The exact stops on tis route are all dictated by the wind and weather at the time and we make a plan and navigate as a crew. That’s a big part of the adventure. Here are some of the highlights from previous years.

Prickly Bay

A natural gathering point on Grenada’s south coast, Prickly Bay blends laid back Caribbean atmosphere with a really lovely social scene. There are waterfront bars, restaurants and live music. It has a real energy that contrasts with the quieter anchorages nearby.

Clarkes Court Bay and Mount Hartman

Tucked away just west of Prickly Bay, this area feels more remote and protected. Mangroves line the edges of the bay, creating calm, sheltered water and a sense of seclusion. It has long been used as a hurricane refuge, and that natural protection still shapes it today. It is quiet, green, and a world away from the busier parts of the island.

St George’s

Grenada’s capital is widely regarded as one of the most beautiful harbour towns in the Caribbean. Built around a horseshoe shaped bay, the town rises in layers of colour, with red roofs and historic buildings climbing the hillside. Forts overlooking the harbour date back to French and British colonial rule, giving the town both a real beauty and historical depth.

Grand Anse Beach

A two mile stretch of white sand backed by palm trees and little development. It remains open and spacious, with clear water and an easy, relaxed feel. It is one of those places that lives up to expectations without feeling overdone.

Offshore passage from Grenada to Montserrat

Never sailed offshore or overnight before? What a perfect first route this is then, with the ail expected to take just under two days. Being out at sea as the sun sets, seeing the stars come out and speeding along in the still warm wind is something every sailor has to experience.

Montserrat. Soufrière Hills Volcano and Exclusion Zone
The defining feature of the island. Since eruptions in the 1990s, the southern half of Montserrat has been largely abandoned, buried under ash and mudflows. The volcano is still active, and viewing it on the island tour is very special.

Plymouth. The Buried Capital
Once the capital of Montserrat, now partially entombed. Buildings, streets, and structures lie frozen beneath layers of ash, with only parts still visible. It is one of the most striking and unusual sites in the Caribbean, not preserved as a museum, but left as it fell.

Woodlands Bay and the Black Sand Coastline
Montserrat’s beaches are darker, formed from volcanic material rather than coral sand. Woodlands Bay is one of the best examples. Wide, undeveloped, and often empty, it is raw and unpolished, with a very different character to the typical Caribbean beach.

Antigua. English Harbour and Nelson’s Dockyard
A historic naval base turned into one of the Caribbean’s most important sailing centres. Nelson’s Dockyard, now a UNESCO World Heritage Site, was once the base of the British fleet in the region. Today, restored stone buildings house restaurants, bars, and museums, all set within a sheltered harbour that still feels steeped in history.