Windward Islands Superyacht Charter | Sail with YPI Yachts
Sail, shop, sunbathe, swim

Windward Islands

Windward Islands, Caribbean

From boutiques to beaches, lush green forests to resorts and nightspots, the Windward Islands offer the perfect escape for every superyacht charterer. Whatever the Caribbean holiday experience you’re looking for, you'll find it here.

This is an example of an eight day yacht charter itinerary for the Windward Islands. Itineraries are created individually for every client based around personal preferences and how you want to spend your time onboard.

St Lucia, Windward Islands, Caribbean
Day 1

St Lucia

Dramatic Scenery

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.
Bequia coastline, Windward Islands, Caribbean
Day 2


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.
Mustique island beach, Windward Islands, Caribbean
Day 3


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.
Canouan harbour, Windward Islands, Caribbean
Day 4


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 the yacht or ashore at the exclusive La Varenne, or sample the catch of the day at the more casual Bellini’s Bar.
Salt Whistle Bay, Mayreau, Windward Islands, Caribbean
Day 5


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.
Women snorkelling underwater with a shole of fish Windward Islands, Caribbean
Day 6

Tobago Cays

Underwater World

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.
Carriacou beach, Windward Islands, Caribbean
Day 7


Reef Island

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.
St George's, Windward Islands, Caribbean
Day 8


Spice Isle

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.
Local Time

Windward Islands Yachts for Charter

O'ptasia 85.0M (278.9FT) motor yacht
  • 85.0M (278.9FT)
  • Golden Yachts
  • 2018
  • 12 Guests
  • 10 Cabins
Price: From EUR 800,000 Per Week
11.11 63.0M (206.7FT) motor yacht
  • 63.0M (206.7FT)
  • Benetti
  • 2015
  • 12 Guests
  • 6 Cabins
Price: From EUR 650,000 Per Week
Naia 73.6M (241.5FT) motor yacht
  • 73.6M (241.5FT)
  • Freire Shipyard
  • 2011
  • 12 Guests
  • 8 Cabins
Price: From EUR 595,000 Per Week
Athos 62.0M (203.4FT) sailing yacht
  • 62.0M (203.4FT)
  • Holland Jachtbouw
  • 2010
  • 12 Guests
  • 5 Cabins
Price: From EUR 200,000 Per Week
Slipstream 60.0M (196.9FT) motor yacht
  • 60.0M (196.9FT)
  • CMN
  • 2009
  • 12 Guests
  • 6 Cabins
Price: From EUR 336,000 Per Week
Skyfall 57.9M (190.0FT) motor yacht
  • 57.9M (190.0FT)
  • Trinity
  • 2010/2018
  • 12 Guests
  • 5 Cabins
Price: From USD 275,000 Per Week
Turquoise 55.4M (181.8FT) motor yacht
  • 55.4M (181.8FT)
  • Proteksan
  • 2011/2019
  • 12 Guests
  • 6 Cabins
Price: From EUR 280,000 Per Week
Elena 55.0M (180.5FT) sailing yacht
  • 55.0M (180.5FT)
  • Factoria Naval De Marin
  • 2009
  • 8 Guests
  • 4 Cabins
Price: From EUR 90,000 Per Week
DB9 52.4M (171.1FT) motor yacht
  • 52.4M (171.1FT)
  • Palmer Johnson
  • 2010/2020
  • 10 Guests
  • 5 Cabins
Price: From EUR 250,000 Per Week
Seven Sins 52.0M (170.6FT) motor yacht
  • 52.0M (170.6FT)
  • Sanlorenzo
  • 2017
  • 10 Guests
  • 5 Cabins
Price: From USD 270,000 Per Week
Big Sky 48.0M (157.4FT) motor yacht
  • 48.0M (157.4FT)
  • Oceanfast
  • 2010/2021
  • 12 Guests
  • 5 Cabins
Price: From EUR 180,000 Per Week
Preference 19 36.4m (119.5ft) motor yacht
  • 36.4m (119.5ft)
  • Tansu
  • 2011
  • 10 Guests
  • 5 Cabins
Price: From EUR 105,000 Per Week