8 Best Resorts In Key West For Couples

The Florida Keys are known for their laid-back lifestyle, tropical atmosphere, and endless sunshine. But there’s a slice of this paradise that perfectly embodies romance: Key West. From its charming old town filled with picturesque houses to its tranquil beaches where sunsets become memorable events, it’s the perfect romantic getaway. And if you’re looking for resorts that turn this atmosphere up a notch, you’re in for a treat. Here’s our take on the best resorts in Key West for couples that promise to create unforgettable romantic moments.

Best Romantic Resorts In Key West

Although there are numerous resorts and high-end hotels in Key West as well as other areas of the Florida Keys, there are a handful of resorts that are known for providing the ultimate romantic vacation for couples. Our team has reviewed dozens of different resorts, used our personal travel experience, as well as polled our readers to provide a list of the best resorts in Key West for couples.

1. Sunset Key Cottages

Sunset Key Cottages

There’s something enchanting about staying on a secluded island, and the Sunset Key Cottages turns that enchantment into reality. This 27-acre resort on the private Sunset Key Island is just a quick ferry ride from Key West but feels a world away. With whitewashed cottages dotting the landscaped grounds and the sound of the ocean waves as a constant soundtrack, it’s like stepping into a postcard.

The cottages, ranging from one to four bedrooms, provide a luxurious retreat with their elegant coastal design, complete with ocean views, private plunge pools, and wrap-around verandas. The resort’s spa, with its full menu of relaxing treatments, is perfect for couples looking to unwind. The waterfront restaurant, Latitudes, offers exquisite dining with spectacular sunset views.

  • Amenities: Private plunge pools, full-service spa, fitness center, tennis courts
  • Activities: Snorkeling, sailing, jet-skiing, spa treatments
  • Nearby Attractions: Ernest Hemingway Home and Museum, Mallory Square
  • Why it’s great for couples: Private cottages with ocean views, secluded beach, romantic dining, sunset cruises

2. Casa Marina Key West, A Waldorf Astoria Resort

Casa Marina Key West Florida

The Casa Marina Resort has been captivating guests since its opening on New Year’s Eve in 1920. As a Waldorf Astoria resort, it combines timeless elegance with modern luxury in a way that few places can match. With its prime beachfront location, Mediterranean-inspired architecture, and meticulously landscaped grounds, it feels like a dreamy escape.

The resort’s rooms and suites offer a blend of classic charm and modern comforts. You can opt for rooms with ocean views or suites with private balconies. The resort features two oceanfront pools, a relaxing spa, and water sports facilities. For dining, Sun Sun, an open-air wood deck, provides a fantastic setting for enjoying fresh seafood while watching the sunset.

  • Amenities: Two oceanfront pools, full-service spa, fitness center
  • Activities: Diving, snorkeling, jet-skiing, paddleboarding
  • Nearby Attractions: Southernmost Point, Duval Street
  • Why it’s great for couples: Beachfront location, relaxing spa, sunset dining, historical charm

3. The Reach Key West, Curio Collection by Hilton

The Reach Key West

Next on our list is The Reach Key West, another standout Hilton property that offers a more modern and stylish aesthetic. Located on the only natural sand beach in Key West, this resort offers a breezy, chic ambiance perfect for couples seeking a stylish getaway.

The resort features spacious rooms and suites that are as comfortable as they are stylish, with many offering stunning views of the ocean. You can enjoy a dip in the oceanfront pool, relax on the private beach, or take a romantic stroll on the resort’s wooden pier.

For dining, Four Marlins provides delicious seafood dishes in an elegant setting. The Reach is known for providing a romantic experience and they are also known for providing themes and celebrating holidays to help their guests feel right at home. They are known for being one of the best resorts for Thanksgiving because of the holiday theme and festivities they provide around the holiday time.

  • Amenities: Private beach, oceanfront pool, fitness center, on-site dining
  • Activities: Snorkeling, paddleboarding, sailing, fishing
  • Nearby Attractions: Truman Little White House, Key West Butterfly and Nature Conservatory
  • Why it’s great for couples: Modern and stylish resort, private beach, ocean views, romantic pier

4. The Gardens Hotel Key West

The Gardens Hotel Key West fl

The Gardens Hotel takes a step back from the beach scene to provide a more secluded and tranquil atmosphere. Located in the heart of the historic district, this former estate turned hotel is surrounded by lush tropical gardens, creating a peaceful sanctuary for couples.

The rooms, suites, and cottages are charming and intimate, each offering unique decor that reflects the history and elegance of the property. You can relax by the self-serve wine bar or take a dip in the heated pool. In terms of dining, the poolside café offers a delightful menu. The hotel often hosts live music performances, creating a lively ambiance in the evenings.

  • Amenities: Heated pool, self-serve wine bar, on-site dining, live music
  • Activities: Biking, wine tasting, garden strolls, live music
  • Nearby Attractions: Duval Street, Ernest Hemingway Home and Museum
  • Why it’s great for couples: Intimate and secluded atmosphere, historic charm, lush gardens, live music

5. Southernmost Beach Resort

Southernmost Beach Resort

With an enviable location near the Southernmost Point buoy and boasting its own private beach, Southernmost Beach Resort is a haven for couples seeking a beachfront getaway with easy access to Key West’s attractions.

