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Browse Islamorada Boat Rentals.

All Islamorada Listings

Page 1 of 225 listings

22ft Sea Fox 226 Commander
Fishing in Tavernier · 8 guests

22ft Sea Fox 226 Commander

5.0
$65hour
Sail & Explore Islomorada Waters with Our Searay Bowrider!
Powerboats in Islamorada · 10 guests

Sail & Explore Islomorada Waters with Our Searay Bowrider!

5.0
$70-$80hour
2022 Sea Chaser 22 HFC Rental in Tavernier, Florida
Powerboats in Tavernier · 8 guests

2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

5.0
$80hour
Enjoy & Explore the Waters of Islamorada on Our 21ft Searay Bowrider!
Powerboats in Islamorada · 10 guests

Enjoy & Explore the Waters of Islamorada on Our 21ft Searay Bowrider!

New
$70-$80hour
Yamaha 242XE - Top of line entertainment boat for any adventure - Islamorada
Powerboats in Islamorada · 11 guests

Yamaha 242XE - Top of line entertainment boat for any adventure - Islamorada

5.0
Superowner
$150hour
Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo
Events in Islamorada · 13 guests

Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

5.0
Superowner
$225-$349hour
31ft Contender Center Console for Snorkeling, Tours in Islamorada, Florida
Powerboats in Islamorada · 6 guests

31ft Contender Center Console for Snorkeling, Tours in Islamorada, Florida

5.0
$150hour
29' GRADY WHITE FLORIDA KEYS!
Fishing in Islamorada · 7 guests

29' GRADY WHITE FLORIDA KEYS!

5.0
$175-$225hour
All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More
Powerboats in Islamorada · 6 guests

All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

5.0
$125-$150hour
Fun Keys Charter in Islamorada
Tours in Islamorada · 6 guests

Fun Keys Charter in Islamorada

New
$175-$200hour
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250hour
21' Shearwater Center Console for Charter in Islamorada! Snorkeling or sandbar trips!!
Powerboats in Islamorada · 5 guests

21' Shearwater Center Console for Charter in Islamorada! Snorkeling or sandbar trips!!

5.0
$125hour
Private Tiki Boat Charters for up to 18 Passengers
Events in Islamorada · 18 guests

Private Tiki Boat Charters for up to 18 Passengers

New
$333-$400hour
Super Fun Deck Boat Rental Caps included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Rental Caps included

New
$130hour
All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat
Powerboats in Islamorada · 6 guests

All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat

New
$175-$180hour
''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida
Fishing in Islamorada · 6 guests

''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida

New
$332hour
Islamorada Private Yacht Charter on 43ft Mainship Trawler
Events in Islamorada · 6 guests

Islamorada Private Yacht Charter on 43ft Mainship Trawler

New
$250hour
36' Invincible Open Fisherman Center Console
Powerboats in Islamorada · 6 guests

36' Invincible Open Fisherman Center Console

New
$125-$250hour
24' Everglades Fishing Charter in Islamorada, Florida (only ½ days and Full days)
Fishing in Islamorada · 4 guests

24' Everglades Fishing Charter in Islamorada, Florida (only ½ days and Full days)

New
$167-$225hour
18ft Maverick Fishing Boat in Islamorada, Florida (only ½ days and Full days)
Fishing in Islamorada · 3 guests

18ft Maverick Fishing Boat in Islamorada, Florida (only ½ days and Full days)

New
$107-$125hour
Full Day Gulfstream Charters in Islamorada onboard air-conditioned 42' Liberty Express
Fishing in Islamorada · 6 guests

Full Day Gulfstream Charters in Islamorada onboard air-conditioned 42' Liberty Express

New
$1,800day
All inclusive private yacht charter in key Largo Florida Keys
Events in Islamorada · 6 guests

All inclusive private yacht charter in key Largo Florida Keys

5.0
$300hour
Full Day Reef + Wreck Charters - Private Charter for up to 6 People in Islamorada, Florida!
Fishing in Islamorada · 6 guests

Full Day Reef + Wreck Charters - Private Charter for up to 6 People in Islamorada, Florida!

New
$1,800day
Swordfish Charters - Private Charter up to 6 people in Islamorada, Florida!
Fishing in Islamorada · 6 guests

Swordfish Charters - Private Charter up to 6 people in Islamorada, Florida!

New
$2,500day

Islamorada Reviews

  1. Matt

    Matt

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    Braxton was extremely helpful with arranging our last minute booking request. The boat was great, new, well maintained and well equipped. Braxton gave us a thorough run and a route to follow and to cap things off we saw a manatee in the channel when we returned 👍🏻 Highly recommend.

  2. Katherine

    Katherine

    22ft Sea Fox 226 Commander

    The boat was in excellent condition, clean and the perfect size/hp for our trip. Braxton explained the features thoroughly and helped us plan our itinerary- a scenic cruise to the sand bar. Great experience all around.

  3. Nicole

    Nicole

    22ft Sea Fox 226 Commander

    Everything about our experience was absolutely stellar from start to finish. The boat was fantastic, Braxton was extremely helpful not only educating on the boat itself but provided great information on routes & places to visit. We had a wonderful day snorkeling the lighthouse and hanging out at Islamorada Sandbar. We will definitely book this again on our next trip to the Keys.

  4. ZP

    Zi

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    Great communication and the boats were in excellent condition. We booked an afternoon rental and Braxton provided all the info and equipment needed for a good time.

  5. Erin

    Erin

    All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

    Captain Jim was fantastic! We had a charter out to the Islamorada sand bar- the ride was fun and Captain Jim set us up with a lily pad and paddle board to enjoy our time at the sandbar. Plus he had so much info to share with us! Cannot recommend enough and will be in contact next time in Islamorada.

  6. Jill

    Jill

    22ft Sea Fox 226 Commander

    Braxton was communicative, friendly, and professional. Our group of six including two kids had a blast exploring the Islamorada sandbar, fishing, and relaxing as a family. Thanks Braxton, we look forward to catching up with you in the future!