KEY WEST · FLORIDA KEYS
Key West’s best days on the water.
The 15 most popular florida keys tours in Key West. What each trip costs, how long it runs, and who takes you out.
Private snorkel at Looe Key with a captain, all gear included, and a calm, uncrowded 3-hour outing from Big Pine Key.
Most Popular“Loved spending time with Captain Brian and learning so much from him! He was patient with our girls wanting to dive out of the boat! Thank you :)”
4-hour Key Largo snorkeling on living tropical reefs with gear, reef-safe sunscreen, and a mangrove backup plan. See turtles and rays.
A half-day nature and history trip from Key West: Overseas Highway bridges, Bahia Honda, Key Deer Refuge, and a Blue Hole wildlife stop.
“First off I wanna say we had Carol as a tour guide and she was terrific. She is very knowledgeable about the history of the keys.”
2-hour sunset sailing from Stock Island, Key West with wine, beer, and charcuterie on a small schooner crew by Danger Charters.
“We had a wonderful time on the Wind and Wine Sail! It was great meeting new people while enjoying delicious wine and tasty hors d’oeuvres. One of the highlights was seeing baby dolphins jumping out of the water—such a special surprise. The sunset was absolutely stunning, and the crew was incredibly attentive and knowledgeable throughout…”
Soar 300 feet above Marathon’s coast on a safety-first parasailing ride. Small groups, 10 minutes in the air, $120 per person.
“The captain and mate made it easy and fun. It was only 2 of us so we agreed to the extra $$ for pictures and that was a little more than it was worth. Overall I would recommend.”
A relaxed 7-Mile Bridge sunset cruise from Marathon with calm water, golden-hour photo light, a toast, and live music at times.
“The crew was great on our trip and took us to a few places and provided local knowledge before watching the beautiful sunset.”
3-hour pontoon snorkeling from Marathon to Sombrero Reef and the lighthouse. Gear provided, dolphins possible, kids welcome, bring snacks.
“This destination is one of the better snorkeling areas for variety and quantity of sea life. It's not far from shore so the trip there and back is just right.”
Spend about 4 hours on a Marathon sandbar with kayaks, paddle boards, and floats plus snacks and cold drinks, near Key West.
“Operated cancelled on me 2 hours prior to leave because of lack of other guests. I wouldn’t have booked if I knew cancellations was a possibility. Wasn’t enough ti to book with anyone else.”
Private 4-hour backcountry fishing from Ramrod Key with shallow flats, clear-water sight fishing, and plenty of captain Q&A.
“Great fishing experience!! Captain Jim was very nice guide and explained everything well. My girlfriend not too experienced, also got the swing of it. A lot of activity, got 7 nice fat red snappers, also a couple of big bites that got away. Also 2 barracudas we let them out again.”
Reef snorkeling at Coffins Patch, then float the Grassy Key sandbar with noodles, mats, and drinks on a 3.5-hour Marathon outing.
“Captain and skipper were great, easy, and helpful! ……………………………………………………………………………………………………………………………………….”
Wet Tails Charters in Marathon offers 4- and 6-hour nearshore fishing, plus an 8-hour offshore option, with gear, bait, and licenses included.
“Great fishing in challenging winds! Capt Ed was able to find the fish despite changing winds/currents.”
A private 3-hour snorkeling trip in Marathon, Florida with hotel pickup, live coral reefs, and flexible time for sandbar breaks.
“Hiram was a fantastic guide. He was on time, courteous and knowledgeable. We were taken out to the area called the lighthouse”
Full-day Key West Keys tour with Overseas Highway bridges, Key Deer Refuge wildlife spotting, Aquarium Encounters, and a picnic lunch.
“Our guide was personable and very knowledgeable. It was nice to be able to leave the driving to her and just concentrate on the beauty of the keys. The pace was good; never felt rushed through any of our stops. Enjoyed the aquarium, seeing the old railroad tracks, the Key Deer...a very pleasant day! Would…”
Private day trip from Marathon to Key West in an air-conditioned van with live guide narration, iconic stops, and about 3 hours to roam.
“Our tour guide/driver Troy was amazing. He gave us several options for stops on our way to Key West. Then he gave us specific detailed options based on what we were interested in seeing. He also narrated the history and unique facts about the areas we were driving thru. He was very easy going which…”
Private 2-hour backcountry eco cruise from Big Pine Key: mangroves, birds, possible dolphins, and Bahia Honda Bridge photos for four.
“Beautiful day for a boat ride and exploring secret islands and places. Capt Brian gave us a great experience even though it was quite windy. He found a large group of white pelicans and we also saw a short tailed hawk. All in all a great experience.”
Every way to get out on the water, and every reason to stay for the sunset.
