Just try not to fall deeper in love with your sweetheart as you take in a shimmering Key West sunset over the water. Key West offers the perfect blend of tropical delights with all the comforts you know from home. The best part about this destination is that you and your partner have so many different adventures to choose from as you plan your Key West romantic getaway.
If you’re still looking for a few suggestions on how to make this vacation more magical than you could ever imagine, check out seven tips for a romantic getaway in Key West:
A tour we think you'll love
1) Plan An Unforgettable Sandbar Sail For Two
Nestled in the turquoise waters where the Atlantic Ocean meets the Gulf of Mexico, the sandbars of Key West invite you to experience a hidden world of relaxation, serenity, and million-dollar views. Come enjoy sand and sea as you recharge on remote sandbars where you can dock for a while, wade in the tides, snorkel, and take once-in-a-lifetime photos.
At Key West Boat Trips, we make booking your romantic sandbar charter easy. Choose from one of our popular itineraries that bring couples on a path less traveled:
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Hopping Sandbars In Key West – Under the care of your knowledgeable captain, you’ll stop at the sandbars that interest you most. From the stunning mangrove trails of Mud Keys to a stop with locals at Snipe Point, it’s a picture-perfect day. Your four-hour booking also includes a large inflatable float and ice cooler with bottled waters and sodas. Getting in the water here feels like dipping into a warm pool.
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Key West Sunset Cruise – Take the picturesque ride through backcountry waters from the marina to anchor at a gorgeous sandbar in the “middle of the ocean” a little before sunset.
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Mud Key Mangrove Safari – If you’re looking for a more action-filled, fast-paced outing, enjoy a glide through backcountry waters to reach the famed Mud Key Sanctuary. Surrounded by marine life and endless ocean views, you and your special someone can dip in the water or take a stroll after docking at a sandbar.
We bring you to the dreamy backcountry sandbars off Key West for a truly memorable adventure. You won’t find a more romantic setting in the Florida Keys, and our experienced captains are ready to help you plan the perfect excursion for two with easy bookings and reasonable rates.
Bring your Key West romantic getaway to the next level with a reservation with Key West Boat Trips.
2) Plan An Amazing Dinner For Two Somewhere Near Downtown Key West
You’ve lucked out if you and your sweetheart love seafood because Key West offers some of the best seafood delicacies in the country! First, there’s the legendary Key West pink shrimp. Shrimp here in the Florida Keys get their distinctive pink coloration from consuming pink coral.
The deliciousness doesn’t stop with shrimp! Key West’s culinary scene is also famous for its stone crab claws, conch fritters, and Cuban dishes. While there are many great places to eat in Key West, here’s a short list of the most romantic spots for dinner around the island:
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Blue Heaven – Offering Floridian-Caribbean cuisine and incredible Key Lime Pie, this spot is perfect for a romantic dinner on the patio.
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Latitudes – Dine under the shade of palm trees just steps from the beach as you enjoy a high-end menu of lobster bisque, pan-seared snapper, swordfish, and sorbet. Getting here requires a quick ferry to Sunset Key.
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Hot Tin Roof – Located on the waterfront in downtown, Hot Tin Roof serves amazing plantain-crusted swordfish, burrata cheese salad, and Cuban bread pudding. There’s also a dockside bar on the first floor to make the evening a little longer.
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Cafe Marquesa – This award winning restaurant within the Marquesa Hotel is famed for its oysters and she-crab soup.
Good To Know: No need to for an early night. Last call in Key West is actually 4 a.m. However, most bars and restaurants on the island generally close by 2 a.m.
3) Use The Southernmost Point Buoy As The Perfect For A “Couple” Photo
If you’re looking for a photo spot where you’ll be surrounded by open sky and ocean views, head over to the Southernmost Point Buoy. Located at 1400 Whitehead Street in Key West, this anchored concrete buoy marks the southernmost point in the continental United States. As you stand here, you’re just 90 miles from Cuba.
The bright colors of the buoy, along with the beautiful view of the Atlantic Ocean, make a great spot for taking special photos with your partner. Whether you’re celebrating an anniversary, a honeymoon, or just having a fun trip, this famous landmark provides a lovely and romantic setting that makes your pictures even better.
