Authentic sailing experience
Feel the power of wind in the sails and take part in a real sea adventure – without commercial gimmicks and crowds of tourists.

Operator price: £1,520
Approximate conversion using the ECB reference rate from 27 August 2026. The operator's final charge may differ.
St. George's - St. John's
Why choose a Tall Ship cruise?
I want to set sail →Feel the power of wind in the sails and take part in a real sea adventure – without commercial gimmicks and crowds of tourists.
Immerse yourself in a world where time flows slower, and the only sound is the rush of waves and the crack of lines.
Whether you have sailing experience or are taking your first steps on deck – you'll find a cruise tailored to your expectations and abilities.
From short Baltic cruises to multi-week transatlantic voyages. Choose a cruise that fits your rhythm and dreams.

Approaching St. George’s by sea, you are greeted by a steep green shoreline and a picturesque harbour lined with pastel buildings climbing the hills above the water. Near the port, the town has a warm Caribbean feel, with lively streets, views over the bay, and nearby hills and historic waterfront areas adding to the charm.

Arriving by sea at Charlotteville, you are greeted by a small Caribbean harbour backed by steep green hills and a shoreline lined with colorful houses and fishing boats. Nearby, the village has a relaxed, unhurried feel, with quiet beaches and lush tropical scenery giving this corner of Tobago a peaceful, secluded atmosphere.

Arriving by sea at Charlotteville, you are greeted by a small Caribbean harbour backed by steep green hills and a shoreline lined with colorful houses and fishing boats. Nearby, the village has a relaxed, unhurried feel, with quiet beaches and lush tropical scenery giving this corner of Tobago a peaceful, secluded atmosphere.

Approaching Castara Bay by sea, you are met by a small crescent of golden sand backed by steep green hills and a laid-back fishing village atmosphere. Nearby, the coast offers clear Caribbean water, rainforest-covered slopes and quiet beaches that make this part of Tobago feel peaceful and unspoiled.
Paradise Beach on Carriacou welcomes arriving ships with a calm Caribbean shoreline, pale sand, and clear turquoise water framed by low green hills. The mood is relaxed and unhurried, with quiet coastal scenery and small local settlements nearby giving this part of Grenada a laid-back island character.
Saline Bay on tiny Mayreau welcomes arriving ships with clear turquoise water, a bright curve of sand, and a relaxed Caribbean feel. From the anchorage, the island rises gently behind the beach, with quiet lanes and hilltop views nearby that look out over the Grenadines.
Tobago Cays welcomes arriving ships with a dazzling lagoon of clear turquoise water, tiny islets, and bright coral shallows. The mood is peaceful and castaway-like, with nearby reefs, sandy beaches, and green cays creating one of the most idyllic seascapes in the Grenadines.
Arriving in Admiralty Bay, you are greeted by a broad, sheltered harbour edged with green hills, pastel houses and a lively waterfront dotted with small boats and yachts. Nearby, Bequia offers relaxed Caribbean charm, sandy beaches and wide views across the Grenadines rather than the bustle of a large commercial port.

Arriving in Fort-de-France, you are welcomed by a broad Caribbean bay backed by green hills and the busy waterfront of Martinique’s capital. Near the port, you can look out toward the town’s colorful streets, palm-lined seafront, and nearby colonial-era buildings that give the harbour a lively tropical atmosphere.

Approaching Terre-de-Haut by ship, you arrive in one of the prettiest anchorages in the French Caribbean, with green hills, clear blue water, and a harbour dotted with small boats. Nearby, the village climbs gently above the bay with colourful houses and waterfront cafés, while the island’s ridges and viewpoints give the whole place a relaxed, sunlit atmosphere.

Arriving in Basseterre, you are met by a bright Caribbean waterfront backed by green hills and the low-rise capital of St Kitts spreading just beyond the harbour. Nearby, visitors can look out for the town’s historic core and the island’s lush volcanic scenery, with a warm, easygoing atmosphere that feels both lively and relaxed.

