What’s more romantic than spending Valentine’s Day surrounded by turquoise waters, stunning sunsets, and the balmy breeze of The Florida Keys? Whether you’re planning a lavish date or a laid-back outing, The Keys have it all. From dreamy dinners to cozy coffee dates and even a romantic cruise, here’s your guide to creating an unforgettable Valentine’s Day in paradise.
ROMANTIC DINNER DATES
Treat your special someone to a candlelit dinner with a view! Here are a few top picks for a Valentine’s Day meal that’s sure to impress:
Nine One Five
Located on Duval Street this chic restaurant has a decadent wine list, craft cocktails, homemade pasta daily and delicious shareables.
Santiagos
A local's favorite, tucked away in Bahama Village, serving up delicious small plates... tapa's style. Don't forget their famous sangria and a reservation.
Lola's Bistro
A small boutique restaurant with big flavor & ambiance. This restaurant features a verbal menu that changes regularly to incorporate the freshest ingredients. BYOB.
DESSERT
Indulge in the sweetest slice of paradise with Key West's signature desserts:
Blue Heaven
Dine under the stars among the roosters. Often with live music this venue is a Key West favorite.
Better than Sex
Sultry, sinful, this dessert only restaurant will leave you begging for more. The menu features in house homemade desserts. Open nightly, reservations suggested and don't forget the rim job
Flamingo Crossing
Homemade ice cream in Key West. Located on the corner of Duval and Virginia.
DRINKS
Point 5
Located upstairs at Nine One Five and open from 6pm- midnight you'll be lucky to get a seat at the bar at this hip joint that features a separate menu from it's downstairs counterpart and fresh beats.
The Afterdeck @ Louies
Not quite ready to head home? Have an oceanfront night cap at the afterdeck. No food, just booze.
Bagatelle
I have two words for you: Espresso Martini.
HOTEL
Hyatt Centric
Located on Front Street with oceanfront accommodations and walking/biking distance to all that Old Town has to offer. On-site pool, bar, restaurant, shopping and concierge.
TIP: Use Coco's Adventures to book all of your island excursions!
The Marker
Located on William Street this hotel is located in the heart of the Seaport. Walk to happy hour, sip cocktails at the pool bar, or lounge by the pool. The world is your oyster.
The Perry
Located just over the bridge on Stock Island this hotel pairs casual elegance with great views, food, and accommodations.
Please Note: This hotel will require use of the complimentary shuttle or Uber/Lift to visit most Key West attractions.
TO DO
DAYTIME ACTIVITIES
Ft. Zach
One of the best beaches to enjoy in Key West. Here you can picnic under the pines, snorkel, or catch some rays. There's a snack shack, bathrooms, and chair/ umbrella rentals.
Please Note: Ft. Zach is a Florida State Park and there is a small admission fee for entry.
Sandbar Hopping
If you're going to be in the Keys you need to get out on the water. Head out to the backcountry for your own private island experience. It's why we live here!
Need a Boat? For a good time call...
Island To Island Charters: (305) 834-2715
Gone Coastal Charters: (804) 241-4231
Fishing
The Florida Keys is a fisherman's dream. Deep water or backcountry, pick your pleasure!
Far Out Light Tackle Fishing: (305) 747-4632
SUNSET ACTIVITIES
Cruisin Tikis
Take a cruise around the harbor in your own personal tiki hut! BYOB and up to 6 persons per tiki. Pro Tip: Call One Love Food Truck for appetizers delivered to your Tiki!
Wind & Wine
Hop aboard one of Danger Charters Schooners for a one of a kind sunset excursion. Great wine and craft beer selection with hors d'oeuvres
The Galleon Tiki Bar
A local's favorite, great sunset view and live music. Make this your last time on a happy hour tour of the Historic Seaport and you will not be disappointed.
Valentine’s Day in The Keys is more than just a date; it’s an experience of love and connection against one of the most beautiful backdrops in the world. Whether you’re dining under the stars, sipping coffee by the sea, or cruising into the sunset, The Keys offer endless ways to celebrate your romance.
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