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Cienfuegos, Cienfuegos Boat Rentals

Page 1 of 124 listings

Top Luxury 2021 Brabus Shadow 500 Cabin Adventure Boat in Marathon, Florida!
Events in Marathon · 13 guests

Top Luxury 2021 Brabus Shadow 500 Cabin Adventure Boat in Marathon, Florida!

5.0
Superowner
$225+/hour
36’ Contender – Triple 350s, Sandbar, Snorkel, Key West Run
Fishing in Marathon · 12 guests

36’ Contender – Triple 350s, Sandbar, Snorkel, Key West Run

New
$220+/hour
2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar
Fishing in Marathon · 6 guests

2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar

5.0
$125+/hour
THE ONE AND ONLY GRADY WHITE FREEDOM
Fishing in Marathon · 8 guests

THE ONE AND ONLY GRADY WHITE FREEDOM

New
$150/hour
18' Glastron | Experience the Ultimate Escape!
Powerboats in Key Colony Beach · 6 guests

18' Glastron | Experience the Ultimate Escape!

New
$97/hour
Instant Book
Snorkel, Sandbar, and Fish on a Cobia 28 Center Console
Powerboats in Marathon · 6 guests

Snorkel, Sandbar, and Fish on a Cobia 28 Center Console

5.0
$150/hour
Top Luxury Adventure Boat in Marathon, Florida
Events in Marathon · 13 guests

Top Luxury Adventure Boat in Marathon, Florida

5.0
Superowner
$238+/hour
Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous
Powerboats in Marathon · 6 guests

Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

5.0
$125/hour
Comfortable Pontoon Boat with 4-Stroke ~ Bring the Whole Family & the Dog
Powerboats in Marathon · 12 guests

Comfortable Pontoon Boat with 4-Stroke ~ Bring the Whole Family & the Dog

5.0
$318+/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
26ft Sport Cabin Parker Fishing Boat in Marathon, Florida
Fishing in Marathon · 4 guests

26ft Sport Cabin Parker Fishing Boat in Marathon, Florida

New
$82+/hour
🚤 Rent This 24ft Hurricane Deck Boat – Your Key to Island Adventure in Key West
Powerboats in Marathon · 10 guests

🚤 Rent This 24ft Hurricane Deck Boat – Your Key to Island Adventure in Key West

New
Superowner
Best of 2025
$125/hour
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
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
"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
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
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
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

5.0
$225+/hour
Instant Book
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
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
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
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

Cienfuegos Reviews

  1. Cassadee

    Cassadee

    Key West Luxury Charters

    We had the BEST day out on the water with Captain TJ and Carlos from Reel Paradise Charters! From start to finish, they made the entire experience so fun, smooth, and unforgettable. TJ was absolutely amazing — so knowledgeable, personable, and clearly passionate about what he does. He went above and beyond to make sure everyone was having a great time, and we couldn’t have asked for a better captain. Carlos was equally awesome, super friendly and attentive, and made sure everything ran perfectly. The boat was beautiful, the views were stunning, and the energy the whole day was unmatched. If you’re thinking about booking a boating adventure, I HIGHLY recommend Reel Paradise Charters — you’ll be in the best hands with TJ and Carlos!

  2. MC

    Marcy

    Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

    We booked Scott last minute and very happy we did. Communication was great and he was able to pick us up at our rental house on the water. Game changer. Very knowledgeable about the area and accommodating to everything we wanted to do and see. Thanks, Scott!

  3. Emily

    Emily

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console

    My kids and I had a fantastic experience with Brad. He was knowledgeable, friendly, flexible and provided a fun 3 hour excursion full of fun and funny memories. The location is absolutely stunning. Highly recommend him for anyone looking for a great day out in the beautiful waters in the Keys. Thank you!

  4. ST

    Shane

    Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

    We had an incredible experience with Captain Scott! He took us to two beautiful snorkel spots that were perfect for first-time snorkelers. The boat was fully stocked with clean, high-quality gear, and he patiently helped my particular family find the perfect fit. Captain Scott was kind, informative, and clearly skilled…he made the whole trip feel easy and enjoyable. Highly recommend!

  5. RH

    Rachel

    Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

    Scott was great! Highly recommend! He customized the trip for the things we were interested in. His hospitality was top tier, a great communicator, and Scott is very knowledgeable regarding the ocean and area! If we're back in the area we'll be seeing Scott again! You won't regret choosing Scott and his beautiful boat!

  6. MB

    Mike

    Comfortable Pontoon Boat with 4-Stroke ~ Bring the Whole Family & the Dog

    The boat was great, accommodated our party of 11 perfectly. The GPS was perfect for navigating, and we also received a map with several must visit spots. Great communication, everything was as advertised, definitely would rent again in the future. Thanks!