Key West Vacations for Couples Let You Escape to Comfortable Luxury

It’s hard to beat Key West vacations for couples. Key West is the perfect place for a relaxing getaway for two. You’ll find impressive luxury from the accommodations to great food and outdoor activities to begin your life together or rekindle your love.

To help you start building your itinerary, we’ve put together these recommendations, long-loved by visitors to Key West. You’ll discover standout places to stay, things to do, and things to eat in beautiful Key West, Florida in the article below.

No doubt a trip to this part of Southern Florida is one you’ll remember for years. 

key west vacations for couples - aqua water and beach

CONTENTS – In this article, you will learn what you need know to help plan your visit to Key West, Florida, including:

Pamper Yourself at The Best Key West Resorts for Couples

Key West resort on the harbor at night

You have your pick of upscale resorts in Key West with full-service amenities and spas on-site. Many also offer amenities such as

  • A pristine pool
  • Marina access
  • An in-room whirlpool tub
  • Private beachfront
  • Trendy bars
  • FIne dining and restaurants

From indulgent room service meals to top-shelf drinks, lawn games, couples massages, and attentive concierge services, you’ll feel like royalty when you stay at the best Key West resorts!

Many even offer complimentary transportation to and from the airport.

Select from some of the very best hotels in Key West, like:

  • Waldorf Astoria’s Casa Marina
  • Ocean Key Resort & Spa
  • Parrot Key Hotel & Villas
  • The Marker Key West Harbor Resort

That way, you’ll experience life without distractions, hassles, and stress; instead, you’ll just enjoy pure enjoyment and living in the moment together in Key West’s sunny paradise. 

Booking outstanding accommodations is of the most important things when planning your Key West couples vacation.

Related Article: Learn the essentials of hosting a Fantastic Beach Wedding

Go Exploring – Self-Guided Tours on Key West

A self-guided tour is one of the best ways you can see all that Key West offers. Doing so makes your experience even more relaxing since you do it on your own schedule.

At just over 7 square miles (11.5 km²), the island city of Key West is small enough that biking from one end to the other is completely within reason. It’s also a great way to avoid traffic and the hassle of renting a car.

Many hotels offer bicycles for their guests to borrow or rent, or you can make arrangements to rent them locally with ease. If you’re not up for a lot of peddling, you might look into renting a tandem bike or e-bikes. (Learn what an e-bike is.)

Here’s a great route to take in Key West by bicycle:

Bicycling Itinerary in Key West

  1. Begin your tour with Duval Street, where you’ll find quaint and charming shopping for home decor, art, jewelry, clothing, glassware, pottery, ceramics, and more. 
  2. Eaton Street Seafood Market is a great spot to stop for lunch. Get freshly prepared lobster roll, fish sandwiches, and conch fritters.
  3. From there, keep pedaling to Southernmost Point and take the popular touristy photo in front of the giant cement buoy that resembles a mile marker between the Keys and Cuba.
  4. Explore local beaches for sunbathing, swimming, and snorkeling in crystal clear and calm waters. Most of them include concession areas where you can rent everything from beach umbrellas to beach chairs and snorkeling gear for the day.
  5. If you’re feeling worn out after a day of activity, make sure you book your spa treatment in advance so you have something restorative waiting for you when you return to your hotel. 

Best Dining Options in Key West

A dish of red crab legs
Key lime pie

In addition to Eaton Street Seafood Market, other popular restaurants include Blue Heaven and Little Pearl.

For more casual dining, check out Duetto’s for pizza and gelato—both indulgences are handmade and rival any you’ve enjoyed elsewhere.

And don’t forget the key lime pie! Kermit’s Key West Key Lime Pie Shoppe is well-known for selling delicious pie by the slice or whole, along with a full line of key lime-inspired goods. 

Key West Adventures Await by Sea or Land

When you plan out your couples vacation in Key West, you’ll discover many adventures to enjoy together, whether on land or sea.

Dry Tortugas National Park in Key West

aerial view of dry tortoga national park, key west

For an underwater view of Key West, you’ll want to explore the glorious reefs and shipwrecks that surround the picturesque fort at Dry Tortugas National Park. You can book your ferry trip far in advance to ensure you get a spot. And don’t worry, even novice snorkelers can have a great time.

On land, there’s more to do. You might:

  • Tour historic Fort Jefferson
  • Go for a swim
  • Have a picnic at the beach
  • Kayak around the smaller islands
  • Go birdwatching 

Fishing in Key West

Fishing is an immensely popular pastime in Key West. Book your trip with All In Fishing Charters for your choice of half-day tours or full-day tours for everything from grouper to snapper, mahimahi, and more.

Plus, with this charter, there’s no need to worry about packing fishing rods or gear because they will provide you with everything you need. That includes helpful hints and advice from the skilled crew if you need it! 

Historic Lighthouse and Museums in Key West

key west lighthouse and red flowers

If you’re feeling energetic, then you can climb the Key West Lighthouse. It’s nearly 200 years old and has 88 steps to reach the top.

You’ll want to check out the lighthouse keeper’s cottage next door, too. There, exhibits and artifacts will give you insight into what life was like for the lighthouse keepers and their families. You’ll learn just how vital the lighthouse keeper’s role was in the early days of Key West.

If discovering buried treasure is more your speed, head to the Mel Fisher Maritime Museum. You’ll see the amazing gold, jewels, and art salvaged from shipwrecks and treasure hunting expeditions. Besides exhibits and artifacts, you can also book a behind-the-scenes tour to see what conservationists do and how their work moves the field of shipwreck science forward.

Final Thoughts on Key West: A Richly Rewarding Trip! 

Key West has the kind of upscale vibe that’s sure to help you feel relaxed, yet absolutely well-taken care of. The atmosphere is all about enjoying life. Whether that means you’re taking it easy at your hotel, exploring local restaurants and bars, or soaking in the local culture, from shopping to snorkeling—it’s comfortable luxury.

Better yet is that no matter what time of year you book your trip to Key West, you’ll enjoy an amazing experience that will leave you wanting to come back soon.

In fact, don’t be surprised if you’re tempted to become snowbirds and want to stay in Key West’s beautiful sunshine for the whole winter.

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Jackie Gately

Jackie Gately is a seasoned travel writer, photographer, and marketing consultant who is passionate about travel. She loves casual-luxury experiences, coastal getaways, cultural attractions, and local, wholesome food and wine pairings. A perfect day ends with her toes in the sand or by chasing the sunset with her camera--ideally both.