KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 10 most popular bachelor party cruises in Key West. What each trip costs, how long it runs, and who takes you out.
Ride 28 miles around Key West on a guided 90-minute jet ski loop. Tandem riding is free, gas is included, and you get a real sightseeing plan.
Most Popular“Great ride around the island! Very comfy seats for 2 people bouncing around for 90 min. Gets cool out there so dress warm or rent a wet suit.”
Key West catamaran watersports with jet skis, parasailing, banana boat, inflatable water park, plus reef snorkeling on full day.
“Truly amazing! I would 100% recommend this to anyone especially people with kids. It was so nice to be able to do so many different activities without doing each all day long. Broken up into an hour or 30 minutes depending on the activity kept the kids and my attention a lot better and kept…”
Key West Bight boat day with jet ski, snorkeling, kayaking, inflatables, parasailing, and lunch plus beer included for 21+.
“Staff is great and the concept is also great, however there were a few things that took one star off:”
Key West reef fishing for 6 hours with bait and a fishing license included, plus crew help on a roomy party boat for $85.
“Didn’t know bananas were bad luck on a boat. Probably why we didn’t catch anything all day. When others around us did. Great first mate not pushy or loud. Calm relaxed. Lovely day. Little dog added a nice homey atmosphere. Good music lots of help w rods hooks bait.”
Adults-only Key West sunset cocktail cruise with an open bar, live narration, and onboard photo help on a smaller boat.
“Captain Steve and BarTender Sky took care of us. We had a very small crowd so it felt like a very personal experience. We had an added bonus of seeing dolphins playing. They were both very knowledgeable about the area.”
Private Key West deep-sea fishing charter on Corsair 2, up to 18 miles offshore, targeting mahi, wahoo, tuna, and more.
“This was a great experience with Captain Jeff and Christian. They were both very personable and genuinely nice people. They both worked very hard to give us the opportunity to catch some fish and I ended up catching a large Mahi (it was large to me!!) We caught several fish and had a great time!”
A small-group dinghy bar-hop through Key West waterways, mangrove tunnels, and low bridges. Swim, snack, and bring your own drinks.
“This is the best tour I have ever taken! So unique and an absolutely hilarious and fun experience. You won’t regret this dinghy ride.”
Sail Key West on a tiki boat to a shallow sandbar with music, games, and beer, wine, and sangria included for adults.
“We had a blast. The Captain and the crew personable and friendly. They keep everyone well informed of the trip. We meet so many people on the boat lots of laughs and good music. I highly recommend this to everyone!!”
2.5-hour Key West Duval Street pub crawl with 5 cocktails, guided stops, express check-in, and a souvenir t-shirt.
A true 2-hour guided jet ski loop in Key West on 2024 Yamaha VX skis, with wildlife spotting, photo stops, and sandbar time.
“Jack was a great tour guide! He tailored the tour to our speed comfort level and was very personable.”
Every way to get out on the water, and every reason to stay for the sunset.