South Friars Bay offers a quiet arrival on the sheltered waters of Southampton Water, with busy shipping lanes, mudflats, and low green shoreline giving the area a distinctly maritime character. From here, the nearby coast and villages feel calm and residential, while the wider Southampton and Solent waterfront lies within easy reach.

Arriving by ship at St. John’s, you are welcomed by a bright Caribbean harbour lined with low hills, colourful waterfront buildings, and a lively sense of island bustle. Just beyond the port, visitors can explore the compact streets of the capital, with local markets, colonial-era architecture, and sweeping views over the bay nearby.
Approaching St. George’s by sea, you are greeted by a steep green shoreline and a picturesque harbour lined with pastel buildings climbing the hills above the water. Near the port, the town has a warm Caribbean feel, with lively streets, views over the bay, and nearby hills and historic waterfront areas adding to the charm.

Arriving by sea at Charlotteville, you are greeted by a small Caribbean harbour backed by steep green hills and a shoreline lined with colorful houses and fishing boats. Nearby, the village has a relaxed, unhurried feel, with quiet beaches and lush tropical scenery giving this corner of Tobago a peaceful, secluded atmosphere.

Approaching Castara Bay by sea, you are met by a small crescent of golden sand backed by steep green hills and a laid-back fishing village atmosphere. Nearby, the coast offers clear Caribbean water, rainforest-covered slopes and quiet beaches that make this part of Tobago feel peaceful and unspoiled.

Paradise Beach on Carriacou welcomes arriving ships with a calm Caribbean shoreline, pale sand, and clear turquoise water framed by low green hills. The mood is relaxed and unhurried, with quiet coastal scenery and small local settlements nearby giving this part of Grenada a laid-back island character.
Saline Bay on tiny Mayreau welcomes arriving ships with clear turquoise water, a bright curve of sand, and a relaxed Caribbean feel. From the anchorage, the island rises gently behind the beach, with quiet lanes and hilltop views nearby that look out over the Grenadines.
Tobago Cays welcomes arriving ships with a dazzling lagoon of clear turquoise water, tiny islets, and bright coral shallows. The mood is peaceful and castaway-like, with nearby reefs, sandy beaches, and green cays creating one of the most idyllic seascapes in the Grenadines.
Arriving in Admiralty Bay, you are greeted by a broad, sheltered harbour edged with green hills, pastel houses and a lively waterfront dotted with small boats and yachts. Nearby, Bequia offers relaxed Caribbean charm, sandy beaches and wide views across the Grenadines rather than the bustle of a large commercial port.
Arriving in Fort-de-France, you are welcomed by a broad Caribbean bay backed by green hills and the busy waterfront of Martinique’s capital. Near the port, you can look out toward the town’s colorful streets, palm-lined seafront, and nearby colonial-era buildings that give the harbour a lively tropical atmosphere.

Approaching Terre-de-Haut by ship, you arrive in one of the prettiest anchorages in the French Caribbean, with green hills, clear blue water, and a harbour dotted with small boats. Nearby, the village climbs gently above the bay with colourful houses and waterfront cafés, while the island’s ridges and viewpoints give the whole place a relaxed, sunlit atmosphere.

Arriving in Basseterre, you are met by a bright Caribbean waterfront backed by green hills and the low-rise capital of St Kitts spreading just beyond the harbour. Nearby, visitors can look out for the town’s historic core and the island’s lush volcanic scenery, with a warm, easygoing atmosphere that feels both lively and relaxed.

South Friars Bay offers a quiet arrival on the sheltered waters of Southampton Water, with busy shipping lanes, mudflats, and low green shoreline giving the area a distinctly maritime character. From here, the nearby coast and villages feel calm and residential, while the wider Southampton and Solent waterfront lies within easy reach.

Arriving by ship at St. John’s, you are welcomed by a bright Caribbean harbour lined with low hills, colourful waterfront buildings, and a lively sense of island bustle. Just beyond the port, visitors can explore the compact streets of the capital, with local markets, colonial-era architecture, and sweeping views over the bay nearby.

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