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San Juan, Puerto Rico could be the perfect boating playground for you

Rent a yacht in San Juan, Puerto Rico and experience this beautiful destination in a different way. With a private boat rental from Sailo, you and your crew will have the freedom to discover the most beautiful parts of Puerto Rico. With the wind in your sails on a beautiful sailboat or on an elegant motorboat; cast off for a thrilling, romantic and unforgettable adventure aboard your own private yacht charter from San Juan.

Our finest inventory of private yacht charters in San Juan, Puerto Rico

There are currently 40 Sailo yacht charters waiting for you in San Juan, Puerto Rico. From a day trip on the water, to a week exploring (or more), it’s easy to find the perfect boat for you on Sailo. You can choose from 4 classic sailboats. Our lineup includes 10 catamarans waiting for you in San Juan. We also offer fantastic luxury motor yachts with 17 available to charter in San Juan. Planning a party to remember? What’s a more memorable location than one of our 8 party boats for 13+ guests in San Juan, Puerto Rico?

How to choose the best boat for your next week-long sailing experience

If you are interested in a weekly sailing vacation, after you filtered for weekly trip duration, you can search through 40 boats in San Juan, Puerto Rico by price ranging between $5250 and $32000, type of boat, such as motorboats, sailboats monohulls or catamarans, and number of guests. Once you find the perfect boat, you can click on 'Extras' and choose additional options and services to add to your yacht vacation. Some of the services offered can be provisioning, jet skis or a cook.

Essential safety tips for recreational boating

Whether you’re renting a boat with captain or you choose a bareboat, always keep in mind this basic safety guidelines:
  • if you rent a captained charter, always pay close attention to your captain
  • walk slowly and never run onboard as you can easily slip and fall overboard
  • be mindful of stairs and hatches (never step on them)
  • if you go swimming, floating or paddling, stay away from other boats even if they are anchored or moored
  • pay attention to the other group members and make sure that everybody is accounted for at all times

Guidelines to responsible yachting

If you’re looking to explore our beautiful planet, a yacht charter is a great place to start. Explore coral reefs with your snorkel, discover hidden bays and islands and generally enjoy the view of nature. Remember, that sailing motto: 'Take only photos, leave only wake' (OK, so we paraphrased). To be a responsible sailor, remember:
  • Don’t disturb coral or sealife
  • Take your trash home (and don’t throw anything in the sea)
  • Respect the locals and their customs wherever you go
Read more about responsible boating.