Roosevelt Roads Boat Tours

The best out of 79 boat tours in Roosevelt Roads - enter dates to check availability

Roosevelt Roads Boat Tours

79 boats available

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Top Boat Tours in Roosevelt Roads

Roosevelt Roads: 79 boats available

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Listing image
Center console silhouette
37 ft
Up to 12 people
4.8
/5
(7 reviews)
Fajardo (14 min drive from Roosevelt Roads)
Experience the ultimate boating adventure with AquaVida Charters, a 2010 Boston Whaler Outrage 37 center console, based in Fajardo.

"captain albert and the team were awesome. went on a girls trip with 7 people and we all fit comfortably." —⁠ Samantha,
trips from
US $1,200
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Motor yacht silhouette
60 ft
Up to 13 people
4.6
/5
(5 reviews)
Roosevelt Roads
Experience the ultimate luxury on the waters of Roosevelt Roads aboard Boating Puerto Rico, a 2013 Sunseeker 60 Motor Yacht fully restored for comfort and style.

"This trip was exactly what I was hoping for. The crew were amazing and quickly became part of my family." —⁠ Marilyn,
+2
trips from
US $2,500
Listing image
Walkaround silhouette
28 ft
Up to 6 people
5.0
/5
(11 reviews)
Fajardo (22 min drive from Roosevelt Roads)
Experience the crystal-clear waters of Puerto Rico aboard PR Tropical Charters, a fully restored 2007 Grady-White Sailfish Walkaround (refit in 2020), based in beautiful Fajardo.

"We had an absolutely incredible experience with our boat captain Gabriel!" —⁠ Sean,
+3
trips from
US $600
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Cruiser silhouette
36 ft
Up to 6 people
5.0
/5
(2 reviews)
5+ external reviews
Ceiba (13 min drive from Roosevelt Roads)
Picture this: the open Caribbean, turquoise water as far as the eye can see, your favorite music streaming through the speakers, and a freshly made lunch waiting on board. No strangers. No schedules. Just you and your crew.

"This family business is the best! The Captain & First Mate are amazing hosts - they provided a delicious home made lunch and brought us to the most beautiful beach!" —⁠ Brett,
+1
trips from
US $1,500
Listing image
Center console silhouette
31 ft
Up to 6 people
5.0
/5
(47 reviews)
Fajardo (22 min drive from Roosevelt Roads)
Embark on the ultimate adventure with Carly's Boat Trip, a 2001 Angler Center Console, 31 ft, available for private charters out of the stunning Fajardo, Puerto Rico.

"We had an incredible 4-hour boating excursion and couldn’t have asked for a better experience." —⁠ Holly,
trips from
US $399
Listing image
Pilothouse silhouette
28 ft
Up to 6 people
5.0
/5
(84 reviews)
Fajardo (22 min drive from Roosevelt Roads)
Hop aboard Yatecito PR, a sleek 2013 Beneteau Barracuda Pilothouse, and set sail from beautiful Fajardo for the ultimate Caribbean adventure.

"We had the best family day on this boat with Captain Alexis!" —⁠ Becky,
trips from
US $599
Listing image
Center console silhouette
26 ft
Up to 6 people
5.0
/5
(27 reviews)
Fajardo (21 min drive from Roosevelt Roads)
Experience the thrill of Fajardo’s sparkling waters aboard Happy Boat, a sleek 2004 Hydra Sport Vector Center Console.

"We had an amazing day on the boat with Captain Joel! From the moment we stepped aboard, he was incredibly kind, patient, and attentive." —⁠ Ivet,
trips from
US $398
Listing image
Center console silhouette
21 ft
Up to 6 people
5.0
/5
(15 reviews)
Fajardo (23 min drive from Roosevelt Roads)
Hype Adventure PR is a sleek 2002 Angler DF 200 AZ Center Console, based in Marina Sardinera, offering unforgettable adventures for up to six guests.

"Our family of 4 had the best experience on our boat trip!  Luis is a great captain." —⁠ Renee,
trips from
US $490
Listing image
Walkaround silhouette
24 ft
Up to 6 people
4.8
/5
(13 reviews)
Fajardo (23 min drive from Roosevelt Roads)
Welcome to East Life Adventures PR we are a company focused on delivering safe, fun, and personalized experiences on the crystal clear waters of the East of PR like Icacos and Palomino,we specialize in private boat tours departing from Fajardo, Puerto Ric

"We stayed in vieques and the captain rearranged the day to pick us up there." —⁠ Carlie,
trips from
US $599
Listing image
Center console silhouette
27 ft
Up to 8 people
4.9
/5
(17 reviews)
Fajardo (22 min drive from Roosevelt Roads)
Step aboard Boriken Voyager, a sleek 26’3” Grady-White Chase Center Console powered by twin 200 HP Yamaha engines, combining performance, comfort, and style for up to nine guests.

"We had an amazing time with the boating crew today. The captain, Jason and crew were friendly, professional, and made sure everyone felt comfortable the entire trip." —⁠ Geovani,
trips from
US $750

Frequently Asked Questions about Boat Tours in Roosevelt Roads

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Boating in Roosevelt Roads

Roosevelt Roads sits on Puerto Rico’s east coast in the municipality of Ceiba, where a vast, protected harbor opens into the turquoise Caribbean. Once a strategic naval waterfront, today it’s prized by captains for its calm, deep waters, reliable trade winds, and easy access to spectacular island scenery.

From here, Roosevelt Roads boating charters can reach the Spanish Virgin Islands of Vieques and Culebra, plus postcard‑perfect cays like Icacos and Palomino within the La Cordillera Nature Reserve. Expect white‑sand beaches, clear snorkeling over coral gardens, and frequent encounters with reef fish and sea turtles. The surrounding mangroves and seagrass beds create sheltered routes ideal for relaxed cruising, paddleboarding, and wildlife spotting.

Mornings often bring glassy seas perfect for families and first‑time boaters, while gentle afternoon breezes are great for sailors and adventure‑minded crews. Day trips hop between sandbars and swim spots; longer outings can explore secluded coves, lighthouse views, and open‑water passages to offshore isles. After sunset, nearby bioluminescent waters offer a magical glow for night excursions timed with the moon.

Whether you prefer a crewed yacht, sporty center console, or a laid‑back sail, this gateway harbor makes planning simple: short runs to multiple anchors, reliable marine services in the region, and a wealth of itineraries to match any group. Start your Roosevelt Roads boating charters here and discover why this east‑coast hub is one of Puerto Rico’s most versatile launch points for island‑hopping adventure.

What people said about boating in Roosevelt Roads

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How people rated boat trips in Roosevelt Roads

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Nearby Boating Destinations

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