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All listings in Key West

Boat tours in Key West, Florida.

Page 1 of 113 listings

Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding
Powerboats in Key West · 6 guests

Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

4.9
$158+/hour
Boston Whaler 24ft Sandbar Hangout Key West
Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0
$130/hour
33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$199+/hour
Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.
Powerboats in Key West · 8 guests

Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

5.0
$175+/hour
Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)
Powerboats in Key West · 6 guests

Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)

5.0
$169+/hour
6 Hour Sandbar Charter in Key West
Powerboats in Key West · 6 guests

6 Hour Sandbar Charter in Key West

5.0
$160+/hour
Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter
Powerboats in Key West · 12 guests

Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter

5.0
$90+/hour
2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console
Powerboats in Key West · 6 guests

2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console

New
$163/hour
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

New
$165/hour
18' Glastron | Experience the Ultimate Escape!
Powerboats in Key West · 6 guests

18' Glastron | Experience the Ultimate Escape!

New
$97/hour
Instant Book
Adventure escape challenge on the waters in Key West, Florida
Tours in Key West · 6 guests

Adventure escape challenge on the waters in Key West, Florida

New
$150/hour
32ft Donzi Center Console for Fishing Charters in Key West!!
Powerboats in Key West · 6 guests

32ft Donzi Center Console for Fishing Charters in Key West!!

New
$900/day
45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas
Events in Key West · 12 guests

45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas

New
Snoozed - Active 28 Dec 2025

Tours Reviews in Key West

  1. Brittney

    Brittney

    Boston Whaler 24ft Sandbar Hangout Key West

    We booked for an 8 hour boat day and it did not disappoint. We were able to adjust times based on weather, which was very nice and appreciated. We made multiple stops at sand bars and sight seeing. We finished at the pier in Key West and watched the sunset. Captain Mike was a blast and fantastic host! He’s very knowledgeable of the area and was able to speak to the wildlife and some of the history. We highly recommend! Thanks for the great experience!

  2. MH

    Missy

    Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

    Couldn’t have asked for a better 40th birthday! Anthony helped us decided on the best spots for what we wanted to do. Mystic the pug was a welcome bonus. The most amazing and unexpected part was the incredible drone footage of our party enjoying the water that Anthony shot and shared with us. Definitely book with Anthony!

  3. JI

    John

    Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

    Great time out with Anthony. He suggested a nice itinerary based on what we wanted to see. He very patiently taught my 13 year old son how to wake skate. Probably the highlight of his trip. Overall, couldn’t have asked for a better captain. We had a blast and hope to do it again.

  4. LL

    Lauren

    Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

    Our trip was amazing!! I went with 3 other friends and the trip was perfect! Would highly recommend to anyone looking for a day out on a boat in key west! We loved going to the sand bars and floating. Will definitely books again next time we are back!

  5. Jb

    Jody

    Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

    We cant say enough good things about Capt Anthony. He is very knowledgeable about the area and is a very capable, qualified operator. Our family spent 7 hours with him and it was money well spent. DONT RENT A BOAT...Hire Capt Anthony. We requested how we wanted the day to go and he exceeded our expectations. There is nothing negative we can think of to say. We look forward to visiting with him and his side kick Mystic the next time we go. Was the highlight of our trip to Key West! Way to go Captain!

  6. LF

    Lisa

    Boston Whaler 24ft Sandbar Hangout Key West

    Anthony provides a great boating experience for anyone looking to explore around Key West. He had answers to every question my wife and I had and kept it fun for our teenage daughter and her friend. We explored some mangrove islands, snorkeled and paddle boarded. Anthony is a terrific guide and a lot of fun to talk with. Would recommend him to anyone looking to spend a few hours out on the water.