USVI 7 Day Crewed Catamaran Itinerary

Trunk Bay,St John,USVI

Embark in St Thomas and discover St John and St Croix on your 7 day US Virgin Islands crewed catamaran charter vacaction

Step onboard a luxury crewed catamaran in the US Virgin Islands and discover our sample US Virgin Islands crewed catamaran itinerary, designed to give you the best of everything that these gorgeous islands have to offer. Itineraries are always suggestions and should be developed in consultation with your Charter Expert and daily check-ins with your captain following the weather and expected swell.

Make an Enquiry


Day 1 - St Thomas to Caneel Bay and Maho Bay, St John

Caneel Bay
Caneel Bay

Pick up at your USVI crewed catamaran yacht at the marina in St Thomas and head directly east to St John, an island in the USVI that is almost entirely a National Park and beautifully preserved. Anchor for some snorkelling in Caneel Bay, before settling down for lunch at Lovango Beach Club. Dinner here is a popular option amongst charterers; Zozo's is a highly-renowned resturant for local fresh Caribbean cuisine, with the option of a fixed menu for $100/person.

Alternatively, following lunch enjoy a short sail to Maho Bay. Enjoy paddle boarding, a walk on the beach or snorkelling with the sea turtles. Watch the sunset while enjoying cocktails and hors d’ouevres and enjoy an evening of good food, games, and togetherness.


Day 2: Waterlemon Cay, St John

Waterlemon Cay
Waterlemon Cay

After breakfast, dinghy over to Mary’s Point or Whistling Cay for a guided snorkel tour, learning about the coral reef ecosystem. After lunch, enjoy a leisurely sail to Waterlemon Cay. If you want to go ashore, you can take the short hike to the Annaberg ruins for a fascinating historical tour. Or just check out the amazing snorkelling and world-class fly fishing in the salt flats. For the adventurous, this is a great place for a night dive around Waterlemon Cay!

Day 3: Coral Bay, St John

Coral Bay
Coral Bay

Start the day with a nice hike/snorkel at Waterlemon Cay (depending on what was accomplished the day before), or a quick motor sail up to Newfound Bay to try your hand at snaring a Caribbean lobster. For lunch, shoot over to Coral Bay to enjoy fresh cocktails, tasty tacos, and a fun, festive atmosphere at Lime Out, before sailing to Salt Pond Bay. Enjoy a quiet afternoon on a gorgeous white sand beach surrounded by Caribbean views. Other options include snorkelling at Booby Rock, a dive excursion or hike Rams Head for an epic sunset view.

Boatbookings has over 17 years organizing charters in the USVI. Contact us for a personalized proposal.

Contact us to plan your USVI Charter

Day 4: Congo Cay, Carvel Rock, Mingo Cay, Magens Bay

Magens Bay
Magens Bay

Enjoy an early morning hike up the Ram’s Head Trail. Return to the vessel for a relaxing mid-morning sail to the Lovango/Congo Cay cut. Stop for lunch. Feeling adventurous? Dive the legendary Carvel Rock, making sure to look for old cannonballs and other relics. You may even get lucky and see some local blacktip reef sharks. Not a diver but still looking for an adrenaline rush? Ask your captain about some local cliff jumping options or try to surf the cut at Mingo Cay. Sunset sail to the World Famous Magens Bay, St Thomas (weather dependent) and enjoy a sunset swim, paddle or walk on the longest beach in St. Thomas!

Day 5: Magens Bay

Water sports day!

Breakfast followed by water sports. Magens Bay is the perfect spot for paddleboarding, wakeboarding, foiling, water skiing, and tubing. Not into the action? Hide out on one of the small, secluded strips of beach where you’ll have the place to yourself. After lunch, enjoy some time on the beach or perhaps visit the Magens Bay Beach Bar and Boutique for cocktails and shopping fun.

Day 4-5 Option: St. Croix

St Croix
St Croix

Interested in exploring the largest island in the VI territory? St. Croix is a quiet, friendly island with a fascinating history and a burgeoning restaurant industry. Located appx. 35 miles south of St. Thomas and St. John, it’s an exciting “beam reach” sail to and from St. Croix, with the one-way trip being 4-5 hours of exciting, open water sailing (where you're likely to see a dolphin or two).

