7 Day Virgin Islands USVI Sailing Itinerary | Spring Break
Discover the Virgin Islands on this 7-day sailing itinerary to the best islands, cruising and attractions in both the US and the British Virgin Islands for Winter and Spring Break 2024
The British Virgin Islands and US Virgin Islands are without a doubt one of the most popular, yet relatively unspoiled, yacht charter and cruising destinations for sailors of all stripes. Whether you chose to cruise and charter a luxury crewed catamaran in the BVI or take the helm yourself and rent a bareboat sailing yacht, our Charter Experts will tailor an itinerary bespoke to you and your guests' needs and interests.
More and more charters and cruises are now leaving from Charlotte Amalie on St Thomas, sailing to beautiful St John, and then taking in the many wonders of the British Virgin Islands. For Americans, it is easy to get to St Thomas, so instead of trying to fly or water taxi into Tortola, why not sail there and avoid the hassle?
Map
Day 1 - Charlotte Amalie, St Thomas to Caneel Bay, and Maho Bay, St John.
After arriving and picking up your luggage at the airport, meet your boat or yacht at the marina in St. Thomas and head directly east to St John, one of the three main islands in the USVI. St John is almost entirely a National Park and offers many secluded bays and beaches.
Stop for lunch and snorkeling at the famous Caneel Bay. When you've finished enjoying this beautiful bay, set off again for a short sail to Maho Bay. Enjoy paddleboarding, a walk on the beach, or snorkeling with the sea turtles.
Watch your first Virgin Islands sunset while enjoying a beverage of your choice!
Day 2 - BVI Customs, The Caves, the Indians, and Deadman's Bay, Peter Island
Snorkelling Day! After a quick stop at the Customs House in Sopor's hole Marina, West End Tortola, your first stop is the Indians, dramatic rocks jutting out of the sea near Norman Island that offers fantastic deepwater snorkeling.
After a good snorkel there, have lunch and cruise over to the famous Caves at Treasure Point on Norman island, just around the corner from the Bight. These fascinating caves are reputedly the caves that gave inspiration to the book Treasure Island. Swim with the current to look at each cave in succession, for some amazing tropical fish in all their splendor.
Finally, head up to Deadman's Bay on the famous Peter Island. You're sure to see a sea turtle or two as you paddleboard or kayak to this gorgeous beach.
Day 3 - Wreck of the Rhone, The Baths, and North Sound, Virgin Gorda
After a morning swim with the sea turtles, another day of seeing the best of the BVI awaits! The first stop on your charter is snorkeling or diving around the famous Wreck of the Rhone, a well-preserved Mail Boat Steamer that sunk during a hurricane in 1867. You can see the propeller, the ribs of the boat, and normally a few inhabitants such as a big grouper.
Dry off and head north to the Baths, the most famous BVI attraction. Walk among these amazing boulders on the marked path, swim in the hidden pools, or just enjoy the beautiful beaches on both sides. If you head to the Baths in the afternoon, you'll likely find fewer crowds. You may want to hike up to the Top of the Baths restaurant for an amazing view of Sir Francis Drake Channel.
Then sail by the gorgeous beaches and villas on the way to the famous North Sound, Virgin Gorda. Moor at the newly renovated Bitter End Yacht Club one of the renowned BVI hotels with a great marina. The Bitter End was destroyed by Hurricane Irma has recently reopened better than ever. Dinghy over and enjoy a great dinner at the newly rebuilt Saba Rock Resort.
Day 4 - Anegada
After enjoying Virgin Gorda, it's time for a completely different experience. Sail directly north to Anegada, past Richard Branson's Nekker Island. This is the only sail that is not line-of-sight but it is an easy sail due north with the traditional tradewinds from the east (no tacking necessary!). Keep an eye out for whales and dolphins along the way.
Anegada is different from the other BVI islands because it is entirely a coral reef and not volcanic, and part of a massive reef protecting the BVI from the Atlantic. Moor at Pomato point on the western side with all the other catamarans and then it's time for some water sports and a long walk on the beach (or cab ride if you wish) to Cow Wreck Bar. You will fall in love with the long, uninhabited sandy beaches. Maybe some more paddleboarding or tubing before a gorgeous sunset; they always seem to be amazing here.
