Fantasy Fest Sunset Cruise Key West: 4th Annual Clothing-Optional Cruise with Cocktails, Brut Champagne, and unlimited bar
Fantasy Fest is one of the most colorful, creative, and unforgettable times of the year in Key West — and in 2026, we’re bringing back one of our favorite Fantasy Fest traditions for the 4th year in a row: our Clothing-Optional Fantasy Fest Sunset Cruise with Key West Cocktail Cruise.
This year, our special cruises will take place October 19–22, 2026, from 6:00–8:00 PM.
It’s a fun way to step away from the busy streets for a couple of hours, enjoy the ocean breeze, sip a cocktail, wine, or a glass of Brut Champagne, meet other Fantasy Fest visitors, and watch one of Key West’s famous sunsets from the water.
A Different Way to Experience Fantasy Fest
Fantasy Fest is all about creativity, freedom, costumes, fun, and being yourself — and our sunset cruise brings that same spirit out onto the water.
Our clothing-optional sunset cruise is designed for adults who want a relaxed, social, and judgment-free atmosphere while enjoying a beautiful Key West sunset.
Clothing is completely optional.
You can wear your favorite Fantasy Fest costume, swimsuit, cover-up, body paint, casual clothes or whatever makes you feel comfortable.
There is no pressure to participate in the clothing-optional side of the cruise. Everyone is welcome to enjoy the experience in their own way while respecting the comfort and boundaries of other guests.
Celebrating Our 4th Year
2026 marks the 4th year of our Clothing-Optional Fantasy Fest Sunset Cruise.
What started as a special Fantasy Fest event has become a tradition that both returning guests and first-time visitors look forward to.
There’s something special about leaving the crowds behind, getting out on the water and enjoying Fantasy Fest from a completely different perspective.
October 19–22, 2026 | 6:00–8:00 PM
Our clothing-optional Fantasy Fest sunset cruises are available on:
● October 19
● October 20
● October 21
● October 22
Each cruise runs 6:00–8:00 PM, perfectly timed for a beautiful Key West sunset.
After the cruise, you can head right back into town and continue your Fantasy Fest night.
Cocktails, Wine, Beer & Brut Champagne Included
It wouldn’t be Key West Cocktail Cruise without drinks.
Your cruise includes beer, wine, cocktails and Brut Champagne, so you can relax and enjoy the evening without worrying about ordering drinks individually once you’re aboard.
Whether you’re visiting as a couple or traveling with friends, the atmosphere is easygoing, social and very Key West.
Adults Only — 21+
Our Fantasy Fest Sunset Cruise is strictly for guests 21 and older.
This allows us to keep the atmosphere adult-oriented and relaxed while everyone enjoys the cruise in the way that makes them most comfortable.
What Should You Wear?
Whatever you want.
Our cruise is clothing optional, not clothing required or prohibited.
Guests may choose to wear Fantasy Fest costumes, swimsuits, cover-ups, casual clothing, body paint, creative outfits — or less, if they choose.
The most important thing is that everyone is respectful and comfortable.
Please remember that local rules regarding nudity and body painting still apply in public areas before boarding and after returning to the dock.
A Break From the Fantasy Fest Crowds
Fantasy Fest can get busy, especially later in the week.
A sunset cruise gives you the chance to escape the crowds for a little while without missing the party atmosphere.
Instead of watching the sunset from a crowded waterfront, you can enjoy it from the water with a cocktail or glass of Brut Champagne in your hand and the Key West skyline behind you.
Then you’ll still have the whole evening ahead of you.
Join Us for Our 4th Annual Clothing-Optional Fantasy Fest Cruise
If you’re coming to Key West for Fantasy Fest 2026 and want to add something different to your trip, come celebrate with us.
Join Key West Cocktail Cruise for our 4th Annual Clothing-Optional Fantasy Fest Sunset Cruise, running October 19–22, 2026, from 6:00–8:00 PM.
Come dressed up, dressed casually, or embrace the clothing-optional spirit — it’s completely up to you.
Enjoy cocktails, beer, wine and Brut Champagne while watching the Key West sunset from the water.
Adults 21+ only.
Free parking
Book directly with Key West Cocktail Cruise for availability and our best rates.
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