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Roosevelt Roads Boat Tours

The best out of 94 boat tours in Roosevelt Roads - enter dates to check availability

Roosevelt Roads Boat Tours

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Top Boat Tours in Roosevelt Roads

Roosevelt Roads: 94 boats available

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Meet the Captain
37 ft
Up to 12 people
AquaVida Charters
4.8
/5
(12 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.

"We came to San Juan to celebrate our friend’s upcoming wedding!" —⁠ Jenny,
trips from
US $1,200
Listing image
60 ft
Up to 13 people
Boating Puerto Rico – Sunseeker
4.7
/5
(7 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
30 ft
Up to 6 people
Water Tours PR
New
Fajardo (3.5 miles from Roosevelt Roads)
Discover the beauty of Puerto Rico from the water aboard Water Tours PR, a 2014 World Cat 295 DC catamaran departing from Fajardo.
+3
trips from
US $850
Listing image
43 ft
Up to 6 people
RM Charter
5.0
/5
(1 review)
Fajardo (3.4 miles from Roosevelt Roads)
Experience luxury and adventure aboard RM Charter, a stunning 2010 Tiara Sovran 4400 Motor Yacht departing from Ceiba.

"Absolutely outstanding experience from start to finish. Ricardo is not only the captain, he is also the **owner** of the boat, and it really shows in the way everything is cared for and maintained to perfection." —⁠ Gonzalo,
+3
trips from
US $2,000
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36 ft
Up to 6 people
All-Inclusive Private Yacht Charter | Fajardo
5.0
/5
(2 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
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30 ft
Up to 6 people
BEST PRIVATE TOUR & SNORKELING ALL INCLUSIVE
5.0
/5
(15 reviews)
Fajardo (7.2 miles from Roosevelt Roads)
The Caribbean is calling. Enjoy an all-inclusive private charter aboard our pristine Wellcraft Coastal 290 Walkaround, departing from Fajardo and designed for up to 6 guests.

"Outstanding time for our family of four with Captain Yamil on his beautiful boat." —⁠ Lisa,
+4
trips from
US $496
Listing image
21 ft
Up to 6 people
Hype Adventure PR
5.0
/5
(25 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.

"Thank you so much! We had such an amazing time with Captain Luis!" —⁠ Lilliana,
trips from
US $170
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31 ft
Up to 6 people
Carly's Boat Trip
5.0
/5
(56 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.

"Our private boat tour with Captain Carly was truly a dream day!" —⁠ Kristie,
+3
trips from
US $399
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Meet the Captain
28 ft
Up to 6 people
PR Tropical Charters
5.0
/5
(14 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.

"Tropical Charters made my 50th Birthday celebration absolutely spectacular!" —⁠ Patricia,
+3
trips from
US $600
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26 ft
Up to 6 people
Happy Boat- Private Boat Tour
5.0
/5
(34 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.

"Captain Joel made our day on the water absolutely amazing! 🌴🌊 He took us to a beautiful island Icacos, and the whole experience was incredible from beginning to end." —⁠ Olga,
trips from
US $398

Frequently Asked Questions about Boat Tours in Roosevelt Roads

According to customer reviews, some of the most popular boat tours in Roosevelt Roads are:
Full list of top boat tours in Roosevelt Roads
According to customer reviews, some of the most popular boat tours in Roosevelt Roads are:
Full list of top boat tours in Roosevelt Roads
The average price for a private 4 hour Roosevelt Roads boat trip is US $2,860, while an 8 hour private trip will cost you US $2,807 based on prices on BoatBooker.com.
The average price for a private 4 hour Roosevelt Roads boat trip is US $2,860, while an 8 hour private trip will cost you US $2,807 based on prices on BoatBooker.com.
The top 5 boating-related activities in Roosevelt Roads are:
The top 5 boating-related activities in Roosevelt Roads are:
The top 5 most popular boat types you can rent in Roosevelt Roads, by number of boats available are:
The top 5 most popular boat types you can rent in Roosevelt Roads, by number of boats available are:
The top 5 most popular boat categories you can rent in Roosevelt Roads, by number of boats available are:
The top 5 most popular boat categories you can rent in Roosevelt Roads, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Roosevelt Roads are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Roosevelt Roads are:
The average price of boat tours in Roosevelt Roads is:
  • 4-hour boating trips – US $2,750
  • 6-hour boating trips – US $3,500
  • 8-hour boating trips – US $4,500
The average price of boat tours in Roosevelt Roads is:
  • 4-hour boating trips – US $2,750
  • 6-hour boating trips – US $3,500
  • 8-hour boating trips – US $4,500
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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

  • 5.0
    /5
    (Boating)

    Paradise

    Communicate with your captain on what you want your adventure to be and what your expectations are.
    Marilyn R.
    Marilyn R.
    Reviewed on April 1, 2026

How people rated boat trips in Roosevelt Roads

  • Pure Adventure Corp – Twin Vee
    Pure Adventure Corp – Twin Vee
    Boat rentals in Roosevelt Roads
    5.0
    /5
    (4 Hour – Afternoon Boat Charter)

    Best Family experience EVER!!

    Juan and Freddie are informative and very helpful. You will not regret this experience. We have high expectations and they exceeded!!!
    Kara K.
    Kara K.
    Reviewed on Jul 25, 2025

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