Dinner ashore for grilled lobster caught that day and barbecued on the beach, and maybe some dancing in the sand!Â
Day 5 - Guana Island
For another perfect secluded beach, on an island that's green and virtually untouched, sail southwest from Anegada to Guana Island. Walk on the beach, and do some water sports in a secluded bay. Sundowners are a must!
Day 6 - Sandy Spit, and then White Bay and Great Harbor, Jost Van Dyke
On the way to Jost Van Dyke, a great snorkeling stop is Sandy Spit, the quintessential Caribbean deserted island. To many, this is their favorite stop in the BVI - when else do you have a Caribbean island to yourself? Have lunch and then cruise over to Jost Van Dyke!
Now that you're relaxed, it's time to take it up a notch as you zip over to Jost Van Dyke and spend the afternoon at the Soggy Dollar Bar, reputed as the world's best beach bar! Grab a "cheeseburger in paradise" and a t-shirt or two to commemorate your time here. Hang your college banner in the rafters. You may want to check out the other bars and restaurants as well, such as Ivans Stress-Free, Gertrudes, or One Love - they all have a vibe of their own, and are certainly "beach rustic".
As the sun begins to set, head to Great Harbor for dinner ashore and, if the mood suits, dance at the World Famous Foxy's Bar.Â
[Experienced sailor's note - if you are arriving during high season, you may want to grab a mooring ball first in Great Harbor and dinghy over to White Bay - the mooring balls go quickly.]
Day 7: Buck Island, Charlotte Amalie (STT)
You have a downwind sail back to Charlotte Amalie, where you began. If you have time, stop by for a final swim at Buck Island for some amazing snorkeling before heading home.Â
You will need to go through customs again when you enter St Thomas, as you are "back in the USA". Once you've passed through customs, you may want to enjoy the attractions of Charlotte Amalie including Emancipation Gardens, the 99 steps, and the historic Fort Christian. And of course, there's abundant duty-free shopping at Vendor’s Plaza or in any of the downtown boutiques.
Boatbookings has almost 20 years of experience organizing charters in the Virgin Islands. We're experts in 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 Virgin Islands Catamarans
- Leopard 50 Crewed Sailing Catamaran
- Length: 15.24 m
- Year: 2022
- Cabins: 3
- Berths: 6
- From $25000 to $27000 per week
BOATBOOKINGS SAYS:
"Experience one of the most comfortable cruises with a fun crew on REACH during your enchanting Caribbean charter."
- Lagoon 52 Luxury Crewed Catamaran
- Length: 15 m
- Year: 2022
- Cabins: 4
- Berths: 8
- From $31000 to $34000 per week
BOATBOOKINGS SAYS:
"A beautiful, modern and sleek luxury catamaran!"
- Bali 4.8 Crewed Catamaran
- Length: 14.63 m
- Year: 2023
- Cabins: 4
- Berths: 8
- From $21700 to $25000 per week
BOATBOOKINGS SAYS:
"Have a magical cruise under the Caribbean stars on KASIOPEJA!"
- Lagoon 50 Crewed Catamaran
- Length: 15 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From $23000 to $26000 per week
BOATBOOKINGS SAYS:
"Enjoy a bespoke luxury crewed charter in the USVI on ESPERANZA II."
- Fountaine Pajot Samana 59 Crewed Catamaran
- Length: 17 m
- Year: 2025
- Cabins: 4
- Berths: 8
- From $40700 to $47000 per week
BOATBOOKINGS SAYS:
"Experience true zen and embrace the serenity of the USVI on PLUS 10."
- Lagoon 52 Luxury Crewed Catamaran
- Length: 16 m
- Year: 2020
- Cabins: 3
- Berths: 6
- From $30000 to $40000 per week
BOATBOOKINGS SAYS:
"GRACE is our favourite Lagoon 52 crewed catamaran in the BVI with an outstanding crew. Captain and Chef Joseph will take you from one spectacular anchorage to the next, whilst his dishes will be even more mesmerising than the islands you will discover."
