Our Signature Trips are a Once-in-a-Lifetime Experiences

Sailing adventures, music festivals, yoga on the boat, ringing in the New Year - the options are endless!


Whether you're looking to enjoy the island's famous music festivals, sail along during spring regatta or celebrate pirate week, Custom Yacht Charter Signature Trips are a perfect way to add a lil twist to your sailing adventure.

Check out our upcoming trips and be sure to visit this page often as we add new charters regularly.


Don't see an event or theme, or are you celebrating something special? Let us know. We can customize a sailing trip to be exactly what you're looking for!


CYC Exclusive:

Captain Pete Signature Trips!

Signature Trips skippered by Custom Yacht Charter’s very own Captain Pete are run only a few times a year. Don’t miss your chance to be part of one of these exclusive, limited access trips. These are not-to-be-missed, extra special CYC vacations.