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Your 5th Night Is on Us

Why rush back to reality? Stay four nights with this offer and get the fifth on us, one more day for white-sand lounging, waterfront dining, and sunset chasing.

Keep the OOO On
man reading book in hammock

Relax and Rejuvenate in the Famous Florida Sun

Experiences

Endless activities for guests of all ages

Located in Key West, one of Florida’s most beloved destinations, Sunset Key Cottages is a secluded island getaway that offers memorable experiences for everyone. If you’re looking to get out on the water, zip around on jet skis or soar above the turquoise waters on a parasailing adventure. You can also embark on deep-sea fishing charters to explore Key West’s renowned offshore fishing grounds if you’re feeling lucky, or challenge your friends to a tennis match if you feel like being active. And when you’re ready to relax, kick back on our white sand beach with your toes in the sand.

two women standing in a spa room

Spa

Spa

The Spa at Sunset Key is a serene, secluded island getaway where natural beauty and nurturing therapists will help restore harmony between your body, mind, and soul. Our spa treatment suites feature a full bathroom with shower & toiletries, while the patios offer complete seclusion surrounded by lush palms.

couple walking into pool

Pool

Surrounded by a lush tropical garden and verdant palm trees, the Sunset Key’s heated pool features a unique curvy shape to offer plenty of space for poolside lounging or a delicious al fresco lunch. Enjoy a few laps, or simply relax on a poolside chaise lounge.

family enjoying sunset on the beach

Beach

Sunset Key Cottage’s exclusive, white sandy beach is pure island bliss, and the quintessential place to relax and unwind in the Florida Keys. Recline in a lounge chair under a shady umbrella with the refreshing cool breezes, or splash around in the gentle waves of the Gulf.

couple getting ready to play tennis

Tennis

With the famous Florida sun and refreshing breezes from the Gulf, Key West is one of the most spectacular places to play tennis. So whether you’re a novice or an expert, you’re invited to enjoy complimentary time on our two well-lit, full-size hard courts.

Woman doing yoga on the beach

Fitness Classes

All classes start at 8AM, meet at the beach towel hut. Monday: Yoga on the Beach Tuesday: Body Conditioning Wednesday: Yoga on the Beach Thursday: Mat Pilates

child playing on the beach

Family Activities

Friday – 1:30pm: Game Day Join us at the beach for a different game day each Friday. Meet at the pool towel hut. Saturday – 12:00pm: Scavenger hunt Meet at the pool towel hut. Sunday – 12:00pm: Sandcastle Building Meet at the beach towel hut.

a family playing volleyball on sunset key

Volleyball

Enjoy a friendly game of volleyball with friends & family on Sunset Key’s private beach.

woman holding a basketball

Basketball

Enjoy a friendly game of basketball with friends & family on our outdoor basketball court.

Activities

While it’s easy to fall in love in Sunset Key Cottages, there’s countless ways beyond our resort to experience Key West. From sunset celeberations to unique shopping, Key West has something for everyone.

man drinking out of a coconut at a party

Sunset Celebration

As the sun begins its descent, Mallory Square transforms into a lively open-air theater of street performers, local artisans, and vibrant island energy. The nightly Sunset Celebration is a Key West tradition, where fire jugglers, tightrope walkers, and musicians entertain against a backdrop of glowing skies. Wander from vendor to vendor, sip something refreshing, and watch as the horizon puts on its own show. It’s festive, free-spirited, and pure Key West.

indoor shopping area

Shopping

Key West’s shopping scene is as vibrant and eclectic as the island itself. Stroll through charming boutiques, art galleries, and specialty shops showcasing everything from handcrafted jewelry and island-inspired fashion to colorful artwork and unique home decor. Whether you’re searching for the perfect keepsake or simply soaking in the lively local atmosphere, shopping here offers an authentic slice of island creativity and charm.

ocean ripples

Southernmost Point

Mark your visit at the iconic Southernmost Point buoy, a vibrant landmark perched at the edge of the island. This colorful spot serves as one of the top attractions in the Keys, as well as one of the most photographed. Nearby, you’ll find charming streets to explore, filled with historic architecture, local cafes, and the unmistakable buzz of island life. It’s a must-see that perfectly captures the heart of the Keys.

A man and woman stand at a small white Parasail Trips kiosk on a sunny pier, with palm trees and blue sky in the background. The woman is wearing a pink cover-up, and the man is in a black shirt and shorts.

Boating

Whether you want to book a leisurely day sail with Key West Sailing Charter, a snorkeling trip to nearby reefs with Fury Water Adventures, or head out on a fishing excursion to experience Key West’s world-class deep-sea and reef fishing, there are plenty of local adventures to choose from. Imagine savoring freshly pulled lobster right on your boat as you cruise past hidden coves or drop anchor at a secluded sandbar for a peaceful escape. Boating here offers a perfect blend of adventure and tranquility, as well as a true taste of island living.

key west ship wreck treasures museum

Mel Fisher Maritime Museum

Dive into the fascinating history of shipwrecks and treasure hunting at the Mel Fisher Maritime Museum. Named after the legendary treasure hunter, the museum showcases artifacts recovered from sunken Spanish galleons, including stunning gold and silver treasures, navigational tools, and relics that tell stories of the sea. It’s a captivating glimpse into Key West’s maritime past and a must-visit for history buffs and curious travelers alike.

the key west aquarium

Key West Aquarium

One of the island’s oldest attractions, the Key West Aquarium offers an up-close look at the marine life that calls the Florida Keys home. Explore exhibits featuring stingrays, sea turtles, sharks, and colorful reef fish, and don’t miss the interactive touch tank – a favorite for all ages. With daily feeding shows and guided tours, the aquarium blends education and entertainment in a charming, historic setting right on the waterfront.

A group of people kayaking at night on calm water, each kayak illuminated by glowing blue lights underneath, with a dark shoreline and distant city lights in the background.

Nighttime Kayak

Looking for some after-dark Key West activities beyond the bar scene? Try out a guided glow kayak tour through Key West’s calm, shallow waters. Outfitted with LED-lit clear-bottom kayaks, Night Kayak Key West offers a one-of-a-kind view into the marine world after dark. As you glide across mangrove-lined channels, you might spot tropical fish, stingrays, or even curious nurse sharks beneath your boat. Peaceful, surreal, and just a little bit magical, it’s a truly memorable way to see the island from a new perspective.

A white wooden house decorated with red, white, and blue patriotic banners along the windows, surrounded by lush green trees and tropical plants.

Truman Little White House

Step back in time with a visit to the Harry S. Truman Little White House, the former winter retreat of the 33rd U.S. president. Nestled in the heart of Old Town, this historic residence offers guided tours filled with behind-the-scenes stories, original furnishings, and insights into Truman’s time on the island. It’s a peaceful, palm-shaded property that gives a fascinating glimpse into Key West’s presidential past, and a quieter side of American history.

food from latitudes

Island Dining

From dockside seafood spots to candlelit bistros, Key West’s dining scene is bursting with flavor and character. Start with Latitudes, Sunset Key’s own award-winning restaurant known for island-inspired cuisine served just steps from the sand. Then explore off-island favorites like Blue Heaven, a funky outdoor café beloved for its Caribbean flair and live music, or Garbo’s Grill, a food truck tucked behind a bar serving up bold, fresh flavors. Wherever you dine, expect the catch of the day, Key lime pie, and plenty of local charm on the menu.

Hemingway Days festival in Key West.

Opal Unpacked

Key West Festivals You Won’t Want to Miss

A look at the conch-blowing contests, Hemingway lookalikes, and mind-blowing masquerades to frame a 2025 Key West vacation around.

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