Key West Valentine's Day - Celebrate Love In Paradise

Key West Valentine's Day

If you’re looking for the perfect way to celebrate Valentine’s Day, skip the box of chocolates and the card. Treat your sweetheart with a vacation to the perfect place for romance and adventure! A romantic Key West Valentine’s Day getaway is the perfect way to say you love them.

The southernmost point of the Sunshine State offers visitors romantic restaurants, beautiful beaches, and historic attractions. You won’t need a passport to enjoy the city’s blend of Caribbean, Cuban, and Bahamian cultures. From the vibrant art community to the live music scene, you won’t run out of things to do when you spend Valentine’s Day in Key West.

Every Key West Valentine’s Day should include a visit to Key West’s beautiful beaches, where you can enjoy vibrant sunsets and warm, turquoise waters. Feel the white sand between your toes, explore the living coral reefs, or find a quiet spot for a romantic picnic getaway with your sweetheart, complete with sparkling wine or champagne. If a busy beach is more your style, you can join a game of beach volleyball at one of the larger beaches.

Here are some top tips for planning an enchanting Valentine’s Day vacation in Key West:

 

1) Spend Valentine’s Day On A Sandbar Tour

Take your vacation to a new level with a sandbar adventure from Key West Sandbar Tours. We offer relaxing, memorable cruises around Key West’s magical sandbars, where our experienced tour guides will introduce you to the local culture and wildlife. You can even bring a bottle of wine to savor while enjoying the sunset from our luxurious boats at night.

Sandbar tours offer a magical experience where you’ll see coral reefs and tropical fish, and when you visit the Mud Keys, you may also spot great white herons, kingfishers, and bald eagles.

You can enjoy champagne and fresh lobster while watching the sun set from a private beach on these small-group charter tours. If you’re planning a visit to our island with friends, set sail on one of our exciting large group tours for an unforgettable experience.

Reach out to our team today to book your luxurious sandbar adventure and create lasting memories together!

 

2) Enjoy Delicious Seafood And Decadent Desserts

Your Key West Valentines Day wouldn’t be complete without a visit to Duval Street. Key West’s main commercial zone runs from the Gulf of Mexico to the Atlantic Ocean.

You can spend hours sampling conch fritters, lobster rolls, and tamales. Your special someone will enjoy fresh seafood at a bistro or live music at one of the bars. Don’t forget to try Key Lime Pie from an amazing dessert restaurant.

Check out these must-visit spots for the most delicious Key Lime Pie:

  • The Stoned Crab

  • Old Town Bakery

  • Kermit’s Key Lime Shoppe

  • Blue Heaven

  • Key Lime Pie Bakery

Pro Tip: If you and your sweetie love the nightlife, you have to experience a Duval bar crawl! It kicks off at the iconic Sloppy Joe’s bar. From there, soak up the lively island atmosphere at Jimmy Buffett’s Margaritaville. And if you’re in the mood for something a bit cozier, take a breather and enjoy some live music at Willie T’s. It’s a perfect way to spend your evening!

 

3) Explore The Shops And Sights At Mallory Square

For that romantic Valentine’s Day gift, stop by Key West’s best shopping destination. Mallory Square is home to local boutiques that sell hand-crafted jewelry and one-of-a-kind artwork. You can bring the Keys home when you purchase Cuban coffee and homemade soaps.

After you’re done shopping, enjoy the Key West Sunset Celebration every night. This festival features live music, stunt performers, and comedy shows while the sun sets. Before you leave for the evening, listen to live music or celebrate with wine from one of the nearby restaurants and bars:

  • El Meson De Pepe’s Restaurant & Bar

  • Salty Frog’s Bar & Grill Key West

  • Hot Tin Roof

  • Lagerheads Beach Bar & Watersports

Pro Tip: Mallory Square is one of the best spots for catching the spectacular Key West sunsets. Raise a glass of champagne and hug your sweetheart close as the sun puts on a show just for you.

 

4) Experience Key West’s Rich History

Key West is home to many attractions for history enthusiasts where you can explore unique museums and visit a historic lighthouse.

One of Key West’s most famous attractions is the Hemingway Home and Museum. Located in Old Town Key West, this Spanish colonial-style house gives visitors a glimpse into the life of author Ernest Hemingway. You can explore his writing studio, where he wrote classics like For Whom the Bell Tolls and A Farewell to Arms. Explore the lush gardens and marvel at the Spanish-style architecture. This historic site is the home of the six-toed cats, descended from Hemingway’s cats.