- Lagoon 50 Luxury Crewed Catamaran
- Length: 15.24 m
- Year: 2021
- Cabins: 4
- Berths: 8
- From $18000 to $35000 per week
BOATBOOKINGS SAYS:
"SCUBA DOO is the ultimate platform to explore the Virgin Islands, above and below the cerulean waters. Join Captain Charlie and Cammi for the adventure of the year!"
- Sunreef 60 Luxury Crewed Catamaran
- Length: 18.28 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From $48000 to $54000 per week
BOATBOOKINGS SAYS:
"Look no further than the striking Sunreef 60, RELENTLESS for an unforgettable Virgin Islands yacht charter!"
- Lagoon 65 Luxury Crewed Catamaran
- Length: 19.81 m
- Year: 2021
- Cabins: 4
- Berths: 8
- From $59000 to $70000 per week
BOATBOOKINGS SAYS:
"One of the finest contemporary catamarans to enjoy the Bahamas this Spring before sailing the Virgin Islands next winter, and awarded Runner Up for Best Yacht in Show for her category at the USVI Yacht Show in 2022!"
- Lagoon Seventy 7 Luxury Crewed Catamaran
- Length: 23.5 m
- Year: 2019
- Cabins: 4
- Berths: 8
- From $82000 to $100000 per week
BOATBOOKINGS SAYS:
"Spend a week on the Carribean's most sought after crewed catamaran!"
- Sunreef 80 Luxury Crewed Catamaran
- Length: 24 m
- Year: 2022
- Cabins: 4
- Berths: 8
- From $94000 to $100000 per week
BOATBOOKINGS SAYS:
"One of the finest choices for chartering in the USVI"
- Fountaine Pajot Samana 59 Crewed Catamaran
- Length: 17 m
- Year: 2021
- Cabins: 4
- Berths: 8
- From $32700 to $37000 per week
BOATBOOKINGS SAYS:
"OHANA is the perfect Virgin Islands charter platform for your next family celebration!"
- Lagoon 67 Crewed Power Catamaran
- Length: 20 m
- Year: 2022
- Cabins: 4
- Berths: 8
- From $59000 to $70000 per week
BOATBOOKINGS SAYS:
"Step aboard this stand out crewed catamaran and begin making unforgettable memories in the Virgin Islands with the amazing crew who were awarded Best Crew at the 2022 USVI Yacht Show!"
- Lagoon 620 Luxury Crewed Catamaran
- Length: 18.89 m
- Year: 2017
- Cabins: 3
- Berths: 6
- From $42000 to $46000 per week
BOATBOOKINGS SAYS:
"LE REVE is the leading 3 cabin crewed catamaran in the BVI or in New England with an amazing crew, really amazing crew. You will not be disappointed!"
- Fountaine Pajot Victoria 67 Luxury Crewed Catamaran
- Length: 20.42 m
- Year: 2017
- Cabins: 5
- Berths: 10
- From $44000 to $50000 per week
BOATBOOKINGS SAYS:
"NENNE is going to be the leading BVI crewed catamaran for many years to come and will continue to make 7 days' worth of memories last a lifetime!"
- Dufour 48 Luxury Crewed Catamaran
- Length: 14 m
- Year: 2022
- Cabins: 4
- Berths: 8
- From $18200 to $20700 per week
BOATBOOKINGS SAYS:
"Built in 2022 SERENITY, a brand new model catamaran, offers an abundance of space inside and out."
- Dufour 48 Crewed Catamaran
- Length: 14 m
- Year: 2021
- Cabins: 4
- Berths: 8
- From $19000 to $22600 per week
BOATBOOKINGS SAYS:
"A new 2021 crewed catamaran, perfect to celebrate your next vacation in the Virgin Islands with friends and family."
- Fountaine Pajot Saba 50 Luxury Crewed Catamaran
- Length: 15 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From $24000 to $27000 per week
BOATBOOKINGS SAYS:
"LIBRA is the perfect small catamaran for exploring the Caribbean Virgin Islands with an expert onboard crew to deliver an exquisite cruising experience!"
