KEY WEST
Ranked by traveller popularity
The 10 most popular boat charters & rentals in Key West. Here's what they actually deliver, who runs them, and what they cost.
See Key West’s Florida Reef through glass on a comfortable catamaran, with a great sunset option and reef-focused narration.
“Uncomfortable boat. Had to stand to see anything. Boring reef. Hardly any fish. Bad acoustic system. Couldn't hear captain while engine running. Passenger retching and multiple babies crying did not add to the experience.”
Sail into Key West sunset on the Sandie Cat with unlimited open bar, light bites, and live music for about two hours.
“Sunset cruise-great music. Wonderful staff. Food and appetizers could have been a little better but open bar. People really enjoyed themselves.”
Sail Key West aboard America 2.0, a classic schooner-style day sail with Fort Zachary and Mallory Square views, plus two drinks included.
“Fun relaxing day sail off of Key West! A beautiful, well maintained schooner with a knowledgeable and friendly crew! Highly recommend this sail on Adirondack 2!”
Sail Key West on the Appledore for 2 hours with a full open bar and English crew, passing Mallory Square and the Historic Seaport.
“Very enjoyable way to get out on the water. Sailing was so peaceful compared to being on a power boat. The crew was great too.”
Private Key West half-day fishing with live bait for tarpon, sharks, snappers, jacks, and more. Up to 4, 4 hours from Stock Island.
“Justin was a great captain who knew all the best fishing spots. He was great company as well. If you're looking to catch something despite experience level, I would highly recommend.”
A half-day private boat charter in Key West with a seventh-generation local captain, tailored stops for sandbars, snorkeling, and sunsets.
“We had a nice trip to the sandbar with a friendly captain. Very relaxing and fun to be on the water.”
A 3-hour small-group sail in the Florida Keys National Marine Sanctuary from Marathon, with dolphin chances and Sombrero Lighthouse views.
“If you are looking for a relaxing sail on a beautiful boat captained by the owner this is just the trip for you. The owner has actually taken this same boat on an around the world regatta! His stories and some of the photos he shared were amazing. As soon as you get on the…”
A private 3-hour Key West catamaran with snorkeling at West Sambo Reef, dolphins and turtles, and a sunset sail. Up to 6 people.
“The excursion was fabulous. Our family thoroughly enjoyed the afternoon on the water. Captain Niles and Patrick were knowledgeable of the area and took us snorkeling by the mangroves.”
Private Key West boat tour for mangrove snorkeling, sandbar time, dolphin chances, and sunset views, up to 6 people per group.
“Amazing Tour with Captain Vaughn. Outstanding knowledge of Key West and goes the extra mile. 100% will book this tour on our return.”
Private Key West boat charter with included snorkeling gear, snacks, and Captain Jeff tailoring Gulf or Atlantic stops.
“Jeff was a great boat captain. He shared options and took us where we wanted to go, but also read the group and offered options when he could see that we might need something else. He was very knowledgeable and friendly.”
