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All listings in Key West

Boat tours in Key West, Florida.

Page 1 of 120 listings

Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

5.0
$165/hour
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
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Stock Island · 13 guests

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

5.0
Superowner
$238+/hour
Instant Book
Limited Availability
Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain
Powerboats in Key West · 12 guests

Explore Key West Waters Aboard a 27ft Monterey 275 SS with Independent Captain

5.0
$95+/hour
Private Key West Charter: Sandbar, Snorkel, Sunset & Reef
Powerboats in Key West · 8 guests

Private Key West Charter: Sandbar, Snorkel, Sunset & Reef

5.0
$142+/hour
37ft Midnight Express Open Luxury Yacht on The Waters of Key West!
Events in Key West · 12 guests

37ft Midnight Express Open Luxury Yacht on The Waters of Key West!

5.0
$175+/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
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 10 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

5.0
$135+/hour
Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests
Sailing in Key West · 6 guests

Passport 40 Sailboat in Key West - Comfortable Sailing for Up to 6 Guests

New
$150/hour
37' Freedom Yacht With 1400 Horse Power In Key West, Florida
Powerboats in Stock Island · 13 guests

37' Freedom Yacht With 1400 Horse Power In Key West, Florida

New
$359/hour
Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida
Events in Key West · 12 guests

Luxe 75ft Sailing Catamaran Serving Key West & Miami Florida

New
$14,750/night
37’ Luxury Freeman with Bathroom, Shade & Key West Charters
Powerboats in Key West · 12 guests

37’ Luxury Freeman with Bathroom, Shade & Key West Charters

New
$250+/hour
45ft Lagoon 450F Sailing Catamaran, Key West with Captain
Sailing in Key West · 13 guests

45ft Lagoon 450F Sailing Catamaran, Key West with Captain

New
$739+/hour
Key West Yacht Charter | 46ft Sea Ray in Key West, Florida
Events in Key West · 12 guests

Key West Yacht Charter | 46ft Sea Ray in Key West, Florida

New
$526+/hour
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
$500/hour
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
Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!
Sailing in Stock Island · 12 guests

Unwind in Sunlit Luxury: Experience 360° Views Aboard This One-of-a-Kind Yacht!

New
$325+/hour
Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort
Sailing in Stock Island · 12 guests

Sail in Luxury: Smack Offers Space, Style, and Seamless Comfort

New
$260+/hour
Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests
Powerboats in Key West · 12 guests

Cruise Key West on a 38ft Tiara 38LS Yacht, Bareboat Charter for Up to 12 Guests

5.0
Snoozed - Active 16 Aug 2026

Tours Reviews in Key West

  1. TG

    Todd

    Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

    Paul you were great - thanks so much for everything and we greatly appreciated you giving us an amazing sunset experience.

  2. CZ

    Chris

    Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

    Captain Paul gave our family one of the most memorable experiences of our entire Florida Keys trip. From the moment we stepped on the boat, he was friendly, knowledgeable, and focused on making sure everyone had a great time. The day was the perfect mix of sightseeing, exploring, relaxing, and even a little fishing. We caught several mangrove snapper, and Liam even landed a barracuda, which was the highlight of his vacation. Along the way, we encountered a few unexpected challenges, but Paul stayed calm, positive, and professional, making sure our family was taken care of and still having fun. To top it all off, he filleted our catch and prepared fresh sashimi right on the boat. It doesn’t get much fresher than that. What could have been just another day on the water turned into an adventure our family will be talking about for years. If you’re looking for a captain who genuinely cares about his guests and goes above and beyond to create an unforgettable experience, Captain Paul is your guy.

  3. TP

    Taranjeet

    Sea Ray 270 Key West Experience

    He was simply fantastic! He made our experience even better by being his awesome self in addition to the most beautiful boat on the entire dock! He had prices it perfectly! We were a party of 5, with my best friends for over 25 years, and he also took phenomenal photos for us. We are coming again in June and will definitely go to him again!

  4. 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!

  5. 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.

  6. 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!