11 Most Romantic Hotels in the Florida Keys 2024 - WOW Travel (2024)

Whether you and your partner are art and culture aficionados, history lovers, foodies, thrill-seekers, or simply looking to rekindle the romantic spark, the Florida Keys is where you should be. The gorgeous archipelago, which lies right at the southern end of Florida, is the perfect destination for your next epic romantic getaway. Thunk adventures in the rainforests, oceanfront views, delicious Caribbean fare, and lots of amazing accommodations that are romantic to boot. Whether you’re a honeymooner or have been married for long, there is no dearth of choices when it comes to romantic hotels in the Florida Keys. Right from luxury seaside resorts in Key Largo to boutique experiences on Islamorada, the Keys will enthrall couples with their vibrant offerings.

Of course, there’s so much to do in the Florida Keys, which is the starting point of the spectacular Overseas Highway, one of the Most Scenic Drives In The World. The Keys are famous for having fun nightlife, vibrant coral reefs, and marine life, and pristine, white-sand beaches. Add to that the Keys, especially Key West, is a rather favorite US Winter Vacation spot. And the incredible natural beauty is sure to fascinate newlyweds in love, who’d want to do nothing but take long walks on the beach and laze around on hammocks. To that end, here are the 11 most romantic hotels in the Florida Keys.

Table of contents

  • Sunset Key Cottages, Key West
  • Amara Cay Resort, Islamorada
  • Bungalows, Key Largo
  • Casa Marina, Key West
  • Tranquility Bay Beach House Resort, Marathon
  • Most Romantic Restaurants in Florida Keys
  • Most Romantic Bars in Florida Keys
  • Romantic Things To Do in Florida Keys
  • Most Romantic Areas To Stay in Florida Keys

Little Palm Island Resort & Spa, Little Torch Key

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Little Palm Island Resort & Spa is not only one of the most romantic hotels in the Florida Keys, but it’s also amongst the most exclusive. For one, this private island resort is only accessible via a seaplane or a boat! Secondly, it doesn’t offer telephones or TVs in the rooms, which means time for more – ahem, ahem! So, you and your newlywed bae can literally live out your castaway “Adam and Eve” fantasy at this romantic retreat, if you know what we mean! Rooms and suites are in the form of thatched-roof bungalows. The plush mosquito net-canopied king beds are heavenly and perfect for rolling about – wink, wink!

If you don’t feel up for a lot of adventure, the idyllic spa has a wonderful romance package that includes a couple’s massage. Feel like Hollywood royalty as you stroll through the lush tropical gardens. What’s more, evening revelries begin with co*cktails on couches under banana leaves! Finally, wind up your day with a beachside dinner by the tiki torches under the stars.

11 Most Romantic Hotels in the Florida Keys 2024 - WOW Travel (1)

Cheeca Lodge & Spa, Islamorada

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Not for nothing is the Cheeca Lodge and Spa on Islamorada known as the “Queen of the Florida Keys.” For one, it’s had a stream of notable guests, including Paul Newman, Bing Crosby, and many presidents. The entire resort exudes barefoot elegance and is one of the best hotels in the Florida Keys. Despite the barefoot luxury, the accommodations are anything but dated. Think tropical art, dark mahogany furniture, and – the highlight – every room with its own balcony and soaking tub overlooking the ocean! Now, that’s what we call a romantic atmosphere! When the hunger pangs come calling, dig into sushi at the onsite restaurant and enjoy a sundowner and a nightcap at the bar. During the day, the adults-only lap pool beckons to you. After that, enjoy a loved-up stroll through the green lawns.

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Sunset Key Cottages, Key West

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Sunset Key Cottages are not just one of the most romantic hotels in the Florida Keys, but they’re also among Key West’s Most Romantic Hotels! One of the Keys’ most popular accommodations, this “island within an island” resort can only be reached by – get this – a boat! Add to that a private beach, and a waterfront restaurant, and you now know what’s so special about this place. Choose from a host of private cottages, complete with hammocks right by the sea. So, you both can literally roll off your cloud-like beds right into the water for some sexy swimming sessions!

