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Experience the Caribbean like never before. Private charters for every occasion — from sunset cruises to island-hopping adventures.
Choose from our collection of luxury yachts, catamarans, sailboats, and speedboats in San Juan
What sets Charters Puerto Rico apart
Hand-selected yachts, catamarans, and sailboats maintained to the highest standards in Puerto Rico.
US Coast Guard licensed captains, full marine insurance, and rigorous safety protocols on every Puerto Rico voyage.
Born-and-raised Puerto Rico captains who know every hidden cove, reef, and sunset spot from San Juan to Fajardo.
Discover the most beautiful sailing destinations from San Juan and Fajardo — Culebra, Icacos, Vieques, and more
Private boat tours in Puerto Rico depart year-round from San Juan and Fajardo. Our charters cover the most-booked routes — Culebra, Icacos, Vieques — on half-day and full-day schedules, with USCG-licensed captains and transparent all-inclusive pricing.
Half-day charters (4 hours) are ideal for Icacos or a San Juan Bay cruise. Full-day charters (8 hours) unlock Culebra and Vieques. All packages custom-quoted by vessel.
Every Puerto Rico boat tour we run is a private charter — exclusive use of the vessel, your itinerary, your schedule. We do not run head-boat or mixed-group tours.
Most boat tours of Puerto Rico depart Fajardo (Puerto del Rey marina) for the shortest crossing to Culebra and Icacos. San Juan Bay and Old San Juan departures are available on request.
A glimpse of the Charters Puerto Rico experience on the water






Real experiences from real adventurers
Contact Charters Puerto Rico today to plan your perfect yacht charter experience departing from San Juan. , , or book a for your group.
Every Charters Puerto Rico trip is tailored to you — snorkeling at Culebra, island hopping to Icacos, sunset cruises, or celebrations.
Captain, crew, fuel, snorkel gear, cooler, and ice are included in every boat tour. You bring your own drinks and lunch, or we arrange catering for an extra charge.
San Juan is the most convenient departure point for Old San Juan hotel guests and cruise-ship travelers. San Juan Bay charters sail past El Morro and La Fortaleza, and east-coast transfers to Fajardo unlock Culebra, Icacos, and Vieques within the same day.
2–3 hour harbor cruises pass El Morro, La Fortaleza, and Isla de Cabras — popular for cruise-ship guests with a short window in port.
Our charter team coordinates ground transfers from Old San Juan or Condado hotels to Puerto del Rey marina in Fajardo (~60 minutes), so you don't need a rental car.
Evening San Juan boat trips depart around 4:30 PM for golden-hour views of Old San Juan's skyline and fortifications from the water — 2–3 hours on a private yacht or catamaran.
San Juan Bay Marina and Club Náutico de San Juan are both within a 10-minute drive (or 20-minute walk) of Old San Juan — the easiest boat rental in San Juan Puerto Rico for walk-up guests.
“We booked a full-day charter for my husband's birthday and it exceeded every expectation. Snorkeling at Icacos Island was amazing — crystal clear water and colorful fish everywhere. The captain knew all the best spots. Will definitely be back!”
“Third time chartering with them and they never disappoint. The attention to detail is unmatched — from the gourmet food to the top-notch equipment. They made our anniversary celebration truly special. Five stars all the way.”