Once arrived in STX, you’ll enjoy world-class diving on the North Shore, snorkelling with sea turtles at Buck Island, and fascinating historical relics and stories! If permissible, your crew can help rent a car and go explore the rainforest, beautiful beaches and enjoy the local culture. Fancy a round of golf? Check out the Buccaneer for a unique island golfing experience. Don’t forget to stop by the Norma’s Domino Club to enjoy local concoctions and feed the beer drinking pigs! History buff? Tour Fort Christian, Fort Frederick, Estate Whim or the famous Cruzan Rum factory. Sail back to St. Thomas the morning of Day 6. 

Day 6 - Little St James, Buck Island (St Thomas)

Snorkeling in USVI
Here's looking at you

Motor sail up to Little St. James for a gorgeous snorkel/dive at “Ledges” or “Calf and Cow”. Enjoy lunch at Pizza Pi, in Christmas Cove, Great St. James (if open). After lunch set sail for historic Buck Island (STT) and enjoy a quiet evening, enjoying the sunset and learning the history of Buck Island and its highlights. Buck Island is a nature preserve and home to many migratory birds, as well as a sanctuary to endangered sea turtles.

Day 7: Wreck of the Cartanza, Turtle Cove, Honeymoon Beach, Water Island, Charlotte Amalie

Charlotte Amalie
Charlotte Amalie

Breakfast Snorkel the wreck of the Cartanza, an old freighter with a fascinating history, and/or dinghy over to Turtle Cove to swim with the turtles. You have a downwind sail to Honeymoon Beach, on Water Island. Enjoy lunch aboard and then spend the afternoon on the beach or rent golf carts and explore the island if you're interested. Take a leisurely sunset sail through historic downtown Charlotte Amalie and enjoy cocktails/hors d’oeuvres while your crew provides a fun, historical tour of the area. Spend the night at anchor in the harbour or stay on the dock at Yacht Haven Grande (dockage at the charterer’s expense). Enjoy some local nightlife! 

Day 8 - Disembark

After your final amazing breakfast on board, you may be interested in a walking (and shopping) tour of historic Charlotte Amalie! Check out Emancipation Gardens, the 99 steps, and the historic Fort Christian. Take advantage of duty-free shopping at Vendor’s Plaza or in any of the downtown boutiques. Return to the boat to pack for a noon departure. The crew will arrange transportation to your hotel or the airport.

Boatbookings has over 17 years of experience organizing charters in the USVI. We're experts on matching the right boat and crew with your party! Contact us if you'd like a personalized proposal!

Contact us to plan your USVI Charter

Our Top BVI Crewed Sailing Yachts

No Obligation Travel Itinerary

No Obligation Travel Itinerary

We take the planning off you and give you access to the best yachts and destinations, including the best kept secrets.

Here’s Why You Will Have The Best Experience With Us

  • Members of all Prestigious Yachting Associations -  in the USA, Europe and Asia, including MYBA. MYBA membership is granted to companies with a proven track record of professional excellence in the yachting industry, meaning you are protected.
  • Experienced Travel and Yacht Experts - that plan and build your perfect travel itinerary. We know because we go!
  • Quality Assurance - of crews and yachts, examined by us for you! Crewed, day boats, bareboats… who says we can’t do it all?
  • Peace of Mind - we’re on hand 24 hours a day, 7 days a week. We’re here for you.
  • Largest Online Library - at your disposal with a click of a button (or few!) we have the best itineraries and all the yachts.
Top Rated Yachts
  • 3 SISTERS - Fountaine Pajot Lucia 40 - 2 Cabins - St Thomas - St John - St Croix

    3 SISTERS - Fountaine Pajot Lucia 40

  • CHAMPAGNE - Fountaine Pajot Elba 45 - 3 Cabins - St Thomas - St John - St Croix

    CHAMPAGNE - Fountaine Pajot Elba 45

  • SEACLUSION - Sunreef 80 - 4 Cabins - St Thomas - St John - St Croix

    SEACLUSION - Sunreef 80

  • GRACE - Lagoon 52 - 4 Cabins - St Thomas - St John - St Croix

    GRACE - Lagoon 52

  • MARIANN - Fountaine Pajot Saba 50 - 3 Cabins - St Thomas - St John - Virgin Gorda - Tortola:

    MARIANN - Fountaine Pajot Saba 50

Facebook Twitter Pinterest Youtube Instagram Linkedin

This website uses cookies --- I understand and accept