Begin your days with a delightful breakfast basket that’s delivered right to your porch every morning! Follow it up with a refreshing swim in the pool and lounge on the sunbed while sipping on co*cktails from Flipper’s Pool Bar. Afternoons are best spent at the hedonistic spa enjoying their customized couple’s spa treatments. After an indulgent spa session, enjoy a shot of private rum or a rum co*cktail in the lobby. Wind up the day with a delicious meal at the intimate waterfront restaurant, which is one of the island’s most romantic restaurants!

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Playa Largo Resort & Spa, Key Largo

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Gay couples will love staying at the Playa Largo Resort & Spa, one of the Top Gay-Friendly Hotels in Key Largo. Despite being located just over the bridge from Florida’s mainland, this chic propertyfeels worlds away. That’s because this waterfront property is a rather welcoming and sophisticated departure from Floridian kitsch and is an elegant haven for discerning couples. Choose from 144 breezy rooms and suites, as well as 10 private beach bungalows (yes!). What’s more, the rooms are all stylish to boot, complete with deep-blue area rugs and wood-paneled walls, and not a palm leaf or a seashell in sight!

All accommodations surround the serene beachfront pool, which is the perfect place to laze around with your love. Plus, it’s just steps from the turquoise waters of Florida Bay so that you can spend a day simply languorously lounging at the beach. When hunger strikes, you have four restaurant options to choose from. Wind up the day at the beachside fire pit and cozy up to your sweetheart while watching terrific sunsets over the Gulf of Mexico.

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Parrot Key Hotel & Villas, Key West

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Jutting out over the Atlantic Ocean is the Parrot Key Hotel & Villas, one of the most romantic hotels in the Florida Keys. Couples who’re craving a zen-like Key West escape will love this serene getaway tucked amidst a lush tropical backdrop. Imagine this: landscaped grounds and gardens radiate zen-like relaxation, with sunbeds and hammocks strung to palm trees in front of every accommodation. Choose from various accommodations, including rooms, suites, and – the best of the lot – the villas. They’re definitely honeymoon-worthy with deep-soaking bathtubs, L’Occitane products, patios with alfresco seating, and direct beach access. Begin your evening of revelries at the onsite restaurant that serves, among other things, killer co*cktails and delicious meals. During the day, you can choose from four swimming pools to swim and lounge at, but we’d recommend the tranquil adults’ pool for some loved-up romantic sun-kissed times.

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Amara Cay Resort, Islamorada

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Amara Cay Resort is yet another gorgeous romantic getaway for couples, but it’s rather special.The modern and swanky resort sits right on the shores of the Atlantic Ocean. What’s more, it’s not your typical romantic Keys-y resort, especially when it comes to decor. Think rooms and suites that feel like a swanky apartment with statement artwork and elegant and sophisticated furniture. Plush and luxurious beds aside, the suites even include a decadent bar area, complete with an island and stools, and a wine chiller.

Where’s the romantic factor? In the form of a stash of adult goodies right next to the Keurig – think accessories for safe sex! If you want to enjoy a truly memorable vacation, splurge for an ocean-view suite for watching sunrises in your sweetheart’s arms. Even the bathrooms are decadent, with the fluffiest bathrobes in the world. You’ll find everything you need for a romantic vacation onsite, including delicious co*cktails at the onsite bar and delectable seafood at the waterfront Oltremare Ristorante. The best bit? They have massages on offer, and you can choose to enjoy them poolside or even in the comfort of your room.

