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All listings in Fajardo

Great sailboat rentals near Fajardo, Fajardo.

Page 1 of 115 listings

Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico
Sailing in Fajardo · 6 guests

Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

4.9
$1,395/day
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
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
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
Unwind at Sea on the Spacious Voyage 500 Catamaran
Sailing in Fajardo · 6 guests

Unwind at Sea on the Spacious Voyage 500 Catamaran

4.9
$400/hour
Private Sailing Full Day Charter - Fajardo, Puerto Rico
Sailing in Fajardo · 6 guests

Private Sailing Full Day Charter - Fajardo, Puerto Rico

New
$2,395/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
Snorkeling & Kayak Mini Eco-Experience
Tours in Fajardo · 16 guests

Snorkeling & Kayak Mini Eco-Experience

5.0
$60/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
Private Charter Catamaran up to 6 passengers
Sailing in Fajardo · 6 guests

Private Charter Catamaran up to 6 passengers

New
$400/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
$350/hour
Private Tours~ Snorkeling at Palomino & Icacos Islands- Grady White 27'
Powerboats in Fajardo · 6 guests

Private Tours~ Snorkeling at Palomino & Icacos Islands- Grady White 27'

5.0
Superowner
Best of 2025
Snoozed - Active 02 Sep 2025

Sailing Reviews in Fajardo

  1. MM

    Martina

    Janise Sailing Afternoon Charter - Fajardo, Puerto Rico 🇵🇷

    You don’t need to think twice, just simply book. We throughly enjoyed our experience from start to finish. I will definitely be returning. Thank you for having us !

  2. Fiorella

    Fiorella

    Private Tours~ Snorkeling at Palomino & Icacos Islands- Grady White 27'

    Had the best day in Isla Icacos and Palomino with Jose! His boat was perfect for our group of 6, he offered snacks, lunch, beers and even a few shots of rum 🥳. Check in was seamless and he even helped arrange transportation to and from San Juan. I definitely recommend booking this tour and captain!

  3. 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!

  4. Nathan

    Nathan

    Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

    Great day on the water! Capt Ricardo and First Mate Scott were very professional, right on time, provided a great lunch and very nice too. We had a wonderful time and would go out with them again. The boat was clean, comfortable and in good shape.

  5. Dustin

    Dustin

    Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

    Our experience with Captain Iván and his 1st Mate, Ashley could not have been better. We had a beautiful day at sea aboard his impressive yacht. We ate a delicious lunch prepared by Ashley, snorkeled and hung out with fantastic hosts. Captain Iván shared stories of his sailing adventures and we enjoyed learning about our surroundings. There were sea turtles too! We highly recommend this charter!

  6. PB

    Philip

    Sailing & Snorkeling Day Charter - Fajardo, Puerto Rico

    We actually had Capt Bill and Ashley..not knocking the other captains but Bill and Ashley were awesome! We would highly recommend and shouid we come back to PR soon, we will certainly request them. If you’re considering taking a charter, these folks are a class act!