Our Favorite Boat
A classic sailboat kept in top condition — clean, safe, and ready to sail
Private, small-group & scenic sailboat tours out of San Juan
Customizable tours, affordable rates, and flexible times. Your exclusive sailing and snorkeling adventure — no crowded party boats.
📞 (787) 383-4663 — Always call before you bookEvery trip is private or small-group — no crowded party boats
Romance on the water as the sun dips behind Old San Juan. Bring your own drinks and music.
⭐ Most PopularFeel the wind, the spray, and the thrill. Fast, and sometimes wet if we try, and absolutely unforgettable.
🔥 High EnergyGood spotters will see dolphins and tropical fish - sometimes sea turtles. Perfect for all ages!
👨👩👧 All AgesSail to Culebra, Vieques, or the Spanish Virgins — secluded beaches and open water with one of our wonderful Captain partners out of Fajardo. Call us!
🌴 Multi-IslandUp to 6 passengers — you choose the adventure. Sail the bay and harbor of Old San Juan with an experienced captain and crew. Help hoist the sails or just sit back and take in the scenery. Ask anything about sailing or boat ownership — your crew loves to share. All taxes and fees included.
Hundreds of 5-star reviews from around the world
“Captain Jimbo is a wonderful host. From making us comfortable on the boat, to sharing Puerto Rico’s history, to picking a good sparkling rosé — highly recommend!”
“By far the best thing we did in Puerto Rico. Very experienced, very laid back. We brought our own drinks and music, watched the sunset — magical!”
“What a sunset sail. The sailboat was clean, Jimbo was a pleasure both as a seaman and host. San Juan lit up at night from the bay — stunning view.”
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This is for you
This is for you
This is for you
Si usted está en busca de viajes exclusivos y privados de vela en Puerto Rico, Culebra, Viequez, Islas Vírgenes Españolas y más allá — somos unos de los pocos capitanes en Puerto Rico que se especializan en viajes de vela pequeños y o privados.
¡Ven a velear y hacer snorkel con estilo! · Pequeños grupos, aventuras memorables y a explorar las islas del Caribe Noreste.
📅 Reserva tu viajeA classic sailboat kept in top condition — clean, safe, and ready to sail
Small groups. Memorable moments. The Caribbean at its finest.
Always call before you book!
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