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Captain

Florida Keys Boat Rentals [From $75/Hour]

Page 2 of 598 listings

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
41' Island Trader Ketch in Key West, Florida!
Sailing in Stock Island · 6 guests

41' Island Trader Ketch in Key West, Florida!

4.9
$162-$199hour
Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!
Powerboats in Cudjoe Key · 6 guests

Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

5.0
Snoozed - Active 03 Jul 2024
Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6
$175-$200hour
Wake Surf Wake Skate In Key West, Florida
Tours in Key West · 6 guests

Wake Surf Wake Skate In Key West, Florida

5.0
$225hour
31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida
Powerboats in Islamorada · 6 guests

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

5.0
$150hour
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 in the Sun had by Everyone!
Powerboats in Marathon · 6 guests

Fun in the Sun had by Everyone!

New
$125hour
Enjoy Key Largo on this spacious Bayliner Deck Boat for up to 10 people
Powerboats in Key Largo · 10 guests

Enjoy Key Largo on this spacious Bayliner Deck Boat for up to 10 people

New
$120-$130hour
Hydrasport 6-Hour Private Charter in Key West
Powerboats in Key West · 6 guests

Hydrasport 6-Hour Private Charter in Key West

5.0
$142hour
21ft Sea Hunt 207 Triton Center Console for Rent in Key Largo Florida!
Powerboats in Key Largo · 6 guests

21ft Sea Hunt 207 Triton Center Console for Rent in Key Largo Florida!

5.0
$98hour
Newer Key West Party Boat for 36 people!
Powerboats in Key West · 36 guests

Newer Key West Party Boat for 36 people!

5.0
$550hour
80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

80' Sailing Schooner Charter In Key West, Florida

5.0
$475-$950hour
Fun Keys Charter in Islamorada
Tours in Islamorada · 6 guests

Fun Keys Charter in Islamorada

New
$175-$200hour
2020 Sailfish 270 WAC Charter in Key West!
Powerboats in Key West · 6 guests

2020 Sailfish 270 WAC Charter in Key West!

5.0
$675day
25ft Premier Pontoon
Tours in Marathon · 16 guests

25ft Premier Pontoon

New
$72hour
2022 Yamaha 252EX Islamorada, FL
Powerboats in Key Largo · 10 guests

2022 Yamaha 252EX Islamorada, FL

New
$135hour
Rum Runner Bar Boat in Key West, Florida
Powerboats in Key West · 12 guests

Rum Runner Bar Boat in Key West, Florida

5.0
$150hour
Perfect Florida Keys Rental 21ft Glastron DX 210
Powerboats in Key Largo · 12 guests

Perfect Florida Keys Rental 21ft Glastron DX 210

New
$85hour
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250hour
21' Shearwater - Captained Islamorada Sandbar, Snorkeling, or Sunset Cruise
Powerboats in Islamorada · 5 guests

21' Shearwater - Captained Islamorada Sandbar, Snorkeling, or Sunset Cruise

5.0
$125hour
Tiki Bar Boat in Key West
Powerboats in Key West · 6 guests

Tiki Bar Boat in Key West

New
$125hour
EXCLUSIVE Brand New 2023 Axopar 25ft Cross Top
Events in Key Largo · 6 guests

EXCLUSIVE Brand New 2023 Axopar 25ft Cross Top

New
$150-$205hour

Florida Keys Reviews

  1. 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.

  2. DM

    Dean

    Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

    We could have not scripted a better trip. Austin showed us "The Keys". We had asked for a remote location to spend some time and he more than delivered. Snorkeling, exploring, and some fishing. My son and I caught many fish including a Bonefish off the sandbar. Thanks Austin, we had a wonderful family day!

  3. Tiah

    Tiah

    Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

    Gold medal for Austin!! Everything about this day was exceptional. Austin was so knowledgeable, well prepared, and shared some very special hidden local gems with our family of 6. He was kind, encouraging, and really made all of us feel safe and at home on the water. He gave us an eco-tour of a nursery where we saw sharks, stingray, and even found some very rare queen conch, which we left, as they are protected. Our boys loved every second of this adventure! He tailored every detail to our needs and enjoyment. A true host of the Florida Keys! Book him!! You will be so glad you did!

  4. Nicole

    Nicole

    Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

    There is not enough characters allowable to describe how amazing Austin is! He is communicative, and knowledgeable, and does any and everything to be helpful, and make your experience on the boat, amazing! His boat is pristine, and he took us to such amazing places… it was a day I will never forget! If you can handle our family, you can handle ANYTHING!! Thank you so much for being so patient, and helpful !!!! If you have the opportunity to go out with Austin, he will not let you down!!!

  5. RR

    Rob

    Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

    Highly recommended! A knowledgeable captain with a well maintained and comfortable vessel. Austin will treat your party to a terrific experience in one of the most scenic spots on the planet. He went out of his way to work around some inclement weather and get us out on a good day. Book with confidence.

  6. Melinda

    Melinda

    Choose your own adventure exploring the last frontier of Florida, the Lower Florida Keys! Amazing Float Plans and secluded sandbars!

    We would give Austin 6 stars if we could. Our day was perfect!!!! He picked us up at our rental house, took us out for a relaxing day, and had every toy we asked for!!!! He gave us recommendations for local spots to try and was very responsive to every communication!!!! Highly recommend!!!!