Sail, shop, sunbathe, swim
8 day sample itinerary
From boutiques to beaches, lush green forests to resorts and nightspots, the Windward Islands offer the perfect escape for every charterer. Whatever the Caribbean holiday experience you’re looking for, you'll find it here.
Dine at a waterfront restaurant on Bequia. Play golf backdropped by spectacular scenery on Canouan. Sip cocktails at the firefly on Mustique. Snorkel between The Pitons.
St Lucia - The Pitons
Arrive at St. Lucia and enjoy a late gourmet lunch onboard as your charter yacht cruises to the magnificent Pitons. The larger of these two volcanic spires climbs more than 2,500ft into the air, creating a dramatic backdrop for epic photos. Grab a snorkel or paddleboard from the yacht’s toy garage and head out to experience them up close.
The Pitons - Bequia
Choose your beach
Find your perfect beach on Bequia, from sleepy Friendship Bay, a long, sublime arc of sand, to the livelier Lower Bay, or the wilder, reef-protected Industry Bay. Make sure to visit the Sargeant Brothers Model Boat Shop to see this Bequian tradition perfectly crafted, and the turtle sanctuary, where a retired fisherman nurtures baby hawksbills before releasing them when they are around five years old.
Bequia - Mustique
The exclusive one
The ultimate private island destination, Mustique has a truly eclectic vibe that showcases classic Caribbean with funky global boho. For over 50 years, famous names and royalty – both British and Hollywood – have made this island their own, not only for the wild glamour of the New Year’s Eve parties but for the peace of the quieter seasons. Join them at Basil’s Bar for a Sunset Jazz evening and take to the floor, or wander up the hill to Firefly for a sophisticated dinner and wonderful views.
Mustique - Canouan
Sports and spa
Golfers love Canouan, where the Grenadines Estate Golf Club offers a par 72, Jim Fazio designed 18-hole course with stunning waterfront views. Alternatively, or afterwards, head to the spa at nearby Canouan Resort for massages, facials, pedicures or scrubs. Dine onboard or ashore at the exclusive La Varenne, or sample the catch of the day at the more casual Bellini’s Bar.
Canouan – Mayreau
Kitesurf & beachcomb
Salt Whistle Bay in Mayreau, the smallest inhabited island in the Grenadines, is the quintessential Caribbean bay, crescent shaped with fine golden sand dipping into warm turquoise water alive with colourful fish. Bask in the sun or venture over the sandy ridge to the windward side of the bay perfect for kitesurfing and beachcombing. Go out to Mayreau Gardens for a drift dive through healthy coral gardens teeming with marine life or hike up the steep hill to visit the lovely quaint church.
Mayreau - Tobago Cays
Discover the five tiny uninhabited islands of the Tobago Cays, part of a national park and wildlife preserve, with sparkling aquamarine waters filled with protected sea life. Swim, snorkel or scuba dive with sea turtles and schools of colourful fish. Picnic ‘on location’ where Johnny Depp was famously marooned in Pirates of the Caribbean.
Tobago Cays - Carriacou
A quiet Caribbean haven undiscovered by tourists, Carriacou is surrounded by reefs and offers great snorkelling and scuba diving in waters teeming with reef fish, nurse sharks, barracudas, stingrays, spotted eagle rays, and even hawksbill and green turtles. Protected anchorages are also ideal for waterskiing and stand-up paddleboarding. Enjoy a beach BBQ lunch prepared by the yacht's chef on Sandy Island and afterwards visit the Carriacou museum and shop for locally made artworks, jewellery or ceramics.
Carriacou - Grenada
Cultivating nutmeg as well as world-renowned chocolate, Grenada is known as the Spice Isle. Discover this unspoilt mountainous island, its tropical vegetation its authentic and friendly locals. Relax on secluded beaches, hike trails to hidden waterfalls and snorkel the world’s first underwater sculpture park, an unmissable sight combining art and marine conservation. In the evening, enjoy fine dining in the Rhodes restaurant at the sophisticated Calabash hotel.
Quieter and less developed than the Leeward Islands, the Windwards offer true Caribbean seclusion for those looking to leave the beaten track behind.