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Sailing with Pride: LGBTQ+ Friendly Boat Tours in Key West

Key West Sailing Tours
Photo by Braden Egli from Unsplash

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LGBTQ+ friendly boat tours in Key West are as colorful as the rainbow flag, and as full of adventure as the island itself. Coming in all shapes and sizes, choose from the classic sunset cruise, where you can toast to the day’s end with a cocktail in one hand and your partner’s hand in the other. There are snorkeling adventures, glass bottom boat tours, and dolphin watching for you to enjoy, too. No matter which queer-friendly boat tour you opt for, all that matters is that you’re free to let your hair down, be yourself, and just have a good time. With that in mind, here are our choices for some of the best LGBTQ+ friendly boat tours in Key West where you can sail with pride.

Private Morning Eco/Mimosa Cruise

Grab your boat shoes, sunglasses, sunscreen, and shaker of mimosas (or Bloody Marys, if you prefer) and head out to Tiki Boat Adventures Key West to set sail on their Private Morning Eco/Mimosa Cruise. Hop aboard for an unforgettable cruise around the peaceful waters of Key West Harbor and Pearl Basin. Your journey is filled with interesting facts and stories about the landmarks and legends you see along the way, so have your phone ready to capture each moment. Consider it your ticket to sail through a slice of paradise.

All-Male Sail, Snorkel, Paddle Adventure

Forget about “LGBTQ+ friendly,” this All-Male Day Sail, Snorkel, Paddle Adventure on Blu Q is arguably the best gay experience on the water in Key West. It’s four hours of fun in the sun (and the water) on this clothing-optional, all-guy day trip, where the crystal-clear waters of Key West and the island vibes are just the start. Whether you’re into snorkeling, kayaking, swimming, or just chilling on deck, you call the shots! The crew makes sure your day is jam-packed with fun, expert advice, and a guarantee to make your experience epic. 

Island & Sandbar Tour

“Boldly go where no big boat has ever gone before.” Get ready for an adventure that gives you an up-close and personal look at the Keys’ amazing ecosystems in places where the larger commercial boats just can’t access. This Island & Sandbar Tour has you exploring private spots off the beaten path, where you can anchor down at a hidden beach for a picnic lunch, swim in the clear blue waters, or kick back on a floatie. With a focus on creating memories, the tour is tailored to your preferences, for a one-of-a-kind day of discovery of Key West’s natural beauty​​.

Key West Boat Tour
Photo by Shelby Cohron from Unsplash

Sail, Snorkel, and Kayak Tour

Get three watersports for the price of one on this Sail, Snorkel, and Kayak Tour! Just bring your bathing suit, hat, sunglasses, towel, sunscreen, and underwater camera for an amazing 4.5 hour adventure. Leave the sailing to the crew, and enjoy kayaking and snorkeling. There’s no experience necessary as all instruction, safety gear, masks, fins, snorkels, kayaks, and paddles are provided. Enjoy complimentary healthy snacks, water, and soft drinks before and during your activities, and wine and beer after.

Glass Bottom Boat Reef Eco Tour

Discover the underwater marvels from the comfort of Fury’s Glass Bottom Boat, your portal to the underwater world. This Glass Bottom Boat Reef Eco Tour is a glimpse into life beneath the surface of the water. It’s your own private window to the only living coral reef in North America. You never know what you might see! From sea turtles and rays, to all kinds of fish, every passenger gets an air conditioned front-row seat to witness some of the ocean’s best-kept secrets. 

Catamaran Sunset Champagne Cruise

Is there anything more awe-inspiring or romantic than watching the sunset? Well, when you add being on board a 60 foot catamaran in Key West and complimentary champagne, sangria, or beer to the mix, the experience is one you won’t soon forget. The Catamaran Sunset Champagne Cruise sails you past the sights like the Mallory Square sunset celebration and historic landmarks, all while feeling the ocean breeze on your face and the wind in your hair. And, as the sun slowly melts into the Gulf, you’re in the perfect spot to witness Mother Nature’s nightly work of art.

Key West Sunset Sail
Photo by Jonathan Wheeler from Unsplash

Island Excursion & Dolphin Watching

Kick off your shoes and let the sand tickle your toes as you step onto a beautiful island during the Island Excursion & Dolphin Watching. It’s your ticket to lounging under the sun, floating on a lily pad, and searching for the prettiest seashells. Be on the lookout for dolphins, turtles, and stingrays that might just swing by to say hello. It’s the ultimate chill spot for family fun or hanging with friends, making every moment a snapshot-worthy social media share. The excursion includes lily pad, beach chairs, lifejackets, two paddle boards, ice, water, and, if you choose to bring along your own food, drinks, and snacks, cooler space to hold it all.

Cruisin’ Tikis Key West

“Why go bar hoppin’ when you can hop on a bar?” In this case, the “bar” just happens to be a floating tiki hut, where you provide the alcohol and Cruisin Tikis Key West takes care of the rest. It’s a fun evening with friends and family, or a date night for two. As you drift along the waters of the Keys, you cruise past the Historic Seaport, Sunset Pier, and Mallory Square, all leading up to an unforgettable Key West sunset. With a certified captain, coolers, ice, water, sodas, and a Bluetooth radio for all of your favorite tunes, it’s the perfect way to end the day.

Surrounded by Water, an LGBTQ+ Friendly Boat Tour in Key West is a Must 

Being on the island of Key West, everywhere you look, you’re surrounded by water. So, plan to set sail on an LGBTQ+ friendly boat tour and dive into a day filled with sun, fun, sea, and socializing. You’ll find it’s more than just a boat ride, it’s your front-row seat to the beauty that is Key West. The vibe is laid-back and the views are Instagram gold. So, whether you’re an adventure seeker, or just looking to chill and escape the land for a bit, an LGBTQ+ friendly boat tour is definitely a must-do.


**Disclaimer: There is a good chance that this post contains affiliate or sponsor links. If you make a purchase through them, we may receive a small commission at no extra cost to you (for which we are extremely grateful).

Also, while we do our best to highlight LGBTQ-friendly destinations and businesses, info provided is based solely on personal experience and recommendations by community partners. We hope that nobody experiences discrimination or homophobia while visiting Florida and beyond, but we make no guarantees. Please inform us if you experience discrimination or homophobia while visiting any destination so we can make updates to our recommendations.

Events are subject to change. Please check the events webpage for updates and schedules.

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