Sail the Grenadines: Caribbean Island Chain

Sail the Grenadines: Caribbean Island Chain

Cast off from Bequia or Union Island at noon, sail to Tobago Cays, eat at a Mustique restaurant by night. 7-day SVG-to-Grenada route.

Lets find the best sailing itineraries of Grenadines based on your preferences
From stunning bays to culinary delights, choose below to explore the world’s best itineraries tailored to your preferences.
By selecting your itinerary in advance, our platform uniquely allows you to view boats that can deliver selected tinerary with full cost transparency, including fuel etc..
Foodie
Party
Exploration
History
Less Miles More Smiles
Minimal
Private
Serenity
Grenadines

The Grenadines are a 65-kilometre chain of small Caribbean islands and cays between Saint Vincent in the north and Grenada in the south — split between the two countries (the northern Grenadines belong to Saint Vincent and the Grenadines, the southern to Grenada). The chain is one of the world's most-rated sailing charter regions for short-hop island cruising — most legs between islands are 30-90 minutes, with reliable trade winds and protected anchorages on the leeward (west) sides. Standard charter highlights are Bequia (whaling tradition, Admiralty Bay anchorage), Mustique (private resort island with celebrity villas), the Tobago Cays Marine Park (snorkel turtle sanctuary), Union Island (the southern SVG charter base), and Carriacou (Grenada's northern outpost). Standard routes run 7-10 days. Season runs year-round; peak December-April.

Recommended duration: ideal for 1 days
Google Maps is loading






Grenadines with Photos






Can I assist you?
Hi, I’m Lori
Here to help you find the perfect itinerary and boat to match your journey and preferences!
get help lori
Near by attractions
Tobago Cays Marine Park
4.9

Dive into an underwater paradise with our SCUBA Adventure, where vibrant coral reefs, historical wrecks, and unique marine life await beneath the waves.

  1. Catholic Rock Bird Sanctuary
    Observe sea bird colonies nesting and roosting from the comfort of your boat with binoculars or a telescope.

  2. Purunia Wreck
    Dive into history at the Purunia Wreck, a 140-foot British gunship sunk in 1918, now teeming with marine life.

  3. Mayreau Gardens
    Discover a vibrant coral reef brimming with colorful fish and sponges, perfect for an immersive dive.

  4. Horse Shoe Reef
    Snorkel on the calm inshore side or SCUBA dive on the ocean side to explore this reef’s abundant marine life and coral.

Activity
Scuba
Petit Tabac
4.9

Secluded Gem with Cinematic Charm: Petit Tabac, a tiny uninhabited island within the Tobago Cays Marine Park, offers a serene escape surrounded by pristine turquoise waters. Famously featured in "Pirates of the Caribbean," this island is perfect for a day of exploration, beachcombing, and picnicking under swaying palm trees. Its untouched beauty and tranquil atmosphere make it a hidden gem for those seeking a private slice of paradise.

Activity
Paradise Beach in Carriacou
4.9

Paradise Beach lives up to its name with its soft white sands, crystal-clear waters, and tranquil atmosphere. Perfect for swimming, sunbathing, or simply relaxing under the shade of palm trees, this idyllic beach offers a true tropical retreat. The nearby beach bars add a touch of local flavor, making it a must-visit spot for anyone exploring Carriacou.

Activity
Tyrell Bay
4.9

The Heart of Carriacou’s Sailing Life: Tyrell Bay is a vibrant harbor that serves as a hub for sailors exploring the Grenadines. Lined with charming restaurants, bars, and local shops, it’s a lively spot to experience the island’s culture. The bay’s calm waters make it an excellent anchorage, while nearby snorkeling and diving sites offer exciting underwater adventures.

Activity