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Roosevelt Roads, Ceiba Boat Rentals

Page 1 of 124 listings

Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico
Sailing in Ceiba · 19 guests

Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

5.0
$450/hour
Private Charter Catamaran up to 6 passengers
Sailing in Fajardo · 6 guests

Private Charter Catamaran up to 6 passengers

New
$400/hour
26ft Sea Fox Fully Loaded Puerto Rico Keys Private All-inclusive Island Tours
Powerboats in Fajardo · 7 guests

26ft Sea Fox Fully Loaded Puerto Rico Keys Private All-inclusive Island Tours

5.0
$1,200/day
Grady White 33' - Palomino/Icacos - Culebra Vieques (Up to 10 people)
Powerboats in Fajardo · 10 guests

Grady White 33' - Palomino/Icacos - Culebra Vieques (Up to 10 people)

4.7
Snoozed - Active 02 Jan 2026
Viking 43' – Luxury Sport Yacht Charter
Events in Fajardo · 10 guests

Viking 43' – Luxury Sport Yacht Charter

New
Snoozed - Active 02 Oct 2025
Wellcraft 30 Motor Yacht In Icacos and Palomino Islands
Events in Fajardo · 8 guests

Wellcraft 30 Motor Yacht In Icacos and Palomino Islands

New
Best of 2025
$250/hour
VIP Luxurious Neptunus 60' in Fajardo Puerto Rico
Events in Fajardo · 12 guests

VIP Luxurious Neptunus 60' in Fajardo Puerto Rico

New
$450/hour
Private Boston Whaler Outrage 37' for up to 10 people!!
Powerboats in Fajardo · 10 guests

Private Boston Whaler Outrage 37' for up to 10 people!!

4.0
$285/hour
82' Sunseeker Predator Mega Yacht!!!
Events in Fajardo · 12 guests

82' Sunseeker Predator Mega Yacht!!!

5.0
$400+/hour
Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico
Sailing in Fajardo · 6 guests

Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

5.0
$1,395/day
Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico
Sailing in Fajardo · 6 guests

Leopard 43 Sailing Cat with USCG Certified Captain & Crew in Ceiba, Puerto Rico

5.0
$450/hour
Reserve the 25ft Robalo Center Console in Fajardo, Puerto Rico
Powerboats in Fajardo · 6 guests

Reserve the 25ft Robalo Center Console in Fajardo, Puerto Rico

5.0
$125/hour
Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷
Sailing in Fajardo · 6 guests

Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

4.9
$995/day
Instant Book
Awesome Sea Ray Sundancer 51’ Yacht for Charter
Events in Fajardo · 10 guests

Awesome Sea Ray Sundancer 51’ Yacht for Charter

5.0
$600/hour
Instant Book
30 ft Power Cat / All Inclusive Private Tours
Powerboats in Fajardo · 6 guests

30 ft Power Cat / All Inclusive Private Tours

5.0
$300/hour
Instant Book
Beautiful SeaRay 60ft Luxury Yacht
Events in Fajardo · 12 guests

Beautiful SeaRay 60ft Luxury Yacht

5.0
Superowner
$325/hour
Azimut Seajet 70' — Luxury Yacht Charter
Events in Fajardo · 12 guests

Azimut Seajet 70' — Luxury Yacht Charter

New
Snoozed - Active 16 Sep 2025
Tiara Yachts 43' Luxury Yacht Adventure in Puerto Rico
Events in Fajardo · 6 guests

Tiara Yachts 43' Luxury Yacht Adventure in Puerto Rico

5.0
$1,950/day
Your Private Yacht for the Day – Lagoon 42 Full-Day Charter
Sailing in Fajardo · 6 guests

Your Private Yacht for the Day – Lagoon 42 Full-Day Charter

New
$2,500/day
Beautiful Contender 37
Powerboats in Fajardo · 8 guests

Beautiful Contender 37

New
Superowner
$280/hour
Sunseeker 60 Yacht for up to 13 guests with Seabob water scooter included
Events in Fajardo · 13 guests

Sunseeker 60 Yacht for up to 13 guests with Seabob water scooter included

5.0
Best of 2025
$399/hour
Fairline Targa 65ft yacht - Sunset Cruise Luxury Yacht 5PM to 8PM
Events in Fajardo · 13 guests

Fairline Targa 65ft yacht - Sunset Cruise Luxury Yacht 5PM to 8PM

New
Best of 2025
$499+/hour
Cruiser 38 Palomino and Icacos Dream Boat
Events in Fajardo · 9 guests

Cruiser 38 Palomino and Icacos Dream Boat

New
Best of 2025
$260+/hour
Brandnew Tiara 47 for Luxurious Voyage to Palominos, Icacos, and Isla de Ramos
Events in Fajardo · 9 guests

Brandnew Tiara 47 for Luxurious Voyage to Palominos, Icacos, and Isla de Ramos

3.0
Best of 2025
$275+/hour

Roosevelt Roads Reviews

  1. DV

    DAVID

    Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

    We had a fantastic day with our Captain and his team Harold! If you come to Puerto Rico this is a mandatory activity!!! It is worth every dollar….. when we come back we will do it again

  2. Alexandra

    Alexandra

    Beautiful SeaRay 60ft Luxury Yacht

    Our experience was absolutely amazing from beginning to end! Booking was super easy, and communication throughout the entire process was excellent. The yacht was beautiful, clean, and exactly as described. Our family had an unforgettable time on the water — everything went smoothly, and we couldn’t have asked for a better experience. Highly recommend

  3. CJ

    Chris

    Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

    Overall amazing experience from both the captain and crew. Food and service were nothing short of amazing. Would definitely book again !

  4. Andrea

    Andrea

    Luxury Sailing Catamaran Charter in Fajardo, Puerto Rico

    boat and crew were amazing ! We had a blast and they were very accommodating and friendly. Beautiful big boat! we had a great time and saw so many beautiful places. Food was good! Drinks were good! We will definitely be using them again! Thank you for wonderful moments !

  5. Justin

    Justin

    82' Sunseeker Predator Mega Yacht!!!

    From start to finish this was exactly what we wanted! We booked 36hours before charter and they delivered every thing we requested from food to sea toys!!! The staff was exceptional from start to finish, I don’t think i ever poured my own drink! The boat is very luxurious but still feels comfortable. We will be back!!

  6. LG

    Lucia

    Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

    I don’t usually write reviews but this experience warranted an exception. This was quite literally the perfect day. From the parking-lot- to-boat golf cart ride to the delicious BBQ lunch- every detail was personalized and perfected. The crew was amazing, so sweet, and attentive- even offering to watch for jelly fish while we swam (there were only a few jellyfish but my friends and I are a bunch of scaredy-cats). We saw dozens of turtles and were able to swim near them while we snorkeled. I have family in Puerto Rico so have been coming here for my entire life and this was by far the best service and best experience. I’ve also done both “small group” boat tours and private charters to islands off the coast of fajardo and it’s well worth spending extra on this experience. The bigger group tours can be great but can be extremely crowded. So, If you are deciding between the many options available or deciding between chartering a boat or joining a “small group” tour - look no further than here. Thank you to the amazing crew and the amazing owners! I’ve already rebooked another trip and am so excited to share this experience with more of my people!