Every trip to Key West should include a stop at the Key West Lighthouse & Keepers Quarters. Go back in time and learn about the life of a 19th-century lighthouse keeper. Climb 88 steps to the top and see where the lighthouse guided ships through the Florida Straits. You can look out over Key West and see the sparkling waters of the Gulf of Mexico and the Atlantic Ocean. Explore the grounds to uncover the beautifully restored Keeper’s Quarters, where you can admire their original charm alongside historic furniture, photographs, and various artifacts.

There’s a wealth of attractions for lovers to see in Key West, so here are the top historic sites to enjoy for a memorable Valentine’s Day experience:

  • Fort Zachary Taylor Historic State Park

  • Key West Shipwreck Museum

  • Audubon House & Tropical Gardens

  • Dry Tortugas National Park

Pro Tip: These sites offer fun activities for couples, such as guided tours, snorkeling, and bird-watching. Don’t forget to get a souvenir to remember your Valentine’s Day adventure in Key West!

 

5) Book A Luxurious Resort

Your romantic getaway on Valentine’s Day in Key West should include a reservation at one of the island’s top resorts. Located on Duval Street, Pier House Resort & Spa offers couples all the expected amenities, allowing you to sunbathe on the resort’s private beach or enjoy wine at the Pier House Resort restaurant.

You and your special someone can enjoy a couple’s massage in Key West’s only full-service spa. Pamper your sweetheart with treatments like:

  • Manicures

  • Pedicures

  • Facials

  • Swedish massage

  • Scalp massage

After your spa treatment, you can relax in the jacuzzi or check out the fitness center.

Located in Old Town Key West, Opal Key Resort & Marina features spacious rooms and a luxurious pool. You can try local cuisine and cocktails at the resort’s three restaurants. Enjoy wine, champagne, or cocktails at the poolside bar. When you stay at Opal Key Resort & Marina, you can enjoy the beautiful sunsets from many different locations. Look out over the marina from the rooftop lounge area or walk to the Mallory Square Sunset Celebration.

This resort is just a short walk from the vibrant nightlife on Duval Street, as well as nearby restaurants and attractions:

  • Sunset Pier

  • Cuban Coffee Queen

  • Waterfront Playhouse Theater

  • Bagatelle Seafood Restaurant

  • Key West Museum of Art & History at the Custom House

  • Florida Keys Historical Military Memorial

Pro Tip: Create lasting memories with your significant other when you book a room at a luxurious resort for your Key West Valentine’s Day. You can add rounds of golf, a couple’s spa package, or a special gift basket to your reservation.

 

Celebrate Valentine’s Day In The Sun And Sand Of Key West

Whether you’re looking for a romantic getaway or an exciting adventure, Key West offers attractions to celebrate every couple’s love. Our friendly captains and tour guides can’t wait to welcome you on one of our sunset cruises and sandbar tours.

Immerse yourself in the unique culture of Key West and create cherished memories together. This Valentine’s Day, embark on a magical sandbar cruise with Key West Sandbar Tours and let the beauty of the island enhance your celebration of love!

Duration
3 to 4 hours
Group Size
Up to 12

Sandbar Tour For Large Groups

If your group is larger than 6 and you have a hard time finding a boat ride to the sandbars because of the 6 passengers limit, we are here to help. You can book our 2 identical Hurricane 27 foot deck boats and our captains will drive them side by side so you can take cool photos and they will raft up the boats on the sandbars so you can enjoy and share this amazing time together.

Duration
3 to 4 hours
Group Size
Up to 6

Hopping Sandbars In Key West

What a perfect day to take a boat ride! You will see not one but several different sandbars on this tour! It will only take 25 minutes to get there on our epic adventure, and we can stop as long as you want at those sandbars that interest you the most. This is something you cannot miss!

Experience the mangrove trails of Mud Keys and hang out with locals at Snipe Point after. You won't want the day to end.

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$550
Duration
2 hours
Group Size
Up to 6

Key West Sunset Cruise

Ocean, meet our captain! One of the best things about the backcountry waters is how it’s never too crowded. So jump in and enjoy the peacefulness and remoteness as you stand in the "middle of the ocean" with nothing but water around you. Optionally, bring some champagne to enjoy with the sunset as a backdrop. Then, just sit back and relax as you cruise on out into the middle of nowhere, leaving behind any stress or worries.

Duration
2 hours
Group Size
Up to 6

Mud Key Mangrove Safari

It's time for some adventure and excitement with a boat trip through the backcountry. After only a short ride, we'll take you on a leisurely cruise down to Mud Key Sanctuary, where you can enjoy the countryside and take in all the wonders of nature that surround you. Stop by the sandbar for a refreshing dip or just stroll around and soak up the sun. Capture your memories and cherish them forever.