Virgin Islands Sailing Charters
  • TYL Adventures Sailing trips - USVI and BVI

    Sailing Adventures in the Virgin Islands!

    Snorkeling | Sight Seeing | Geocaching | Gourmet Food | Romantic Getaway

  • snorkeling collage image TYL Adventures - USVI

    Snorkel in the Virgin Islands.

    TYL Adventures offers multi-day charters or day sail trips in the US Virgin Islands and British Virgin Islands.

  • Sea turtle picture St. Thomas - TYL Adventures

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Welcome to Time of Your Life Adventures

We help you have the Time of Your Life by providing adventures in paradise.

We're passionate about creating a unique and memorable experience for our guests by offering sailing charters based out of Red Hook St. Thomas, USVI. We specialize in day sails, and themed adventures ranging from food pairing to treasure hunting.

Exploring the US and British Virgin Islands is what we do daily. Let us help you discover the islands' hidden treasures and whimsical moments that will allow you to have the Time of Your Life.
"Twenty years from now you will be more disappointed by the things that you didn't do than by the ones you did do. So throw off the bowlines. Sail away from the safe harbor. Catch the trade winds in your sails. Explore. Dream. Discover."
- Mark Twain

Full Day Sail

Explore some of the best destinations in the Virgin Islands. These fully captained and crewed adventures last from 6-8 hours. Popular options include snorkeling the reefs around The US Virgin Islands. Read more →

Multi-Day Charter

For the ultimate adventure embark on a multi-day cruise. Explore the Virgin Islands by day and then experience the magic of spending the night at sea. Your Captain and crew will help you discover a truly unique vacation. Read more →

Create Your Adventure

Looking for something different? Create your own adventure. Services we provide include: sunset dinners, custom charters, weddings and receptions, corporate events, specialty menus, cooking classes, personal chef services, nature tours, history tours, and themed events. Read more →

“The key to having the Time of Your Life is to seek out adventures and experiences worth remembering.“ Learn more...

Why choose us?

  • Our goal is to make you happy
  • We pay attention to the details
  • Fantastic Food (our food is prepared by gourmet chefs)
  • We take the time to get to know you before you arrive
  • Environmentally friendly
  • Safety is our highest priority

Captain's Log

  • Fun Food for Kids
    Fun Food for Kids
    We love having kids onboard and we also know that kids don’t always like the same foods that the grown ups eat, so we are creating a special menu featuring fun food for kids. Here’s...
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  • WE ARE BLESSED!
    WE ARE BLESSED!
    It was a quiet night here in Christmas Cove! The wind was low and with the ferries not running all night it was very calm. We were up at 6 am. Already...
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