Fun Fact: Established at a tourist attraction in 1983, the Southernmost Point Buoy replaced a small sign. Standing 18 feet above sea level, the buoy has survived several hurricanes.
4) Plan A Relaxing Date By The Pool Havana Cabana
Havana Cabana isn’t just a hotel and resort. It’s a highly stylized experience that brings you back to the Key West Ernest Hemingway fell in love with. From the vintage cars parked outside to the Cuban music and scent of hand-rolled cigars that permeate the grounds, Havana Cabana is a true escape.
However, the experience isn’t just for guests. You can book a day pass for cabana service to play by the pool. Enjoy privacy curtains, a smart TV with surround sound, towels and sunscreen, bubbly or beer, and chips with mango salsa during your pampered, romantic stay.
Havana Cabana’s pool is the largest one in Key West! Whether you arrive early to claim your favorite spot or spend the evening watching the sunset colors reflect off the water, the Havana Cabana pool is truly a perfect place to enhance your Key West romantic getaway experience.
5) Find The Perfect Spot For A Romantic End To The Day
The truth about Key West is that there’s really no bad place to see a sunset. Whether you’re gazing out from the balcony of your hotel, relaxing on the beach, or sharing a Rum Runner cocktail at a bar in town, those views will find you! However, there’s one perfect place on the island where hundreds of people gather each night for the most breathtaking sunset views. That place is Mallory Square!
For decades, Mallory Square has been home to a sunset celebration every single night. Come to enjoy views of a sky bursting with colors with your sweetheart while savoring vendors, street performers, and a fun buzz that’s in the air.
Pro Tip: Look up the sunset time for the night you plan to attend to ensure you have enough time to soak in the full experience. Vendors and street performers usually begin setting up an hour beforehand.
6) Plan A Romantic Getaway Within A Romantic Getaway With An Excursion To Key Largo
There’s fun and adventure waiting in Key Largo for couples looking for a location away from their hotel or resort that feels a little more remote and secluded. Here’s a look at some popular ideas for guests:
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First, this is a must-visit destination if you’re into water activities. For people who love snorkeling and diving, the two big Key Largo attractions are John Pennekamp Coral Reef State Park and Molasses Reef. There are many places in the area where you can rent snorkel gear or sign up with a diving instructor.
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For those who enjoy marine life without the diving part, there’s a place called Dolphins Plus where visitors can have interactive experiences with dolphins at a marine mammal research and conservation center.
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Another popular Key Largo spot for animal encounters is the Florida Keys Wild Bird Center. Observe and learn about pelicans and other tropical birds that live on the sanctuary property under the care of wildlife rehabilitation specialists.
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For a romantic beach day, head to Harry Harris Park. This seaside park features a sheltered beach and swimming area.
Pro Tip: The scenic drive between Key West and Key Largo takes between two and three hours. In addition, both FlixBus and Greyhound offer routes between Key West and Key Largo.
7) Hold Hands At The Top Of The Key West Lighthouse
Experience the romance of sweeping views from atop the 88 steps of this iconic coastal monument. First completed in 1825, the lighthouse offers incredible views of the turquoise waters surrounding the island.
At the top, couples can savor the quiet while overlooking a 360-degree panoramic view of Key West that puts the Hemingway Home and Museum, the Old Country Courthouse, beach homes, and the waters of the Gulf of Mexico and the Atlantic Ocean in plain sight!
Planning Your Visit: The Key West Lighthouse is open from 10 a.m. to 5 p.m. every single day of the year. It only closes on Christmas. Show up by 4:30 p.m. to be able to make the last tour of the day.
Plan The Romantic Getaway Key West Guests Dream About
Whether your perfect idea for romance involves relaxing in the pool of your resort all day or taking to the open water to see breathtaking views, Key West is a location where every day feels brand new. As the leading sandbar tour provider in Key West, our goal is to give couples a unique way to experience paradise by taking them into backcountry waters to reach remote, surreal sandbars.
This is the romantic getaway Key West couples choose for anniversaries, proposals, and special occasions of all types. Our convenient launch point at Marriott Beachside resort on North Roosevelt Boulevard makes boarding so easy!
Fall in love with your sweetheart all over again while you fall in love with Key West. Book your romantic getaway on the water with us today!
