Island Hopping in Key West
35 boats available
The best out of 35 deals in Key West - enter dates to check availability
Top Island Hopping in Key West
Key West: 35 boats available
Kilo Whiskey Charters - Sunset and Snorkeling
5.0
/5
(4 reviews)
•
59 external reviews
Key West • 33 ft • 6 persons
4 Hour Trip – Sandbar Eco Tour
4 hour trip • starts at 10:00 AM
Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. "We did a 4 hour trip with Captain Anthony. What an amazing experience." — Michael, 4 Hour Trip – Sandbar Eco Tour
Instant confirmation
2 adults • 0 children
US $600
US $600
Tiki Boat Adventures - Key West
5.0
/5
(6 reviews)
Key West • 20 ft • 6 persons
Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West! "Amazing day on the water. Madison was a great captain. Before we started she had everything we brought on board in place ready to go." — DIANNE,
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trips fromUS $375
Sandbar/Snorkel/ Dolphins/Sunset Trips
5.0
/5
(10 reviews)
Key West • 27 ft • 6 persons
Step aboard a beautifully restored 1985 SeaVee Ocean Center Console, meticulously updated in 2010, and get ready for an unforgettable adventure. "Captain Tony made our charter A++. He was great about communicating with us in advance to ensure our day was perfect." — Heather,
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trips fromUS $350
Nice Guy Charters
5.0
/5
(3 reviews)
•
176 external reviews
Stock Island • 24 ft • 6 persons
6 Hour – Boat Tour & Sand (10AM)
6 hour trip • starts at 10:00 AM
Nice Guy Charters is a 2004 Everglades 243cc Center console (restored in 2024), based out of Stock Island. "Captain Jeff was quick to respond to our booking and asked us what our priorities would be for the trip." — Corey, 6 Hour – Boat Tour & Sand (10AM)
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2 adults • 0 children
US $800
US $800
FloAlong Charters
5.0
/5
(2 reviews)
•
47 external reviews
Key West • 25 ft • 6 persons
Sandbar Half Day Trip (AM)
4 hour trip • starts at 08:00 AM
Step aboard FloAlong Charters, a 2018 Pathfinder 2500 Bay boat perfect for up to six guests, and experience the best of Key West’s waters. "We had the best time w Spencer! He’s a born and raised local with tons of knowledge, fun to be around and brought us to a super cool sandbar." — Courtney, Sandbar Half Day Trip (AM)
Instant confirmation
2 adults • 0 children
US $650
US $650
Mayhem Sportfishing
4.8
/5
(22 external reviews)
Stock Island • 29 ft • 6 persons
4 Hr – Sandbar / Island Hopping
4 hour trip • starts at 08:00 AM
Climb aboard Mayhem Sportfishing, a sleek 2007 Proline Supersport Center Console—fully restored in 2022 and ready to deliver unforgettable adventures out of Stock Island. 4 Hr – Sandbar / Island Hopping
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2 adults • 0 children
US $700
US $700
Danger Charters
4.7
/5
(1 review)
Key West • 24 ft • 6 persons
4 Hr – Seas the Day Sandbar Charter
4 hour trip • starts at 09:30 AM
Step aboard our sleek 24’ center console for an unforgettable private boat tour through Key West’s most breathtaking waters! 4 Hr – Seas the Day Sandbar Charter
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2 adults • 0 children
US $700
US $700
Something Fishy Charters
5.0
/5
(2 reviews)
•
18 external reviews
Key West • 25 ft • 6 persons
Half Day Custom Trip – 11:00 AM
3 hour trip • starts at 11:00 AM
Join Captain Billy Romano and Something Fishy Charters for an unforgettable adventure in the beautiful waters of Key West. "For just a bit more money than a “cattle call” group tour with all the check in and waiver stuff you can get your own private boat with room for 6 people!" — David, Half Day Custom Trip – 11:00 AM
Instant confirmation
2 adults • 0 children
US $390
US $390
Boa Vida Charters
4.8
/5
(4 reviews)
•
318 external reviews
Key West • 29 ft • 6 persons
Welcome to Boa Vida Charters, where unforgettable aquatic adventures await in the stunning waters of Key West, Florida. "We had the best day on the boat, it was great for a day on the water." — Emily,
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trips fromUS $400
Conch Queen Charters
Key West • 26 ft • 6 persons
3 Hour – Custom Boating Adventure
3 hour trip • starts at 08:00 AM
Step aboard Conch Queen Charters, a comfortable Twinvee Catamaran based in beautiful Key West. 3 Hour – Custom Boating Adventure
2 adults • 0 children
US $550
US $550
Reel Easy Charters
5.0
/5
(1 review)
•
903 external reviews
Stock Island • 25 ft • 6 persons
8 Hour – Island Hopping
8 hour trip • starts at 08:00 AM
Reel Easy Charters, located in Stock Island, Florida, offers a wide range of exciting and customizable boating experiences, perfect for families, groups, or anyone looking to explore the beautiful waters around Key West. "We had a great experience on our trip with captain Dave. We got lots of fish in the boat." — Shea, 8 Hour – Island Hopping
Instant confirmation
2 adults • 0 children
US $1,000
US $1,000
Live Action Sportfishing 2
4.9
/5
(161 external reviews)
Stock Island • 24 ft • 4 persons
4 Hr – Sandbars, Islands & Dolphins
4 hour trip • starts at 01:00 PM
Experience the ultimate adventure aboard the Live Action Sportfishing 2, a sleek 2013 Pathfinder TRS 2400 Bay boat, departing from Stock Island. 4 Hr – Sandbars, Islands & Dolphins
Instant confirmation
2 adults • 0 children
US $700
US $700
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