Kosher Sailing in the Caribbean
This winter, we are delighted to offer Kosher Sailing in the Caribbean in the British Virgin Islands on a gorgeous brand new luxury catamaran. We’ll be navigating through crystal-clear turquoise waters and exploring idyllic islands, walking along stunning beaches and snorkeling over vibrant coral reefs. You’ll be able to hike, cycle, drive, dive, swim, relax, enjoy great bars and white sandy beaches, water sports or simply relax on board with a cocktail. You will have a crew of three… a skipper, hostess and our incredible chef who will pamper you with amazing kosher meals every day.
Please fill in the form below to start the booking process or contact us in the chat box or by mail with any questions.
Your Home on the Water
Meet your brand new 2026 model, 60 foot sailing catamaran. She sleeps up to 11 guests across 6 cabins:
- 4 double guest cabins each with an en-suite bathroom and separate shower
- 1 smaller guest cabin with an en-suite bathroom and integral shower
- 1 small single cabin with its own bathroom facilities
- (The crew of 3 have their own cabins)
There’s a dining area for 12, plush lounge seating on the bow for stretching out with a book, and an expansive flybridge with its own wet bar — the natural spot for sunset drinks with the whole group.
She’s built for real comfort, not just sailing: the air conditioning runs all night on battery power, so your cabin stays cool with no generator noise humming through the night. Windows have electric privacy tints, the cockpit has roll-down mesh solar shades for shade without losing the breeze, and underwater lights turn the water around the boat into its own evening feature. You’ll have unlimited Starlink wifi, a TV in the salon, and a high-performance multi-zone sound system throughout.
And when it’s time to get in the water, the hydraulic swim platform lowers right to the waterline. You’ll have a luxury tender, two sea scooters, two paddleboards, a wakeboard, a sub-wing, a kayak, snorkel gear, and a floating dock for lounging just off the boat. Whether the week is active or completely lazy, everything you’d want is already on board.
* Actual boat size/specification may differ
Typical BVI Itinerary
Day by Day
A typical 7-day Kosher Sailing itinerary departing from Road Town, Tortola — with an optional Anegada extension for a 9-day trip
Click a day or a pin to explore the routeItinerary is a guide only — weather, Shabbat and your preferences shape the final route.
Day 2: Norman Island to Cooper Island
Cooper Island is a fully eco-friendly resort and has many activities to offer. There are some great snorkel spots, a dive shop, the 2nd largest rum bar in the Caribbean, micro-brewery, gelato parlor and coffee shop and one of the best boutiques in the BVI. This is a great spot to see turtles, dolphins and rays as the bottom of this bay is mostly sea grass. Cistern point is a great snorkel/dive spot and Salt Island is just a dinghy ride away for those interested in exploring there.
Although Salt Island is uninhabited it hosts a large salt pond that is still used today by local merchants and a parcel of the salt is even sent to the King of England on his birthday every year. There is a great hike on this island that gives you stunning views of the BVI and on a clear day you can even see the famous “Wreck of the Rhone”. The RMS Rhone was a Royal Mail Steamship that unfortunately sank in a hurricane in 1867. The bow of the boat is about 30 feet deep and can be snorkeled. The stern of the wreck is at 80 feet and is one of the most popular dive sites in the BVI.
Day 3: Cooper Island to North Sound, Virgin Gorda
The Baths are the most famous stop on this island and consist of a collection of volcanic rocks and pools that you can walk through and explore. After visiting the Baths, we can stop at the BVI Art Reef on the way near Baraka Point. The BVI Art Reef is an old WWII ship that was sunk with a large art installation on it for the purpose of creating an interactive reef.
From Virgin Gorda, you may also want to take Gumption’s Necker Island Wildlife Tour which is the only way to see Sir Richard Branson’s Necker Island if you aren’t staying there as a guest. Gumption will take you on a tour of the Lemur Conservatory and you will see flamingos and Galapagos tortoises as well. You can finish the day by taking a taxi up to Hog’s Heaven for a drink to enjoy the amazing view of the North Sound.
Day 4: Shabbat
We dock at a marina Friday night — often at a resort marina like Oil Nut Bay, Scrub Island, or the Bitter End Yacht Club. You’ll have opportunities to explore the island and use the facilities ashore during the day. If you’d prefer not to spend the night on board, you also have the option of staying in one of the villas or hotel rooms at these resorts and simply coming back to the boat for meals, which are served on board throughout the weekend.
We do our best to arrange this for every trip, but marina space in the BVI can be limited and this can’t be guaranteed.
Day 5: Virgin Gorda to Jost Van Dyke
With its stunning scenery and vibrant atmosphere, Jost Van Dyke is a paradise for relaxation and adventure and offers a variety of activities. Relax on the beach at Sandy Cay and White Bay. Explore vibrant coral reefs and marine life through snorkeling or scuba diving excursions. Trek to the Bubbly Pool or hike to the summit of Mount Sage for breathtaking views and visit iconic spots like the Soggy Dollar Bar, famous for its Painkiller cocktails, and Foxy’s for live music and nightlife.
Day 6: Jost Van Dyke to Soper’s Hole
Soper’s Hole is a picturesque marina located on the western end of Tortola. Named after 18th-century plantation owner McCuthbert Soper, the marina is nestled near Frenchman’s Cay and offers a stunning Caribbean harbor. Soper’s Hole is known for its colorful shops, bars, its well-protected bay, cool breezes, and charming atmosphere.
By the evening we will have returned to our base at Road Town ready for our final gala meal before saying goodbye!
Day 7: Tortola
By 12:00, we’ll have to part company after an incredible week of Kosher Sailing in the Caribbean. You’ll fly home and enjoy a short rest before planning your summer Kosher Sailing vacation in the Mediterranean!
Optional 2 Day Extension
For a more relaxing sailing vacation, adding on two more days will allow us to take you to spectacular Anegada and also make a stop at Cane Garden Bay. This makes your 7 night / 8 day trip into a 9 night / 10 day trip and is well worthwhile!
Jost Van Dyke to Cane Garden Bay
Cane Garden Bay is renowned for its stunning crescent-shaped beach and vibrant atmosphere. The bay features soft white sands, crystal-clear turquoise waters, and lush green hills, making it a tropical paradise for visitors. It’s popular for water activities like snorkeling and paddleboarding, with numerous beach bars.
We’re looking forward to raising the sails and dropping the anchor with you! Each trip is 7 nights / 8 days with an option of an extended 9 night / 10 day trip. You’ll be embarking at 12:00 on day 1 and disembarking at 12:00 the last day. Longer trips can be arranged (and are more relaxed with more time to see all the islands). Please speak to us!
Winter 2026/7 Prices and Schedule
BVI Booking Form
We’re looking forward to raising the sails and dropping the anchor with you! Please fill in the details below and we’ll get back to you. Your booking will not be final until we receive a deposit and you receive confirmation by email. We strongly suggest you review our Terms & Conditions on this page.
- Our embarkation point is Road Town on Tortola and you’ll either fly to Beef Island (airport code EIS) or be arriving by boat from the US Virgin Islands (Ferry or private water taxi)
- Apart from Shabbat, we will be anchored in bays or tied up to mooring balls and will use the tender to get to shore.
- Weather and sea conditions will always affect our progress and our itinerary which may change at any time.
- This is given as a guide only and additional or replacement stops will be planned as necessary to meet the conditions of the area or guest requests and preferences.
