18 Dreamy Romantic Getaways in the Florida Keys

You deserve the ultimate romantic getaway and there’s no better place than the Florida Keys!

Whether you’re looking for a private retreat for two on a secluded beach or somewhere with stunning vistas and great amenities, this string of islands has it all.

Get ready for an unforgettable vacation with your beau; here are the top 18 romantic getaways in the Florida Keys:

1. Tranquility Bay Beachfront Resort

If your idea of romance involves white sand beaches, crystal-clear turquoise waters, and perhaps a few amenities to sweeten the deal, then Tranquility Bay Beachfront Resort is just your ticket.

Not only will you be able to explore the area’s plethora of activities, such as Waverunner rentals and Turtle Hospital, but there’s simply no better place to spend lazy days on the beach or nights in one of their multi-story beach houses – plenty with gorgeous views of the sea.

If relaxation is at the top of your list, take advantage of their three pools (including an adults-only one) and have a romantic feast at their on-site restaurant.

Beach Houses at Tranquility Bay Beachfront Resort Florida Keys
Beach Houses Photo by Tranquility Bay Beachfront Resort Florida Keys

2. Islander Resort

Ready for a luxe love affair in the Sunshine State? Situated beside beautiful waves and gleaming white sand, the Islander Resort in Islamorada is guaranteed to be your sweetheart’s favorite place for sunset strolls.

You’re sure to appreciate the splash of tropic vibes that decorate each room, making it feel extra cozy.

And with three beautiful pools and a beach at your disposal, you have plenty of opportunities to swim or work on your tan!

Enjoy a romantic dinner for two at either the Elements Lounge and Restaurant with its dreamy ocean views or the Tides Beachside Bar and Grill that offers up great eats in a casual atmosphere.

3. Ocean Key Resort & Spa

Boasting stunning views of the Gulf of Mexico, luxurious amenities, and top-notch service, Ocean Key Resort & Spa is a breathtaking resort that will truly make your vacation unforgettable.

Even better? This luxurious resort is located on the renowned Zero Duval Street, just steps away from the famous Mallory Square and all the fun of Old Town Key West.

From the inviting atmosphere to plush bedding and private balconies right onto the beachfront – prepare to be swept away by its one-of-a-kind hospitality.

So whether you’re a couple looking for exciting nightlife or simply a romantic sunset stroll, rest assured that this prime location will certainly make your stay memorable.

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4. Havana Cabana

Experience the magic of Cuba without leaving the country at Havana Cabana!

This colorful and vibrant hotel is the perfect place to escape the everyday and embrace the romance.

Sip mojitos by the pool, dance like nobody’s watching at the pool party , or simply relax in your colorful and cozy room.

Havana Cabana is the perfect place to add a little spice to your love life.

Havana Cabana Mojito by the pool
Photo by Havana Cabana

5. The Reach Key West

For your holiday escape, you simply can’t beat curling up in a beachfront oasis.

The Reach Key West offers gorgeous views of the Atlantic Ocean and is the perfect spot to get your nautical fix.

Each room comes with a balcony to take in those sunsets, while Four Marlins Oceanfront Dining provides dinner options for those special occasions.

There are plenty of other activities to enjoy – go sailing along the waves, explore what lies beneath by scuba diving or on a snorkeling adventure!

Oh, and when you want something truly relaxing? Check out the spa for some serious rest and relaxation.

6. Amara Cay Resort

Don’t miss out on the requisite Florida Keys vacation with all the luxe leisure your heart desires at Amara Cay Resort.

This awe-inspiring boutique resort gives you the tasty mix of recreation and total relaxation you need, with seemingly endless hammocks dotting the shoreline, palm trees dancing in the wind, and a shimmering pool.

For romantic getaways, Amara Cay Resort is where bucket-list memories are made – blendin’ pleasure with paradise!

7. The Perry Hotel & Marina

Are you ready for a romantic getaway that will sweep you off your feet? The Perry Hotel & Marina is the perfect destination for couples looking to escape and indulge in some much-needed relaxation.

With its stunning waterfront views and elegant decor, The Perry Hotel & Marina is the epitome of romance.

Imagine sipping a glass of champagne on your private balcony as the sun sets over the ocean, or taking a moonlit stroll along the marina hand in hand with your partner. The possibilities for romance are endless!

But it’s not just the ambiance that makes this luxury hotel the perfect romantic getaway.

You’ll also find a range of amenities designed to help couples connect and unwind, from couples massages at the on-site spa to sunset or sunrise sailboat cruises.

8. The Moorings Village

Nestled in the heart of Islamorada, The Moorings Village boasts a luxurious and intimate setting that will make you feel like you’re in your own private paradise.

With its lush gardens, sandy beaches, and crystal-clear waters, it’s the perfect backdrop for a romantic vacation.

Whether you’re looking to relax in a hammock under swaying palm trees or take a dip in the ocean with your loved one, you’ll find everything you need to reconnect with your partner and rediscover the magic of love.

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9. Cheeca Lodge & Spa

With acres of lush gardens, a private waterfront, and even a 9-hole golf course, Cheeca Lodge & Spa is truly a tropical paradise.

The towering palms, turquoise waters, and calming breezes of this oh-so-charming resort are sure to keep you feeling refreshed and relaxed.

The resort offers a variety of activities to keep you entertained too!

Play a round of golf, relax at the on-site spa, or go fishing off the pier. If you’re feeling extra adventurous, you can explore the nearby coral reefs on a snorkeling or diving excursion.

