Set off on an unforgettable adventure with Sunshine Watersports Boat Charter, a sleek and spacious 2021 Cobalt 25 SC Dual Console based out of Key Largo.

"We had the absolute most enjoyable day on the water with Capt." —⁠ Annmarie,

trips from

US $128

See availability

22 ft

Up to 6 people

Hijack Charters

4.8

(6 reviews)

Key Biscayne (1 hr 22 min drive from Islandia)

Set Sail with Hijack Charters! Embark on an exciting adventure aboard the Bob Hewes Pathfinder Bay boat, based out of the beautiful Key Biscayne.

"We were visiting Key Biscayne for a week and wanted to get on the water to see a different view of the island." —⁠ Roxanne,

trips from

US $300

See availability

23 ft

Up to 4 people

Catchin In The Keys Charters

Key Largo (18.4 miles from Islandia)

Set off on a memorable adventure in Key Largo aboard Catchin In The Keys, a sleek 2025 Sea Hunt Bay boat designed for comfort and fun on the water.

"Catchin in the Keys provided a fantastic Key Largo sunset cruise experience!" —⁠ Glen,

trips from

US $350

See availability

25 ft

Up to 6 people

Coastal Runners, LLC – 25'

Homestead (55 min drive from Islandia)

Experience adventure and luxury with Coastal Runners, LLC, a beautifully restored 2001 Mako 253 Walkaround (updated in 2022).

"My husband, 15 year old son and I had Pablo take us out during our recent trip to Biscayne National Park - which is 95% water." —⁠ Julie,

trips from

US $700

See availability

31 ft

Up to 6 people

JD Outdoor Adventures

5.0

(24 external reviews)

Key Largo (18.4 miles from Islandia)

Experience the beauty of Key Largo from the comfort of JD Outdoor Adventures, a 2009 Pursuit Center Console perfect for up to six guests.

trips from

US $350

See availability

18 ft

Up to 6 people

Stay Fishy - Miami Water Experience

Miami (58 min drive from Islandia)

Embark on an unforgettable adventure aboard Stay Fishy, a 2021 SeaArk 1800 Runabout Skiff based in Miami. Perfect for up to six guests, this versatile vessel is powered by a reliable 40 HP Yamaha outboard engine, cruising smoothly at up to 27 knots.

trips from

US $400

See availability

19 ft

Up to 3 people

Captain Manny Key Largo

4.9

(140 external reviews)

Key Largo (15.9 miles from Islandia)

Experience the beauty of Key Largo with Captain Manny. Your itinerary set your way., we can mix it up with some eco touring, beach trips , splash in the water… hit a local spot for lunch and drinks if uou would like. 2, 3 abd 4 hour trips offered.

trips from

US $325

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25 ft

Up to 6 people

Scale House Charters — Miami Done Right

4.9

(3 reviews)

Key Biscayne (1 hr 22 min drive from Islandia)

Private Miami sandbar and island hopping experience with a local captain who knows where the water is clearest and the vibe is right. No crowds, no waiting — just your crew, good music, and the best spots on the water.

"From the moment we stepped on board, Captain Branden made us feel like family." —⁠ BoatBooker Member,

trips from

US $475

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28 ft

Up to 6 people

Bearcut Bandit Charters

Miami (1 hr 11 min drive from Islandia)

Bearcut Bandit Charters is a Sailfish 28cc Center console based out of Miami. It can take up to six guests. The boat is powered by two 200 HP gasoline outboard Suzuki engines, offering a maximum cruising speed of 50 knots.

"Alek was very experienced and friendly. He has a passion for fishing and it showed." —⁠ Thane,

trips from

US $550

See availability

24 ft

Up to 6 people

Islamorada Private Sandbar & Snorkel Charters

5.0

(47 reviews)

Islamorada (35.9 miles from Islandia)

Experience the best of Islamorada on your own private boat charter. Perfect for families, couples, and small groups looking for a relaxed, unforgettable day on the water.

"We were looking forward to a day on the water. Our trip was booked a few weeks prior to arrival." —⁠ Michele,

trips from

US $300

See availability

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