- Lagoon 52 Crewed Catamaran
- Length: 15 m
- Year: 2018
- Cabins: 4
- Berths: 8
- From $27000 to $39000 per week
BOATBOOKINGS SAYS:
"Captain Dean invites you to indulge in an incredible sailing experience in the USVI this winter onboard this family favourite Lagoon 52, cruising in style and total exclusivity."
- Lagoon 52 Luxury Crewed Catamaran
- Length: 16 m
- Year: 2016 (2019 Refit)
- Cabins: 4
- Berths: 8
- From $21700 to $30000 per week
BOATBOOKINGS SAYS:
"OCELOT is a stunning Lagoon 52 with four queen cabins, well suited to four couples looking to share an incredible BVI yacht charter experience!"
- Lagoon 620 Luxury Crewed Catamaran
- Length: 18 m
- Year: 2019
- Cabins: 4
- Berths: 8
- From $44700 to $48000 per week
BOATBOOKINGS SAYS:
"One of the finest Lagoon 620s in the USVI this charter season offering gourmet dining and onboard scuba diving!"
- Lagoon 620 Luxury Crewed Catamaran
- Length: 19 m
- Year: 2016
- Cabins: 5
- Berths: 10
- From $42000 to $60000 per week
BOATBOOKINGS SAYS:
"One of our favourite Lagoon 620s in the Caribbean with an award winning crew."
- Lagoon 620 Crewed Catamaran
- Length: 62 m
- Year: 2016
- Cabins: 4
- Berths: 8
- From $35750 to $38900 per week
BOATBOOKINGS SAYS:
"Oh she is just HEAVENLY! Chef Amy Cann won 1st Place Best Cocktail at the 2021 USVI Yacht show and she loves Yoga!"
- Sunreef 74 Luxury Crewed Catamaran
- Length: 21.64 m
- Year: 2020
- Cabins: 4
- Berths: 8
- From $68850 to $75000 per week
BOATBOOKINGS SAYS:
"Chef Neen won 1st Place for the Best Culinary Award at the 2022 USVI yacht show, so you\'re in expert hands for a gourmet yacht charter."
- Lagoon 450 Luxury Crewed Catamaran
- Length: 13.7 m
- Year: 2017
- Cabins: 3
- Berths: 6
- From $17000 to $18500 per week
BOATBOOKINGS SAYS:
"Get ready for a great adventure through the Virgin Islands with Captain Bryan and Patti aboard TIME OUT. Make the most of the onboard diving to explore the Wreck of the Rhone on your BVI itinerary."
- Fountaine Pajot Elba 45 Bareboat Catamaran
- Length: 45 m
- Year: 2024
- Cabins: 3
- Berths: 6
- From $8500 to $11000 per week
BOATBOOKINGS SAYS:
"Sail effortlessly around the USVI on this perfect family cruiser CECILIA II"
- Leopard 444 Crewed Catamaran
- Length: 13 m
- Year: 2015 (2022 Refit)
- Cabins: 4
- Berths: 6
- From $11500 per week
BOATBOOKINGS SAYS:
"Swim with the teeming fishes and marine life of the US Virgin Islands on BLACKFISK!"
- Island Spirit 53 Crewed Catamaran
- Length: 16 m
- Year: 2023
- Cabins: 4
- Berths: 8
- From $28500 to $31500 per week
BOATBOOKINGS SAYS:
"Cultivate your relationship with loved ones as you cruise the US Virgin Islands on PELICAN BLEU!"
- Lagoon 55 Crewed Catamaran
- Length: 16.76 m
- Year: 2024
- Cabins: 4
- Berths: 8
- From $34700 to $41000 per week
BOATBOOKINGS SAYS:
"Witness the vibrance of the Virgin Islands aboard EVENSTAR!"
- Privilege Alliaura Marine Group 58 Crewed Motor Yacht
- Length: 17 m
- Year: 2004
- Cabins: 4
- Berths: 8
- From $23000 to $27000 per week
BOATBOOKINGS SAYS:
"LADY MARIGOT is your gateway to unforgettable adventures in the Caribbean year-round!"