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The Mermaid & The Alligator, Key West

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One of the most romantic hotels in the Florida Keys is also one of the Top Gay-Friendly Hotels In Key West, The Mermaid, and the Alligator. Set in a Victorian home, this bed and breakfast provides the ideal tranquil Keys experience in the heart of Key West’s Old Town. This charming 1904 mansion is surrounded by lush vegetation, which is part of its romantic charm. Think poincianas, birds of paradise, and palms, with swarms of butterflies and cages of colorful love birds adding even more color. Choose from a host of Caribbean colonial-inspired rooms and suites with French doors and elegant trim. The rich color scheme – think cantaloupe, key lime, and the likes – only add to the sensual vibe. While the rooms upstairs overlook the gardens, the downstairs ones open onto the gardens, the pool, and the deck.

Begin your day with a lavish Florida Keys breakfast that’s served poolside. During the day, the pool is the perfect place to hang out with your bae. If it gets too hot, call for a couple’s massage in the comfort of your rooms and relax with a glass of wine on the verandah later on. Do make it back in time for the evening wine reception. Are you here for your honeymoon? There are romance packages on offer, complete with chocolates and champagne!

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Ocean Key Resort & Spa, Key West

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Ocean Key Resort is not just romantic but one of the Best Hotels in Key West, Florida. This waterfront resort radiates a distinctive seaside vibe with its turquoise trimmings and lobby beach huts. Choose from a host of spacious rooms and suites, the best of which come with stunning ocean views from furnished balconies. Tropical color schemes and king beds aside, the bathrooms with the sexy whirlpool tubs for two are the clear standout. In fact, honeymooners can enjoy aromantic deal, which includes an oceanfront room, dining credits at the onsite restaurant, and even spa treatments. Enjoy a waterside fine dining meal at the onsite restaurants. However, the pool with the poolside bar is the ultimate in pampering and is perfect for savoring sundowners and nightcaps. A highlight is the SpaTerre, where you and your babe can enjoy an exotic range of couples’ treatments.

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Bungalows, Key Largo

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Bungalows Key Largo is one of the swankiest and most luxurious romantic hotels in the Florida Keys. The all-inclusive adults-only resort sits on 12 hedonistic waterfront acres and is a veritable surf-and-sand playground for honeymooners. As the name suggests, all accommodations are bungalows set amidst tropical gardens, complete with outdoor showers and secluded verandahs with soaking tubs. Basically, they have all the ingredients you need for a loved-up escape. The best is the waterfront bungalows, which boast spectacular views of the ocean and the beach practically right outside the patio. Premium beverages and meals are included in the rates so that you can tuck into delish fare all-day along. What’s more, even non-motorized water sports such as paddleboarding and kayaking, and even daily yoga are included in your amazing experience.

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Casa Marina, Key West

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Casa Marinais easily one of the best romantic hotels in Key West Florida. This high-end escape is no less than paradise and oozes sophistication while still retaining an island-chic vibe. You’ll especially love the two infinity pools, both of which are peppered with sunbeds and overlook the ocean. Choose from a host of well-designed rooms and suites, all of which feature sleek bathrooms with Ferragamo bath products and sea-view patios with alfresco seating. Nespresso machines make it easy for you to enjoy your morning brew on the patio with mesmerizing sunrise views over the horizon. Woah!

After a lavish breakfast, rent a private cabana and spend time enjoying swimming and sipping co*cktails with your sweetheart. During afternoons, unwind with the couple’s beachside massages at the amazing Spa Al Mare. Are you both libation aficionados? One of the bars offers daily mixology classes, while the other features Key West’s most expensive rum collection. Spend your evenings strolling along the private beach and enjoying gorgeous views of the sunset. Finally, end the day with a romantic dinner at the onsite restaurant with views of the ocean.

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Tranquility Bay Beach House Resort, Marathon

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Topping the list of romantic hotels in the Florida Keys is Tranquility Bay Beach House Resort in Marathon. Rooms and suites at this stylish and luxurious resort feel like they’ve been designed by Ralph Lauren. Choose from 87 two/three-bedroom townhouses, all of which lie along the most gorgeous white-sand beach ever. The trendy cottages feature open floorplans, white-picket fences, and gingerbread trim and are cutesy as hell. Plush beds, modern creature comforts, and sea-facing patios complete the picture of perfection. The picture-perfect theme continues at the sandy beach and the lovely palm-fringed pool with a shallow end. Enjoy a refreshing swim before lounging on the white-and-blue-striped poolside umbrellas. Soak up the Floridian sun on the sunny decks and order drinks and co*cktails from the casual outdoor bar. Wind up the day with a wonderful dinner at the elegant restaurant under the stars.