The resort offers a variety of rooms and suites to suit different preferences, many with private balconies and stunning ocean views. The resort’s three pools provide plenty of opportunities to relax, while the on-site spa offers a menu of pampering treatments. For dining, Southernmost Beach Café serves up tantalizing dishes right by the beach.

  • Amenities: Three pools, full-service spa, fitness center, on-site dining
  • Activities: Beach lounging, spa treatments, yoga, paddleboarding
  • Nearby Attractions: Southernmost Point, Key West Butterfly and Nature Conservatory
  • Why it’s great for couples: Beachfront location, proximity to attractions, relaxing spa, ocean views

6. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

Located in the historic seaport, The Marker Key West Harbor Resort combines modern luxury with a prime location. This is an excellent choice for couples who want easy access to the lively Key West scene but also a peaceful retreat.

The resort features spacious, modern rooms with balconies, three sparkling pools, and an on-site restaurant. You can relax by the pool, take a bike to explore the town, or enjoy a romantic dinner at the resort’s restaurant, Starboard.

  • Amenities: Three pools, fitness center, on-site dining, complimentary bike rentals
  • Activities: Biking, pool lounging, water sports nearby
  • Nearby Attractions: Mallory Square, Duval Street
  • Why it’s great for couples: Central location, modern luxury, vibrant surroundings, spacious rooms

7. Pier House Resort & Spa

Pier House Resort & Spa Florida

At Pier House Resort & Spa, couples will find an irresistible blend of Key West charm and modern luxury. This resort not only boasts a private beach and an award-winning spa but is also home to the island’s first and only beachfront food and beverage service.

Rooms and suites offer gorgeous views of the Gulf of Mexico or the resort’s tropical gardens. And with three bars and restaurants on-site, including the famous Chart Room Bar, couples are spoiled for choice.

  • Amenities: Private beach, on-site spa, three bars and restaurants, fitness center
  • Activities: Spa treatments, beach lounging, watersports
  • Nearby Attractions: Duval Street, Mallory Square, Historic Seaport
  • Why it’s great for couples: Beachfront dining, rejuvenating spa, prime location, vibrant nightlife

8. Ocean Key Resort & Spa

Ocean Key Resort & Spa

Overlooking the sunset at Mallory Square, Ocean Key Resort & Spa wraps up our list with its fantastic location and the luxury it offers. This resort provides stunning views and excellent amenities, making it ideal for a romantic getaway.

Accommodations are adorned in vibrant island décor, and most have private balconies overlooking the Gulf of Mexico. The on-site spa offers ocean-inspired treatments, while Hot Tin Roof restaurant serves delicious island cuisine.

  • Amenities: On-site spa, pool, two bars and restaurants, fitness center
  • Activities: Spa treatments, sunset celebrations at Mallory Square, water sports
  • Nearby Attractions: Mallory Square, Key West Aquarium, Shipwreck Treasure Museum
  • Why it’s great for couples: Sunset views, ocean-inspired spa, vibrant island décor, excellent location

Now that you’ve seen our top picks, I hope you’re feeling inspired to plan your perfect couple’s retreat in Key West. Remember, no matter which resort you choose, you’ll be surrounded by the unique charm and beauty that only Key West can offer.

Frequently Asked Questions About Resorts In Key West

We have received a handful of questions about booking a romantic resort in Key West, Florida so we have compiled the most commonly asked questions below. If you have a question that hasn’t been answered yet then we recommend you contact our team and we will have it included in the list below.

1. What is the best time of year to visit Key West for couples?

Key West has pleasant weather year-round, but many couples prefer to visit between March and May when the weather is particularly lovely, and the winter crowds have dispersed. However, each season offers its unique charm, and the ideal time to visit would depend on your interests and activities you’d like to indulge in.

Many couples across the United States and the world will travel to Key West during the colder seasons because of how consistently warm and tropical the Keys will stay across the entire year. This is similar to some of the best all-inclusive romantic getaways in Texas that have become popular in recent years because of their year round warm weather.

2. Which Key West resort offers the most romantic setting?

All resorts on our list offer excellent settings for a romantic getaway. However, the Sunset Key Cottages with its private island setting and beachfront cottages is particularly favored by couples seeking a private and romantic escape.

3. Are there adult-only resorts in Key West suitable for couples?

Yes, there are adult-only resorts in Key West that provide a tranquil environment for couples. The Gardens Hotel is a fantastic adults-only option with its intimate setting and beautiful gardens.

4. Do Key West resorts offer packages or experiences tailored for couples?

Many resorts in Key West offer packages tailored for couples, including romantic dinners, couple spa treatments, and special room decorations. It’s best to check directly with the resort for the latest offers and packages. Some resorts will offer an all-inclusive resort experience whereas others will have limited packages depending on which option you choose.

5. What kind of activities can couples enjoy in Key West?

Besides lounging on beautiful beaches and enjoying resort amenities, couples can indulge in a wide range of activities in Key West. These include exploring historic sites, sunset cruises, snorkeling, dining at fantastic seafood restaurants, visiting art galleries, and more. Most resorts offer concierge services that can assist in planning and booking activities. Key West and the Keys region of Florida have been one of the most popular vacation destination in the United States for many years and will continue to provide an incredible vacation for couples as well as anyone who is looking for a tropical vacation!

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