Gatherings & Getaways

Sunset Key is the perfect place to celebrate a milestone birthday, plan the ultimate family reunion, or just getaway with the friends. For a really unique and special event, reserve the entire island for an unforgettable weekend. 

Sunset Key KW FL_Aerial Latitudes 2_11465_high.jpg


Looking for the perfect place to celebrate a golden wedding anniversary or a milestone birthday? When you surround yourself and your guests with the luxury of Sunset Key Cottages, located on a private island off Key West, gatherings will surely be remembered for a lifetime.

The stage is set on the seven minute ferry ride from Key West. Upon arrival at the 27-acre exclusive retreat, the attentive staff greets guests, making sure everyone feels welcome and every detail is taken care of. The special events staff will make your dreams a reality, whatever theme or personal touches you desire.

Special event settings abound on this tranquil island paradise. Renew your vows in front of family and friends under a tent set on the beach, made magical by scores of twinkling lights and the sounds of the surf. Celebrate a silver or golden anniversary on the lawn by the pool, surrounded by fragrant blooms, sheltered by palm trees and illuminated by floating candles. Or, for a truly intimate event, gather in a two-story, four-bedroom cottage with wrap-around veranda, private plunge pool and lush water views.

Choose to share a memorable meal at Latitudes restaurant – either in the nautical-themed Hemingway Room, on the adjacent patio or on the beach, lit by tiki torches and starlight. In the kitchen, Chef Jerry Crocker works his magic, creating an unforgettable menu.

To cap off the celebration, head out on the Wind & Wine Sunset Sail with Danger Charters. Sail off into the sunset aboard one of Key West’s historic schooners while noshing on delectable hors d’oeuvres and sipping your choice of premium wines and quality brews.

Whether you’re gathering to celebrate an anniversary, birthday or other important milestone, choosing Sunset Key Cottages is the most important step to ensuring a once-in-a-lifetime event.



Celebrate your linage on a secluded island surrounded by white sandy beaches, lush tropical landscaping and splendid sunsets at Sunset Key Cottages. Located 500 yards off of Key West and only reachable by boat, our ocean front resort appeals to adults, children and grandparents alike offering all of the luxury amenities you would expect from a first class resort. 

Situated on a 27-acre secluded island this magnificent property features 40 custom-designed two, three or four cottages with beautiful porches, scenic garden and water views. The units are fully equipped will all the comforts of home, plus a variety of luxurious amenities (making them a practical option) for families with children and family reunions.  If your extended family is large, reserve the entire island for a truly private affair.

There are plenty of activities for adults and children of all ages. Grown-ups will enjoy relaxing at the pool or beach while the more adventurous side of the family spends time exploring the island, snorkeling, kayaking, parasailing or Jet Skiing. Key West offers a variety of water sports for all enthusiasts.  The serious fishermen in the group can test their skills on a deep-sea fishing charter and family members of all ages will enjoy a boat tour featuring a glass bottom to view all the colorful sea life found in Key West.

Sunsets are a daily ritual in Key West and the same holds true on Sunset Key. Gather on the beach or at your private veranda with a refreshing cocktail in hand, to toast a day with the family. Or take the group on the seven minute boat ride to Key West and join the many tourists, entertainers and buskers who conjugate at Mallory Square’s each evening to celebration the famous Key West Sunset.

No matter what the occasion, Sunset Key will provide your family with memories to last a lifetime.

Screen Shot 2016-11-10 at 4.40.38 PM.png


“Secluded, yet not isolated” best describes this luxury resort located on a 27-acre island seven minutes from Key West. 

This spectacular resort occupies seven acres of the island.  Beyond the resort, guests may explore the white sand beaches or take a short ferry ride to Key West. We proudly accommodate wedding ceremonies and corporate receptions ranging from two to one hundred seventy-five guests.  Sunset Key is renowned for its exclusivity and privacy.   

Sunset Key is now offering all-inclusive resort buyout packages for those requiring the ultimate in luxury and exclusivity. The Island resort buyout package includes accommodations for guests in 40- one, two, three and four bedroom cottages; a special event celebration in Latitudes restaurant and three on property meals per day, per guest during their stay. 
The 40 custom-designed two-, three- and four-bedroom cottages are fully equipped with the comforts of home, plus a variety of luxurious amenities. Sunset Key Cottages provides a one-of-a-kind setting for vacations, family reunions, team building, corporate incentive retreats and memorable weddings. Contact our Island Event Specialist at 305.292.4376 to start planning your event at Sunset Key Cottages. 


Start planning your event today. Our event team will be in contact within 48 hours.

Name *