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Most Romantic Restaurants in Florida Keys

  • Island Fish Company, Marathon: Casual seaside dining with your bae doesn’t get any better than at Island Fish Company on Marathon. Extended alfresco seating with spectacular ocean views is what makes this place so popular. Come here ar happy hour and enjoy a beer on tap and frozen co*cktails every day. Are you both morning peeps? Their breakfast is perhaps one of the most decadent meals of the day, complete in the romantic sunrise setting. Think poached egg benedicts, made-to-order sandwiches, and homemade buttermilk pancakes – ah, bliss.
  • Pierre’s: This two-storeyed Moorings Village restaurant is one of the most romantic places to dine in the Keys. The plantation-style house boasts a lounge with a mahogany bar and a dining room, but it’s the veranda that overlooks Florida Bay that takes the cake. Head here with your sweetheart during sunset and dig into local seafood delicacies such as Key West pink shrimp and Florida lobster.

Most Romantic Bars in Florida Keys

  • The Bull And Whistle Bar, Key West: Those who love harking back to the good ol’ days will love this open, old-school bar that’s known for its potent co*cktails. There might be a hand-painted mural telling the pub’s history downstairs, but upstairs is all about entertainment, tropical drinks, and an incredible view of Old Town Key West.
  • Lorelei, Islamorada: This magical bar boasts some of the most picturesque sunset views in all of Florida Keys. Sitting right on the edge of Florida Bay, the outdoor seating is perfect for watching the sunset with your love, with live music playing in the background. The rustic waterfront setting, with tables on the sand and views of mangrove islands, is stunning, to say the least.

Romantic Things To Do in Florida Keys

  • Key West 2-Hour Sunset Sail with Live Music: What better way to end the day with your love than with a gorgeous sail around Key West? This amazing 2-hour sunset sailing trip allows you to enjoy magnificent Key West sunsets from the water and revel in the glory of the spectacular views. Live music and unlimited drinks and appetizers only add to the perfect atmosphere.

Most Romantic Areas To Stay in Florida Keys

Did you know that the Florida Keys archipelago is almost 200 km (120 mi) long? It’s no wonder travelers have difficulty understanding where to stay in the Keys. Add to that the more than 800 islands in the archipelago, and you now know it isn’t easy choosing a neighborhood to stay in! So, where should one stay in the Florida Keys?

To begin with, there’s Key Largowhich is perfect for adventurous couples and water babies. Whether you want to go snorkeling, or scuba diving or want to indulge in an adrenaline-filled water skiing session, Key Largo is where you should be. Tucked at the northernmost end of the Florida Keys, it’s also one of the longest islands in the archipelago. Secondly, there’s the ever-popular and most-visited Key West, which is perfect for honeymooners and couples looking for a laidback beachside vacation. What’s more, it’s also the cultural hub of the Keys, besides having quite a reputation for being a party island! Yet, it radiates a welcoming small-town vibe and is home to gorgeous museums and urban wonders to keep couples happy.

Are you both intrepid adventurers looking to tread off the beaten path? Islamorada is the place for you. The island is a haven of natural wonders, including gorgeously lush hiking trails and underwater marine kingdoms. Moreover, it’s also the Sports Fishing Capital of the World and is a world leader in sports fishing. Finally, we have Big Pine Key, which is perfect for couples looking for an isolated and romantic getaway. This isolated little south Florida Key radiates a relaxed and peaceful vibe, giving you all the quietude and privacy you need.

11 Most Romantic Hotels in the Florida Keys 2024 - WOW Travel (2024)
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