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.
“Very relaxing trip out to the reef. Staff was professional and knowledgeable. I highly recommend this trip.”
Sail into Key West sunset on the Sandie Cat with unlimited open bar, light bites, and live music for about two hours.
“Beautiful cruise and an amazing sunset. We enjoyed the food, drinks and music”
Sail Key West aboard America 2.0, a classic schooner-style day sail with Fort Zachary and Mallory Square views, plus two drinks included.
“It was really fun, relaxing and the crew was the best. My wife is handicapped and they were helpful with questions.”
Sail Key West on the Appledore for 2 hours with a full open bar and English crew, passing Mallory Square and the Historic Seaport.
“Great sunset trip crew was very fun and personable. Will definitely do again in the future. I got several amazing pictures.Thank”
Private Key West half-day fishing with live bait for tarpon, sharks, snappers, jacks, and more. Up to 4, 4 hours from Stock Island.
“My husband, 13 and 10 year old sons had a fabulous time out with Justin! They caught a huge variety of fish and came home with enough fish for dinner. They would highly recommend this charter to others!”
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.
“Mike is a great captain with amazing stories. Fun to learn from a true sailor. Beautiful boat and lovely spot.”
A private 3-hour Key West catamaran with snorkeling at West Sambo Reef, dolphins and turtles, and a sunset sail. Up to 6 people.
“What a great day on the water! The captain, Nils, was super nice and took us where ever we wanted to go! The first mate, Simon…aka Chester, was a good sport, friendly, and super helpful! Ashley was very responsive to our questions! I HIGHLY recommend them for a great time!”
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.”
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.”
