Boat & Yacht Tours in Summerland Key
62 boats available
The best out of 62 deals in Summerland Key - enter dates to check availability
Top Boat & Yacht Tours in Summerland Key
Summerland Key: 62 boats available
Livin’ the Dream Charters LLC
Little Torch Key • 25 ft • 6 persons
Climb aboard Livin’ the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key. "This was a short visit to the keys for our family and we booked a sunset cruise so the kids could get out on the water to see a a beautiful sunset." — Shawn,
Instant confirmation
trips fromUS $300
Salt Therapy Charters
Summerland Key • 32 ft • 6 persons
4 Hour Looe Key Reef (AM)
4 hour trip • starts at 08:00 AM
Set sail with Salt Therapy Charters, a beautifully restored 2002 Century 3200cc Center Console, offering unforgettable adventures in the stunning waters of Summerland Key. "We had a great day in the water. It was a lot of fun to see the reef, and picnic island, while learning about the area!" — Aimee, 4 Hour Looe Key Reef (AM)
Instant confirmation
2 adults • 0 children
US $700
US $700
Mile Marker 27 Sunset Cruises
Summerland Key • 23 ft • 4 persons
Evening Sunset Cruise
2 hour trip • starts at 06:30 PM
Mile Marker 27 Sunset Cruises is a 2025 Coastal Skiff 231 Center console based out of Ramrod Key. Evening Sunset Cruise
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2 adults • 0 children
US $75
US $75
Goliath Charters
Cudjoe Key • 25 ft • 6 persons
1 Hour Trip – Sunset On The Water
1 hour trip • starts at 05:00 PM
Meet Captain Craig, a fishy dude who’s been fishing his whole life. 1 Hour Trip – Sunset On The Water
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2 adults • 0 children
US $40
US $40
TNT Charters
Little Torch Key • 25 ft • 6 persons
3 Hour Trip – Sunset Cruise
3 hour trip • starts at 05:30 PM
TNT Charters is a 1982 SeaCraft Potter Hull center console (restored in 2018), based out of Little Torch Key. "We booked with captain Tom to do some snorkeling, sandbar stops, and eco tour." — Bridget, 3 Hour Trip – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $375
US $375
Big Boii Charters
Little Torch Key • 26 ft • 6 persons
4 Hour – Backcountry Adventure
4 hour trip • starts at 09:00 AM
Climb aboard Big Boii Charters—a fully restored 1984 Mako Marine 254 Center Console, now upgraded and ready to deliver unforgettable adventures from Little Torch Key. 4 Hour – Backcountry Adventure
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2 adults • 0 children
US $700
US $700
Sandbar Somewhere Charter
Summerland Key • 22 ft • 5 persons
6 Hour – Boat Tour
6 hour trip • starts at 08:00 AM
Sandbar Somewhere Charter is a sleek 2023 Sundance Dx22 Center Console, based out of Summerland Key, offering an unforgettable adventure on the water for up to five guests. "My husband, 2 young daughters and I had such a wonderful outing with Hoyt." — Ashton, 6 Hour – Boat Tour
2 adults • 0 children
US $600
US $600
Keys Boat Tours
Big Pine Key • 23 ft • 6 persons
1 Hr – Bridge Tour
1 hour trip • starts at 10:00 AM
Discover the ultimate boating experience with Keys Boat Tours aboard the beautifully restored 2016 Bulls Bay 230 CC Center Console, based out of Big Pine Key. "Thanks to Captain Branigan expertise and guidance we were able to experience the Keys from his sleek and beautiful boat !" — Chau, 1 Hr – Bridge Tour
Instant confirmation
2 adults • 0 children
US $250
US $250
FUNYET Charters
Little Torch Key • 33 ft • 6 persons
Set sail with FUNYET Charters aboard the newly restored 1989 Ocean Master 33 Center Console, a versatile and powerful boat, perfect for personalized adventures out of Little Torch Key. "We literally booked with John just a few hours before our trip." — Dan,
trips fromUS $400
Nice Guy Charters
Stock Island • 24 ft • 6 persons
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,
Instant confirmation
trips fromUS $600
Kilo Whiskey Charters - Sunset and Snorkeling
Key West • 33 ft • 6 persons
3 Hour Trip – Sunrise Harbor Tour
3 hour trip • starts at 06:00 AM
Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida. "Captain Anthony was very knowledgeable and we had a great day on a custom adventure out to Dry Tortugas and the lighthouse." — Heather, 3 Hour Trip – Sunrise Harbor Tour
Instant confirmation
2 adults • 0 children
US $500
US $500
Double Decker Tritoon with Waterslide
Marathon • 26 ft • 6 persons
3 Hour Trip – Fun in the Sun AM
3 hour trip • starts at 09:00 AM
Double Decker Tritoon with Waterslide is a 2021 Grand Island Double Decker Waterslide Pontoon based out of Marathon. "I came down to Marathon with my husband and 2 kids last weekend (Feb 2025), and wanted a no-stress excursion for the whole family." — BoatBooker Member, 3 Hour Trip – Fun in the Sun AM
Instant confirmation
2 adults • 0 children
US $549
US $549
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