Take a Key West Sightseeing Cruise Around Town

This Valentine’s Day, plan a special excursion with your special someone. Our concierge can curate personalized Key West experiences such as yoga, pilates, spa services, bicycle and scooter rentals, snorkeling and diving, seaplane tours, catamaran sailing, parasailing, deep-sea fishing, and much more.

Really feel love in the air when you’re gliding over the gulf at top speed on a jet ski. 24 North Hotel offers a Jet Ski for Less package which includes a 90-minute guided tour for two and a gift of reef-friendly suntan lotion, water, SPF lip balm, and a 24 North wellness kit. Or, cruise around the island with our Bike Around Key West special offer, which includes two bike rentals per day to explore at your leisure.

Plan a Beach Date

When staying with 24 North Hotel, it’s easy to get to the soft sands of Smathers Beach. Just borrow one of our bikes for the short ride south. The largest public beach on the island begins at the zero-mile marker and stretches along New Town. There’s beach chairs and umbrellas, and paddleboards, catamarans, and volleyball courts available for use. While the view of the deep blue Florida Straits from the beach is gorgeous, nothing can beat a poolside post at 24 North Hotel with a Toasted Punch.

Book a Table for Two at a Romantic Key West Restaurant

Get out on the town for a unique dining experience. The perfect Valentine’s Day spot will have sensational food, with a cozy ambiance to boot. Lucky for us, Key West has quite a few restaurants that measure up.

Try La Trattoria Restaurant for authentic Italian cuisine and an extensive martini menu with nearly 20 options. Their Raspberry Chocolate Bomb martini is the quintessential Valentine’s Day sipper, with raspberry vodka, creme de cacao, and Godiva liqueur. Antonia’s Restaurant is also an excellent pick for Italian and Mediterranean dishes, with handmade pastas, local seafood, and a Wine Spectator award-winning wine list.

If you’re a foodie, try Little Pearl’s 4-course Chef’s Tasting experience for something you and your partner will remember forever. The intimate eatery is seafood heavy, offering innovative, globally-inspired dishes with a tropical twist. Menu options have included Faroe Island Salmon Carpaccio, 7 Spice Twice Cooked Pork Belly, Pinks and Waffles, Grouper Cheek Bao Buns, and Ghost Pepper Coconut Lychee Sorbet.

End the Night at a Bar to Remember

For a memorable nightcap, join Republica Bar & Lounge located within 24 North Hotel. Key West’s premiere Havana-esque craft cocktail bar serves up authentic mixology created by our fun and friendly staff. Cozy up in the lounge and enjoy an exciting drink menu and esoteric wine collection complimented by live music seven nights per week. Plus, this Valentine’s Day, it’s Half Past Island Time at Republica, which means you get half off select wines beginning at 5 p.m.

Start making your Valentine’s Day plans now and show us how you celebrate your relationship in Key West by sharing a picture with us on Instagram at #TheKeysCollection. And if you don’t already, keep up with us by following the 24 North Hotel Facebook and Instagram.

They say the way to someone's heart is through their stomach, so start the day off right with breakfast at 24 North Hotel. Our Breakfast Package includes a breakfast entrée with fruit and coffee, tea, or juice for everyone on your reservation. Read more.