Puerto Rico Private Charter Sailing Adventure

Sailing Adventures

Luxury Sailing Private Charter Experience in Puerto Rico


Cruise and experience the Caribbean Islands in style, sail to the most beautiful beaches in the islands of Culebra, Vieques, Icacos, Palomino & BVI. Hop aboard our modern and elegant sailboats, set to make your adventure out in the sea a memorable one. We are all about getting you to experience the Caribbean lifestyle and the warmth of this tropical paradise. All, while enjoying a clean, elegant, and service-oriented atmosphere. We ensure all our guests enjoy an exceptional and personalized service.


Whether you are looking to plan a family fun day or a romantic getaway, each outing will be tailored according to your needs.  Sailing Destinations are recommended by our captain and approved by you.  

On-board amenities include paddle boards, full snorkeling gear, and floaties. 

Private Charter Sailing Experiences

Adventure Day Sail - Top Seller

Set sail on your own expedition to the east coast islands of Puerto Rico. Swin in clear blue waters, rest and relax by the palm trees or paddle board and explore. Soak up the sun and wonderful views from our roomy cockpit and open swim platform.


Capacity: 4   State Rooms: 3   Head: 2 (Bathrooms)

  • ​​Captain & Crew

  • Water, assorted soft drinks & juices, local beer, and rum. Mojito or Sangria pitchers are available at an additional cost.

  • Beach Snacks

  • Snorkeling gears, Paddle Board, and floaties

  • Luxurious and comfortable seating

  • Sun Pad

  • Stereo with Wireless Bluetooth™ and media inputs

  • Air Conditioning

  • TV & DVD Player

  • Water Heater


  • Extra Guest @ $85 ea. (Boat up to 6 guests)

  • Deluxe full service. Includes snacks, a BBQ meal, beverages, and onboard amenities. Choice of (2) hard liquors (rum, vodka, whiskey, tequila), Sparkling Wine, Mixers.

More information:

  • You can bring your own beverages and meals; we'll provide you with coolers, ice, serving trays, plates, and cutlery.

Image by Kara Eads

Standard / Icacos & Palomino: $1,250

Deluxe Package: $1,500

Add Round Trip Ground Transportation from San Juan: *from $300

Departure from: Marina Puerto del Rey

Duration: 6 hours

10:00am - 4:00pm

Overnight Options - Email us

2-night minimun required for local islands

Puerto Rico Sailing Sunset Charter

For Special request, please call us or contact us by email info@iventurescaribbean.com

Luxury Yacht or Boat Charter with Captain?

Catamaran Yacht Rental Puerto Rico Icacos Palomino

Yacht Charter

Experience pure relaxation aboard an exclusive Yacht. 

Puerto Rico most popular destinations: Icacos, Palomino, Culebrita, Culebra, Vieuqes and more.

All Inclusive Packages available with ground transportation from San Juan.


Yacht options from 43' to 82'.



Boat Charter Puerto Rico Rental Icacos p

Boat Charter

Boat Charter Day Trips on the best spots of Puerto Rico. Great for small groups & private experience.


Puerto Rico most popular destinations: Icacos, Palomino, Culebrita, Culebra, Vieuqes and more.

Experience Superior Service with our Boat Charter alternatives.