And if that weren’t enough to make your stay special, there’s also private cabanas and romantic candlelit dinners waiting to sweep you off your feet!

10. Opal Key Resort & Marina

If you’re looking for a luxurious and romantic getaway in the Florida Keys, Opal Key Resort & Marina is where you want to be.

This stunning resort puts you steps from Key West’s Mallory Square and one block from Duval Street – in other words, all the romance of a tropical paradise made effortless.

The rooms also feature everything you need for a romantic stay: plush bedding that makes it hard to leave, stunning views of the sparkling waters, and plush bathrobes perfect for lounging around in luxury.

There’s not even any need to go out to dinner – the restaurant Bistro 245 offers waterfront cuisine right there at the resort!

Best of all – Opal Key Resort & Marina’s unique location near a cruise port means ships continuously parade past, adding an extra element of excitement to your getaway.

11. Sunset Key Cottages

Escape to the secluded island of Sunset Key and indulge in the ultimate romantic getaway at Sunset Key Cottages.

This resort is only accessible by boat, and with 40 custom-designed cottages scattered around the island, you’ll feel like you have your own private oasis.

The cottages exude privacy and luxury – surrounded by swaying palm trees with idyllic views of the turquoise waters; it’s enough to make Cupid blush!

Relax on the white silky sand beach, take a dip in the pool, or pamper yourself at the spa here.

For those looking for a little adventure, challenge your partner to a friendly tennis match or explore the island’s lush vegetation on a nature walk.

At night, dine under the stars at the award-winning Latitudes Restaurant, where you’ll savor delicious cuisine and impeccable service.

After dinner, take a stroll along the moonlit beach or cozy up in your cottage and enjoy the peaceful sounds of the ocean.

12. The Marker Key West

Picture this: you and your significant other, strolling hand in hand right on the harbor, the sun setting over the ocean.

Sounds like a dream, right? Well, dreams do come true at The Marker Key West.

Situated right in the heart of the historic harbor, it’s close enough to attractions, restaurants, and bars that’ll get your heart racing.

And as for the rooms? Let’s just say they’re designed with nothing less than pure indulgence in mind.

With luxurious bedding, plush robes and private balconies, you won’t be able to resist taking a dip in the soaking tub. Who needs a night out when you have all this?.

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13. Playa Largo Resort & Spa

Located on a private bayfront property, the stunning views of Florida Bay will have you feeling relaxed and at peace in no time at Playa Largo Resort & Spa.

Spend your days partaking in all the snorkeling, kayaking, and paddleboarding that the area has to offer, or take some “me-time” in the spa for some indulgent treatments.

Rooms are ultra-spacious and luxurious,most of them with unbeatable views of either the ocean or the lush gardens.

When dinner rolls around, find exemplary flavors from La Maream where ingredients are sourced from local farms.

14. Little Palm Island Resort & Spa

Nestled away beneath the palm trees on Little Torch Key, Little Palm Island Resort is an adult-only paradise and is the perfect getaway for couples looking for some R&R.

You can only arrive by boat or seaplane – and when you do, prepare to be dazzled by the stunning views of the turquoise waters.

Bungalow suites await with outdoor shower features to give it an even more exotic feel.

Romance ensues if you book a private beachside dinner for two, what’s more, the suites are sans TVs or telephones so you can truly disconnect and relax in your partner’s presence!

15. Margaritaville Beach House

Escape to Margaritaville Beach House, one of the most romantic place to stay in Key West.

Wake each morning with no alarm clock but the gentle waves rolling onshore, then treat your significant other to breakfast with a view on your private balcony.

Spend the day sharing beachside chit-chat, soaking up some rays (or margaritas!), and brewing up some serious love potion over a good game of frisbee.

When darkness falls, rekindle the fire of your true love with scrumptious suppers by flickering candlelight and stroll the star-speckled shoreline hand-in-hand.

Is there any better way to spend time together than in this swoon-worthy setting?

16. Casa Marina Key West

Looking for the perfect romantic destination? Look no further than Casa Marina Key West, A Waldorf Astoria Resort – it has all the historic charm and unbeatable beachfront location you need for a heavenly holiday.

What better way to spend some quality time with your special someone than strolling along the resort’s lush gardens or enjoying a candlelit dinner in its elegant surroundings?

When you’re ready to treat yourselves, head over to the spa for a range of relaxing treatments – you won’t regret it!

17. Baker’s Cay Resort Key Largo

Couples looking for a memorable romantic getaway in the Florida Keys will find their dreams come true at Key Largo’s Baker’s Cay Resort.

This idyllic boutique hotel is tucked away on a lush 15-acre peninsula where couples can enjoy the tranquility of crystal-clear waters and natural foliage.

For a complete romantic experience, dining options don’t get more tempting than Calusa, their signature restaurant, or Dry Rocks, the resort’s beachside bar.

18. Seascape Tropical Inn

Located right in the lively heart of Key West, Seascape Tropical Inn is a charming bed and breakfast that is just steps away from all the best activities and nightlife.

With beautifully appointed rooms featuring all you need for your stay, plus private balconies or patios, it’s easy to see why this place is one of the most romantic destinations in Key West.

And when you book your stay here, you get more than a roof over your head: enjoy delicious breakfasts included with your stay so you can cozy up with that special someone as you start your day.

When you’re ready to explore all that Key West has to offer, get a glimpse of old-world Key West charm at Ernest Hemingway House, rent a boat and take a sunset sail for extra romance points, or simply relax on the beach and soak up some sun & love!