KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 15 most popular cruises & boat tours in Key West. What each trip costs, how long it runs, and who takes you out.
Sail Key West at sunset on a large catamaran with an open bar, live local music, and filling hors d’oeuvres. Depart from Elizabeth St.
Most Popular“The staff was excellent as well as the entertainment! They made sure you had a great time and the appetizers were perfect. The captain was skilled and made sure everyone was safe and comfortable.”
Key West sunset dinner cruise with a tropical buffet, unlimited drinks, and live music on a 65-foot yacht. See sunset from the water.
“We had a group of sixty people and they boarded first fed first and whenl it was our tern to eat. They increased the speed for return making very rough”
Sail the 69-foot Marquesa to the Florida Reef for easy snorkeling, unlimited drinks after swimming, and the chance to spot dolphins.
“It was exactly as we anticipated. There were a lot of people on the boat, but the staff was great and well prepared. The equipment they provided was in good condition, but I felt the water wasn't that clear and I had a hard time seeing a lot on the reef.”
Key West small-group sunset sail with up to eight wines, beer, and hors d'oeuvres on a schooner. Intimate, romantic start to night.
“The captain and crew were awesome. The wines were a great choice and the snacks were just the right amount. There was a vegan in our party and she had nothing but wine...no complaints! I recommend the danger boat..it's the best!!”
Adults-only Key West sunset cruise on a small Echo catamaran with champagne-inspired drinks, gourmet cheeses, and Moët upgrades available.
“This was such a wonderful experience. Having a small group made it even more special. The sunset was beautiful. The captain and crew were knowledgeable and hospitable. If you’re wondering if you should book this trip- you definitely should!”
A 2-hour Key West catamaran sunset sail with live music, unlimited drinks, and appetizers—plus views of Mallory Square and more.
“Great trip!! Well organized, and a perfect amount of time with a beautiful sunset!’ we decided last minute to do it, and it all worked out perfectly”
Key West sunset sail with included drinks. Small-group 90 minutes from Hyatt Centric; champagne, wine, margaritas, craft beer.
“I do not have a rating on this. Unfortunately, our trip was cancelled due to high winds. I can say that the cancelation was done early enough that we could make other plans. Maybe next time.”
Sail on a replica Key West schooner at sunset with open bar and plated hors d’oeuvres, passing Fort Zachary and classic waterfront views.
“Captain Janet and crew were fantastic. Great experience. The food and drinks were great. We also had a spectacular sunset.”
A full-day Key West sailing, snorkeling, and kayaking trip to the wildlife refuge, with lunch and unlimited drinks included.
“Great Day! The crew Tony, Anthony & Conner were personable and ensured that everything worked without a hitch. Felt taken care of the entire day. Highly recommend this tour!!”
Key West sunset sail with dolphin watching, premium wine, champagne and tapas on a luxury catamaran, small group max 50.
“Very enjoyable sailing and ocean experience with personalized service and attention to detail on behalf of captain & assistant”
Key West dolphin cruise with included snorkeling gear and drinks on a 45-foot catamaran, plus sunset timing options.
“We loved our dolphin snorkeling tour with Fury. Ally & Anna were wonderful guides. The boat ride was comfortable and there was plenty of shade. We saw several dolphins and while snorkeling we saw sting rays, a barracuda, and several types of fish.”
Sail Key West’s harbor to chase the champagne sunset from a 69-foot catamaran, with included drinks, a restroom, and great photo views.
“It was great with the cruise being the best. Viator is the best to deal with. They go above and beyond to help ensure your booking is first rate,”
Glass-bottom boat over Key West’s living coral reef, with narrated marine life and optional sunset champagne cruise. Air-conditioned comfort.
“Fun to see the reef. The guide was very informative. We walked through the inside and out to the back and had a great view. When you get to the reef, sit in the side the interpreter is speaking from so when things are pointed out you can see it. We got lucky and saw…”
Small-group sail and snorkel from Key West’s only living coral reef. Sanitized gear and drinks included. About 3 hours.
“This trip was a 10/10!! It was peaceful, relaxing and also very fun and exciting!! We saw dolphins, sea turtles and felt very safe and supported while snorkeling. Which is optional of course!! The boat ride was dreamy. The captain was calm, capable, and kind, as was the first mate!”
A 3-hour Key West dolphin watching and snorkeling sunset cruise with snorkel gear, draft beer, and possible reef sightings at Cottrell Key.
Every way to get out on the water, and every reason to stay for the sunset.
