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All listings in Fajardo

Great sailboat rentals near Fajardo, Fajardo.

Page 1 of 115 listings

Private Tours~ Snorkeling at Palomino & Icacos Islands- Pursuit 28'
Tours in Fajardo · 6 guests

Private Tours~ Snorkeling at Palomino & Icacos Islands- Pursuit 28'

5.0
Superowner
Best of 2025
$650/day
Private Tours- Snorkeling at Palomino & Beach Time at Icacos Island- Mako 29'
Tours in Fajardo · 6 guests

Private Tours- Snorkeling at Palomino & Beach Time at Icacos Island- Mako 29'

New
Superowner
Best of 2025
$650/day
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
Private Tours & Snorkeling at Flamenco Beach Culebra or Culebrita Island
Tours in Fajardo · 6 guests

Private Tours & Snorkeling at Flamenco Beach Culebra or Culebrita Island

5.0
Superowner
Best of 2025
$1,500/day
Charter 52' Cruising sailboat in Fajardo, Puerto Rico
Sailing in Fajardo · 6 guests

Charter 52' Cruising sailboat in Fajardo, Puerto Rico

5.0
$850/day
Awesome and Spacious Sea Ray 55’ 2009 Motor Yacht Rental in Fajardo, Puerto Rico
Events in Fajardo · 12 guests

Awesome and Spacious Sea Ray 55’ 2009 Motor Yacht Rental in Fajardo, Puerto Rico

5.0
$800/hour
Private Sailing Full Day Charter - Fajardo, Puerto Rico
Sailing in Fajardo · 6 guests

Private Sailing Full Day Charter - Fajardo, Puerto Rico

New
$1,995/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
Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo
Sailing in Fajardo · 6 guests

Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo

New
$583/hour
Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo
Sailing in Fajardo · 12 guests

Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo

New
$450/hour
Lagoon 42 Luxury Catamaran Sail to Icacos or Palominos
Sailing in Fajardo · 12 guests

Lagoon 42 Luxury Catamaran Sail to Icacos or Palominos

New
$575/hour
Your Private Yacht for the Day – Lagoon 46 Full-Day Charter
Sailing in Fajardo · 6 guests

Your Private Yacht for the Day – Lagoon 46 Full-Day Charter

New
$2,730/day
Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo
Sailing in Fajardo · 6 guests

Luxury Leopard 47' Power Catamaran for Daily Charter or Scuba in Fajardo

New
$350/hour
Private Charter Catamaran up to 6 passengers
Sailing in Fajardo · 6 guests

Private Charter Catamaran up to 6 passengers

New
$400/hour
Private Charter Adventure to Palomino or Icacos, Fajardo PR - 26' Hydra Sports
Powerboats in Fajardo · 6 guests

Private Charter Adventure to Palomino or Icacos, Fajardo PR - 26' Hydra Sports

New
$650/day
Instant Book

Sailing Reviews in Fajardo

  1. JF

    Jorge

    Private Tours~ Snorkeling at Palomino & Icacos Islands- Pursuit 28'

    Great experience with great hosts. Nice boat took us out to Palomino and Icacos, and the family had a blast. Great music, snacks, and beverages were on point. Overall, it exceeded my expectations. Will definitely book again with Jose and team.

  2. Colin

    Colin

    Private Tours~ Snorkeling at Palomino & Icacos Islands- Pursuit 28'

    had a great time with Jose and his nice boat. it was clean and he had a lot of snacks and supplies for us we felt very well taken care of. he showed us around the area and the different spots as well as taking us to both icacos and palomino. he had all the toys and really was a great value experience absolutely loved it thanks Jose

  3. IC

    Iliayka

    Private Tours~ Snorkeling at Palomino & Icacos Islands- Pursuit 28'

    First time renting a boat excursion . I love the experience with Black octopus. The Captain Abi was amazing. We have a blast. I did it for my Bday celebration and omg we enjoyed it every single minute. I love the fact that you can request the time that you want to start. We definitely will do it again.

  4. DL

    Dmitriy

    Private Tours & Snorkeling at Flamenco Beach Culebra or Culebrita Island

    Highly recommend. We booked a day trip with Jose to Culebra Island (Flamenco beach) and really enjoyed the amazing day. The captain and the mate made our day exciting and unforgettable. There are a lot of beach toys, chairs, snorkeling gears, drinks and snacks on the boat, so you don't need to care about it. For extras you may get a bbq and/or a Seabob, which is cool underwater scooter. Will definitely book again.

  5. Cristina

    Cristina

    Charter 52' Cruising sailboat in Fajardo, Puerto Rico

    I need more stars to rate this trip and Domingo a 10!!! Everything about this day was beyond amazing!!! The sailing, the amazing beach and swimming….THE LUNCH!!!! But most of all his kindness and hospitality are top notch!!!! Worth every penny and every second of the day!

  6. Diane

    Diane

    Charter 52' Cruising sailboat in Fajardo, Puerto Rico

    If you are looking for a beautiful day on the waters of Puerto Rico we can highly recommend booking your day with Domingo. He and Laura were the perfect hosts and the sailing was gorgeous. We went snorkeling and swimming in the crystal waters. The lunch they cooked and served was delicious.