Sailing the Grenadines — A 7 Day Catamaran Itinerary

Embarking on Your Dream Grenadines Catamaran Holiday

The Grenadines, an exquisite chain of islands stretching south from St. Vincent, represent the pinnacle of Caribbean sailing. With consistent trade winds, calm turquoise waters protected by reefs, and short line-of-sight passages between islands, it’s a paradise for both novice and experienced sailors. This 7-day sailing the Grenadines itinerary is crafted for those seeking the perfect blend of adventure, luxury, and relaxation aboard a private catamaran. Before you set sail, consider chartering your vessel from St. Vincent’s Blue Lagoon Marina. You can opt for a bareboat charter if you are an experienced skipper or a fully crewed charter for the ultimate pampered experience. The best time to go is during the dry season, from December to May, ensuring sun-drenched days and perfect sailing conditions for your Grenadines catamaran holiday.

Day 1: Setting Sail from St. Vincent to Bequia

Your journey begins at the vibrant Blue Lagoon Marina on St. Vincent. After stowing your provisions and receiving a briefing on your catamaran, it’s time to cast off the lines. The first leg is a short and exhilarating two-hour sail across the Bequia Channel to the largest of the Grenadine islands, Bequia. You’ll drop anchor in the magnificent Admiralty Bay, a sprawling natural harbour fringed with golden sand. The main town, Port Elizabeth, is a colourful and welcoming hub of activity. Take the dinghy ashore to stroll along the Belmont Walkway, browse the local craft shops, and enjoy a well-deserved rum punch at a waterfront institution like the Frangipani Hotel, watching the sun dip below the horizon.

Day 2: Bequia’s Beaches and the Allure of Mustique

Wake to the gentle lapping of waves in Admiralty Bay. Spend the morning exploring Bequia’s treasures. A short taxi ride will take you to the stunning Princess Margaret Beach, a perfect crescent of white sand where you can swim and relax. For lunch, head to Jack's Beach Bar for fresh seafood with your toes in the sand. In the early afternoon, hoist the sails for a short passage to the legendary island of Mustique. Known for its privacy and celebrity residents, Mustique offers a taste of the high life. Anchor in Britannia Bay and go ashore to experience the iconic Basil’s Bar. This world-famous watering hole is the perfect spot for a sunset cocktail and, if you're lucky, some live music, making it a memorable stop on your sailing Grenadines itinerary.

Day 3: The Unforgettable Tobago Cays Marine Park

Today is the day many dream of when planning a Grenadines catamaran holiday. A beautiful downwind sail brings you to the crown jewel of the region: the Tobago Cays Marine Park. This protected area consists of five small, uninhabited islands encircled by the spectacular Horseshoe Reef. The water here is an almost impossible shade of turquoise, and the snorkelling is world-class. Anchor in the protected lagoon and spend the day swimming alongside gentle sea turtles and colourful reef fish. Don’t miss the chance to hike to the top of Petit Bateau for a breathtaking panoramic view of the anchorage. In the evening, local 'boat boys' will offer to host a magnificent lobster barbecue for you right on the beach—an unmissable and authentic Caribbean experience.

Day 4: Island Charm in Mayreau’s Salt Whistle Bay

After a morning snorkel with the turtles in the Cays, it's a very short sail to the nearby island of Mayreau. You have two excellent anchoring options here. For pure scenic beauty, head to Salt Whistle Bay, a palm-fringed, picture-perfect semi-circle of sand. It’s an idyllic spot to swim, relax on the beach, or enjoy a drink at one of the rustic beach bars. From the bay, a short but steep path leads up to Mayreau’s only village. Here you’ll find a tiny, stone Catholic church that offers one of the most stunning views in the entire Grenadines, looking back over the Tobago Cays. It’s a peaceful and humbling stop on your sailing adventure.

Day 5: Union Island and the Famous Happy Island

Next on your sailing Grenadines itinerary is Union Island, often called the ‘Crossroads of the Grenadines’ due to its bustling airport and ferry connections. Sail into the vibrant Clifton Harbour, a lively anchorage protected by a long reef. The town of Clifton is a colourful collection of shops, markets, and restaurants. Union Island is also a premier destination for kitesurfing, thanks to the steady trade winds. The absolute must-do experience here is a dinghy ride out to Happy Island. This quirky, tiny bar was built entirely by one man from conch shells on the reef. Enjoying a cocktail here as the sun sets is a truly unique Caribbean memory.

Day 6: A Tranquil Northward Sail to Canouan

It's time to begin the leisurely journey north. Today’s sail is a relaxing upwind passage to the island of Canouan. This island is known for its luxurious resorts and impeccable beaches, offering a more polished and serene atmosphere compared to the southern islands. Find a peaceful anchorage in Charlestown Bay or Grand Bay. Spend the afternoon swimming in the crystal-clear waters or exploring one of the island's pristine white-sand beaches. This stop provides a perfect moment of tranquillity and reflection on your incredible Grenadines catamaran holiday before the final leg of your journey.

Day 7: The Final Voyage Back to St. Vincent

Wake up for your last Caribbean sunrise at sea. Enjoy a leisurely breakfast on board, perhaps taking one final swim in the warm waters. The final passage is the longest of the trip, a beautiful upwind sail from Canouan back to the Blue Lagoon Marina on St. Vincent. It’s the perfect opportunity to truly enjoy the catamaran, trimming the sails and taking the helm as you watch the stunning volcanic landscapes of the islands slip by. Arrive back at the marina in the late afternoon, filled with memories of turquoise waters, friendly faces, and the unparalleled freedom that only a sailing the Grenadines itinerary can provide. Contact Local Isles today to start planning your bespoke catamaran charter adventure.