Islamorada Boat Rentals & Tours
38 boats available
The best out of 38 boat tours & rentals in Islamorada - enter dates to check availability
Top Boat Rentals in Islamorada
Islamorada: 38 boats available
Islamorada • 23 ft • 6 persons
Experience Islamorada Like Never Before!
There is no better way to immerse yourself in the natural beauty and vibrant marine life of Islamorada than by setting sail on a private charter. "Captain Jen was delightful, knowledgeable and a great pilot." — Jerry,
Instant confirmation
trips fromUS $300
Islamorada • 25 ft • 6 persons
Step aboard the 2022 Parker 25 SE Center Console, your gateway to the turquoise waters of the Florida Keys. "Captain Matt was so generous and helpful to our family. He was kind, funny and SO great with our kids!" — Erin,
Instant confirmation
trips fromUS $300
Islamorada • 38 ft • 6 persons
Coral Sea Charters is a beautifully restored 1978 Harris Sportfish, reconditioned in 2016, offering a premium experience on the waters of Islamorada.
Instant confirmation
trips fromUS $400
Islamorada • 25 ft • 6 persons
Uncover the Magic of Islamorada with Keys Aquatic Adventures!
"Captain Charlie is amazing! He asked us what type of experience we were looking for then took us to some beautiful spots." — David,
Instant confirmation
trips fromUS $390
Islamorada • 23 ft • 4 persons
Step aboard Reel Therapy, a beautifully restored 1987 Sea Craft Center Console, and experience the best of Islamorada's waters.
Instant confirmation
trips fromUS $300
Islamorada • 25 ft • 6 persons
Forever Salty Charters LLC is a 2003 Hurricane Fun deck Deck boat (restored in 2022), based out of Islamorada.
Instant confirmation
trips fromUS $300
Tavernier • 23 ft • 6 persons
Southern Tauk Charters is a 2023 Sea Hunt Center console based out of Tavernier. "“What an incredible day on the water with Captain Mike! It was clear from the start that Mike knew all the lively and serene spots to hang out, have fun, and relax ." — BoatBooker Member,
Instant confirmation
trips fromUS $450
Islamorada • 25 ft • 6 persons
Easy Livin Charter is a 2024 Key West 250BR center console bay boat based out of Islamorada that can comfortably handle up to six guests.
trips fromUS $750
Islamorada • 26 ft • 6 persons
Islamorada Private Charters - Luxury Catamaran Experience (2019 Custom Build)
Set sail aboard the stunning Islamorada Private Charters, a custom-built 2019 catamaran offering an unforgettable adventure in the heart of the Florida Keys.
trips fromUS $295
Islamorada • 46 ft • 30 persons
Join us aboard our beautiful, brand new, Seakeeper stabilized 46-foot glass bottom boat Transparensea.
Instant confirmation
trips fromUS $150
View all boating charters
See all 38 boats in Islamorada