Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

Cudjoe Key, Florida Boat Rentals

Page 1 of 124 listings

Chaparral 23ft Powerboat with Bimini Cover for Daily Rental
Fishing in Cudjoe Key · 8 guests

Chaparral 23ft Powerboat with Bimini Cover for Daily Rental

New
$700/day
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
$500/day
32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys
Powerboats in Big Pine Key · 10 guests

32' Boston Whaler Conquest with large cabin & AC, in lower Florida Keys

4.9
$850+/day
 Hydra Sports Center Console with 225 Hp Suzuki outboard. Key West, Florida!
Powerboats in Key West · 6 guests

Hydra Sports Center Console with 225 Hp Suzuki outboard. Key West, Florida!

5.0
$105+/hour
Instant Book
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Stock Island · 13 guests

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

5.0
Superowner
$238+/hour
Newer Key West Party Boat for 36 people!
Powerboats in Key West · 36 guests

Newer Key West Party Boat for 36 people!

5.0
$550/hour
"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West
Sailing in Key West · 6 guests

"Satisfaction" Morgan 41 Classic Sailboat for Charter in Key West

New
$351/hour
4 Hour Sandbar Charter in Key West with Captain Zak
Powerboats in Key West · 6 guests

4 Hour Sandbar Charter in Key West with Captain Zak

5.0
$160+/hour
2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console
Powerboats in Key West · 6 guests

2-Hour Sunset Cruise in Key West - Hydrasport 25' Center Console

New
$163/hour
6 Hour Sandbar Charter in Key West
Powerboats in Key West · 6 guests

6 Hour Sandbar Charter in Key West

5.0
$160+/hour
Key West Luxury Charters
Fishing in Key West · 12 guests

Key West Luxury Charters

New
$225+/hour
Instant Book
Sea Ray 270 Key West Experience
Tours in Key West · 6 guests

Sea Ray 270 Key West Experience

New
$165/hour
Luxury Lagoon 440 Sailing Catamaran in Key West
Sailing in Key West · 6 guests

Luxury Lagoon 440 Sailing Catamaran in Key West

5.0
$250/hour
Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter
Powerboats in Key West · 12 guests

Experience Luxury in Key West on Your Own Terms - Key West's Premier Charter

5.0
$90+/hour
Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.
Powerboats in Stock Island · 8 guests

Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

5.0
$145+/hour
88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West
Powerboats in Stock Island · 12 guests

88ft Lazzara with lots of Outdoor Spaces and Water Toys serving Key West

5.0
$850+/hour
Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas
Sailing in Key West · 12 guests

Luxury 46' Lagoon Catamaran in Key West and Dry Tortugas

New
$600+/hour
Instant Book
45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas
Events in Key West · 12 guests

45' Sea Ray Luxury Yacht | Direct Owner | Key West, Dry Tortugas

New
$350+/hour
Instant Book
67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner
Events in Key West · 12 guests

67’ Luxury Power Catamaran – 6 Cabins, Jet Ski, Book Direct with the Owner

New
$850+/hour
Instant Book
Beautiful 70’ Lagoon Beneteau Yacht Charter in Key West
Powerboats in Key West · 12 guests

Beautiful 70’ Lagoon Beneteau Yacht Charter in Key West

New
$1,063+/hour
Captained 42' Sailing Catamaran with 3 cabins and all the toys
Sailing in Key West · 6 guests

Captained 42' Sailing Catamaran with 3 cabins and all the toys

New
$320/hour
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+/hour
32ft Donzi Center Console for Fishing Charters in Key West!!
Powerboats in Key West · 6 guests

32ft Donzi Center Console for Fishing Charters in Key West!!

New
$900/day
Instant Book
Stylish elegance and spacious comfort ... your best time ever!
Events in Key West · 12 guests

Stylish elegance and spacious comfort ... your best time ever!

5.0
$95+/hour

Cudjoe Key Reviews

  1. JR

    Jorge

    Hydra Sports Center Console with 225 Hp Suzuki outboard. Key West, Florida!

    Great charter and great captain. Attentive to the guest. Well versed in the boat and water life. Great music and great vibes! A++++++++ service great for families!Amazing service will definitely book with Eric again!

  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!!!!