Our favorite activities to share with guests include hiking, swimming and snorkeling, exploring local cuisine, scuba diving, and shopping. Check out our sample itinerary below for an example of what guests can experience during a week-long sailing trip in the USVI. Our sample itinerary is designed to help you make the most out of your week-long all inclusive yacht charter in the U.S. Virgin Islands.
One Week Sailing Trip Sample Itinerary
Day 1: Fly into the Cyril E. King (STT) airport on St. Thomas. Charters typically start at noon, so we suggest arriving in the morning or, better yet, the evening before your charter date. Take a short taxi ride to either American Yacht Harbor (Red Hook) or Yacht Haven Grande (Charlotte Amalie) where we'll arrange to have your Captain and crew meet you. Drop your bags and allow the crew to escort you to your own private yacht for the week! After settling in and a quick bite to eat, set sail to one of St. Thomas's smaller outlying islands. Enjoy a peaceful evening with delicious food and cocktails catered to your unique preferences the yacht's culinary trained chef.Day 2: Wake up in paradise to the smell of freshly brewed coffee and breakfast whipped up by the crew. Enjoy a morning of swimming and snorkeling before sailing east to St. John. Known for its pristine beaches and National Park, St. John offers gorgeous views, as well as world class snorkeling, hiking, and scuba diving.
Day 3: Off to the next beautiful destination! For guests interested in mingling ashore, the brand new Lovango Cay Beach Club and Resort offers visitors a beautiful setting to relax on shore and soak in panoramic views of St. John and St. Thomas. Lovango's beach club boasts a 70ft infinity pool, cabanas and lounge chairs available for rent, as well as shopping kiosks and a full service restaurant. After returning to the yacht, for happy hour, cap off the day by cozying up on the bow and stargazing.
Day 4: Wake up just outside St. John’s historical Caneel Bay Resort. Try your hand at paddleboarding, or take your pick of the many beautiful beaches easily accessed by the yacht's tender to soak up some sunshine. Located just around the corner from Caneel is Cruz Bay, where there's an abundance of activity options, from hiking, to shopping, to bar-hopping, you name it!
Day 5: Did somebody say floating taco bar? Yup, we sure did! Set sail for St. John’s Coral Harbor. Grab your fins and swim up to Limeout, St. John’s iconic floating taco bar for lunch. Spend the afternoon snorkeling in St. John’s beautifully protected waters with your crew as your personal guides. Learn to identify local wildlife and experience the vibrant underwater ecosystem. Keep an eye out for turtles, octopus, and lobster! Head back to the yacht for happy hour, tasty treats and cocktails whipped up by the chef.
Celebrating a special occasion? Be sure to let us know so the crew can plan something special many crews offer themed parties or can even coordinate a local private concert right from the stern of the yacht.
Day 6: Learn about St. John’s rich cultural history with a shoreside walk to the island’s best preserved ruins. The Annaberg Sugar Plantation will transport you back to St. John’s hay day of sugar production, while offering breathtaking views of the islands. Spend the afternoon snorkeling with turtles at Maho Bay.
Day 7: Embark on a secret trail walk with your crew to discover ancient petroglyphs hidden within the shores of St. John. Enjoy a well-deserved lunch aboard your yacht before a leisurely downwind sail to Rendezvous Bay. This quiet, tucked away cove is a perfect spot for water sports: tubing, wakeboarding, SubWing, fishing, you name it! Cap the day off with a special send-off dinner while reminiscing about the wonderful week aboard the yacht.
Day 8: Indulge in the chef's final decadent brunch and get one last snorkel or swim in before sailing back to St. Thomas. Have the crew coordinate with their driver to ensure your transition back to the airport or on-island accommodations are seamless, and share a final toast to good times and good company. Until next time!
Check out our top recommended yachts in the U.S. Virgin Islands: