Raise the sails & escape to the Grenadines

Sailing, Reefs & Bequia

When to go

November-May

Trip length

8 days / 7 nights

Typical investmentPrice

from $5,950 pp

Escape to the beautiful Grenadines for eight days of private sailing, turquoise seas, and barefoot island bliss. Begin on Bequia, where your villa and private plunge pool invite you to linger a little longer. Take to the water to explore nearby cays and reefs, swimming straight from the boat and snorkeling among tropical fish. Venture to the Tobago Cays for white sand islands, sea turtle sightings, and lunch aboard in spectacular surroundings. Return to Bequia for lazy afternoons and private dinners beside the sea, with a sunset sail to celebrate your Caribbean escape.

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Along the way

Trip highlights

A candlelit beachfront table set with white wine, olives, and grilled shrimp overlooks the shimmering sea at dusk.

Share two secluded seaside dinners arranged just beyond the tide line

A snorkeler in a yellow swimsuit swims alongside a hawksbill turtle in clear blue water.

Snorkel shallow reefs among sea turtles and coral gardens

Tall palm trees silhouette against a pastel sunset sky beside the infinity pool at The Liming resort.

Spend unstructured days in a private plunge pool villa on Bequia

The bow of a private catamaran glides toward a palm-fringed island with another sailboat anchored offshore.

Sail by private boat across open channels to the Tobago Cays

Your route

Day by day

Anchorage, open water, and quiet shores

Bequia

Day 1: Welcome to Bequia

Arrive in St. Vincent and continue by small aircraft or ferry to Bequia. Check into your villa and spend the afternoon swimming, strolling the beach, or stretching out beside your private plunge pool. Warm sea breezes and wide ocean views. A lovely beginning to your days in the Grenadines.

Day 2: Take to the seas on your private sailboat

Step aboard your private sailboat and head into the southern Grenadines. Spend the day under sail, stopping to swim straight from the boat and snorkel clear reefs along the way. Return to Bequia in the late afternoon for an evening at your own pace.

Day 3: Turtles, turquoise seas & the Tobago Cays

Set out early for a full-day private sail to the beautiful Tobago Cays. Anchor near uninhabited islands, watch for sea turtles and tropical fish as you snorkel, and step ashore on white sand beaches. Enjoy lunch aboard before sailing back to Bequia in the afternoon light.

Day 4: Island leisure & a private dinner by the sea

Spend the day enjoying Bequia. Wander the beach, take a swim, or relax in the privacy of your villa with a good book and a beautiful view. Tonight, enjoy a private dinner near the water, with the sound of the sea for company.

Brightly painted Caribbean cottages in turquoise, yellow, and pink scatter down a lush green hillside.

Sails, reefs & a slower finish

Bequia & nearby cays

Day 5: Reef adventures & lazy hours at anchor

Sail to nearby cays and reefs around Bequia, stopping to snorkel, swim, and float in clear water. Enjoy time at anchor or return to shore for the afternoon, with the day’s route chosen around the weather and your wishes.

Day 6: A sunset sail & a table for two

Enjoy a leisurely morning before heading out for a late-day sail along Bequia’s coast. Watch the hills change color as the sun dips toward the sea, then return ashore for a second private dinner in a secluded setting. A little more Caribbean romance.

Day 7: One more day of island bliss

Hit the reset button today. Take a final swim, stroll the sand, or lounge beside your private plunge pool as you revel in the ocean views. Your last full day is yours to spend exactly as you wish.

Day 8: Farewell to the Grenadines

Bid farewell to Bequia and return to St. Vincent for your onward travels. So long to turquoise seas and days under sail.

Aerial view of sailboats anchored in the vivid turquoise channel between the islets of Tobago Cays.

Where will your story take you?

Let's discover your next adventure

Our top picks

Where to stay

Cotton House Mustique

Cotton House

Mustique’s only full-service hotel places 17 rooms, suites, and cottages across 13 acres of tropical gardens near Endeavour Bay. The historic Great House, island social calendar, and access to Mustique’s beaches make the destination itself the main attraction.

The Liming Bequia

Every villa and suite has its own private infinity pool or hot tub, an unusually high private-pool ratio for an 11-key property, alongside the standalone five-bedroom Gingerlily Mansion House available for full buyout. On-site dining is limited to a single restaurant and there is no full spa, and the property is remote even by Grenadines standards, usually requiring a multi-leg journey from most origin markets.

Mandarin Oriental Canouan

Mandarin Oriental, Canouan

Sits on the 1,200-acre Grenadines Estate fronting Godahl Beach, backed by one of the Caribbean's largest natural coral reefs, and is the only property in St. Vincent and the Grenadines with its own 18-hole championship golf course and a full-service superyacht marina. This is among the most expensive properties in the Grenadines, it is remote even by Caribbean standards, and dining across the à la carte venues can add up quickly.

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