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Cudjoe Key, Florida Boat Rentals

Page 1 of 124 listings

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
$750+/day
20' Hydra Sports Center Console with 200 Hp Etec Motor in Key West, Florida!
Powerboats in Key West · 6 guests

20' Hydra Sports Center Console with 200 Hp Etec Motor in Key West, Florida!

5.0
$125/hour
26ft Twin Vee PowerCat
Powerboats in Marathon · 6 guests

26ft Twin Vee PowerCat

New
Snoozed - Active 02 Jan 2025
25ft Premier Pontoon
Tours in Marathon · 16 guests

25ft Premier Pontoon

New
Snoozed - Active 02 Jan 2025
"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
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
Luxury Sailing Catamaran in Key West
Sailing in Key West · 10 guests

Luxury Sailing Catamaran in Key West

5.0
$250/hour
Hydrasport 6-Hour Private Charter in Key West
Powerboats in Stock Island · 6 guests

Hydrasport 6-Hour Private Charter in Key West

5.0
$142/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
SUV of the Seas - Top Luxury Adventure Boat in Key West, FL
Events in Key West · 13 guests

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

5.0
Superowner
$238+/hour
Reel Paradise 36 Contender Center Console!!
Fishing in Stock Island · 12 guests

Reel Paradise 36 Contender Center Console!!

New
$230/hour
Instant Book
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
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+/hour
32ft Donzi Center Console for Fishing Charters in Key West!!
Events in Key West · 6 guests

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

New
$900/day
4-Hour Private Charter in Key West with Captain Zak
Powerboats in Key West · 6 guests

4-Hour Private Charter in Key West with Captain Zak

5.0
$175+/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
EXPLORE Natural Beauty of the Keys on our 27FT SEABORN!!
Events in Stock Island · 6 guests

EXPLORE Natural Beauty of the Keys on our 27FT SEABORN!!

5.0
Superowner
Best of 2023
$140/hour
Backcountry Fishing in Key West
Fishing in Stock Island · 4 guests

Backcountry Fishing in Key West

New
$190/hour
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
Private Key West Boat Adventure | Sandbars and More!
Powerboats in Stock Island · 8 guests

Private Key West Boat Adventure | Sandbars and More!

5.0
$88+/hour
"Stress Free" 20ft Mako Center Console Rental in Key West, Florida
Powerboats in Key West · 4 guests

"Stress Free" 20ft Mako Center Console Rental in Key West, Florida

New
$204/hour
2020 Sailfish 270 WAC Charter in Key West!
Powerboats in Key West · 6 guests

2020 Sailfish 270 WAC Charter in Key West!

5.0
$169+/hour
BackCountry Sandbars Key West
Powerboats in Key West · 4 guests

BackCountry Sandbars Key West

5.0
$99/hour

Cudjoe Key Reviews

  1. VC

    Valentina

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

    Everything was perfect! Captain Bridget was awesome!! Highly recommended.

  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!!!!