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Classic Caribbean

Summary

Embark on an unforgettable Caribbean voyage exploring pristine beaches and coral reefs, island-hopping through diverse cultures, where the warmth of the locals will enhance your luxury yacht adventure.

Sailing through the Caribbean islands from Saint Martin to Barbados offers a rich tapestry of experiences, from bustling ports to tranquil anchorages and stunning natural beauty. Set sail to Saint Barthélemy, commonly known as St. Barts, where you'll encounter upscale boutiques, chic restaurants, and beautiful beaches. The island's sophisticated yet laid-back atmosphere is ideal for both relaxation and indulgence. Enjoy some of the Caribbean's most stunning beaches in Antigua, or explore Martinique, known as the ‘Island of Flowers’ charming with a heady blend of French elegance and tropical beauty. Cruising among these enchanting Caribbean islands promises a journey filled with warm hospitality, spectacular seascapes and unforgettable memories.

Cruise line Emerald Cruises

Duration 9 nights

Type Ocean Cruise

Regions Caribbean,
Americas,
South America

Itinerary & Map

Bridgetown → Philipsburg 10 days · 10 ports · 0 sea days
Day 1 Bridgetown, Barbados Embark

Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a...

Full description
Day 2 Tobago Cays, Saint Vincent and the Grenadines

The Tobago Cays are an archipelago located in the Southern Grenadines of Saint Vincent and the Grenadines comprising five small islands and extensive coral reef...

Full description
Day 3 Mayreau Island - Tobago Cays, Saint Vincent and the Grenadines

The small island of Mayreau, just one and 1/2 square miles in area (3.9 square kilometres) is the smallest inhabited island of The Grenadines, and is part of th...

Full description
Day 4 Soufrière, Saint Lucia

The oldest town in St. Lucia and the island’s former French colonial capital, Soufrière was founded by the French in 1746 and named for its proximity to the vol...

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Day 5 Saint-Pierre, Martinique
Day 6 Îles des Saintes, Guadeloupe

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French s...

Full description
Day 7 Falmouth Harbour, Antigua and Barbuda

The British colonial influence is everywhere in pretty English Harbour. And yet, located on Antigua’s south coast, you are just minutes away from some of the lo...

Full description
Day 8 Basseterre, Saint Kitts and Nevi

Mountainous St. Kitts, the first English settlement in the Leeward Islands, crams some stunning scenery into its 65 square miles (168 square km). Vast, brillian...

Full description
Day 9 Gustavia, Saint Barthélemy

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in...

Full description
Day 10 Philipsburg, Sint Maarten Disembark

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the...

Full description
Scroll for all 10 days
Route overview map
Day 1 Bridgetown, Barbados Embark

Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a...

Full description
Day 2 Tobago Cays, Saint Vincent and the Grenadines

The Tobago Cays are an archipelago located in the Southern Grenadines of Saint Vincent and the Grenadines comprising five small islands and extensive coral reef...

Full description
Day 3 Mayreau Island - Tobago Cays, Saint Vincent and the Grenadines

The small island of Mayreau, just one and 1/2 square miles in area (3.9 square kilometres) is the smallest inhabited island of The Grenadines, and is part of th...

Full description
Day 4 Soufrière, Saint Lucia

The oldest town in St. Lucia and the island’s former French colonial capital, Soufrière was founded by the French in 1746 and named for its proximity to the vol...

Full description
Day 5 Saint-Pierre, Martinique
Day 6 Îles des Saintes, Guadeloupe

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French s...

Full description
Day 7 Falmouth Harbour, Antigua and Barbuda

The British colonial influence is everywhere in pretty English Harbour. And yet, located on Antigua’s south coast, you are just minutes away from some of the lo...

Full description
Day 8 Basseterre, Saint Kitts and Nevi

Mountainous St. Kitts, the first English settlement in the Leeward Islands, crams some stunning scenery into its 65 square miles (168 square km). Vast, brillian...

Full description
Day 9 Gustavia, Saint Barthélemy

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in...

Full description
Day 10 Philipsburg, Sint Maarten Disembark

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the...

Full description

Bridgetown, Barbados

Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a number of historical attractions. Experience the relaxed culture of the city renowned for its British-style parliament buildings and vibrant beach life, and seek out the Anglican church and the 19th-century Barbados Garrison. The distance between the ship and your tour vehicle may vary. This distance is not included in the excursion grades.

Tobago Cays, Saint Vincent and the Grenadines

The Tobago Cays are an archipelago located in the Southern Grenadines of Saint Vincent and the Grenadines comprising five small islands and extensive coral reefs. The cays – Petit Rameau, Petit Bateau, Baradal, Petit Tabac and Jamesby – are a popular tourism destination.

Mayreau Island - Tobago Cays, Saint Vincent and the Grenadines

The small island of Mayreau, just one and 1/2 square miles in area (3.9 square kilometres) is the smallest inhabited island of The Grenadines, and is part of the independent state of St.Vincent in the eastern Caribbean Sea. Two of the best known islands in The Grenadines are Mustique and Bequia, the second largest island in this group. The Grenadine Islands are strung out in a gentle sweep between St.Vincent and Grenada. Most visitors to Mayreau arrive from cruise ships, on the regular ferry, or by yacht. There are no proper roads on the island, only a few vehicles, no airport and only a single unnamed village. Mayreau and the neighboring Tobago Cays are very popular for divers and snorkellers. Saline Bay, on the west coast of the island, has a wonderful broad beach and a few local vendors selling T-shirts and local craft. A climb up the road to the hilltop village on the island provides breathtaking views across Mayreau, Canouan, the Tobago Cays and Carriacou.

Soufrière, Saint Lucia

The oldest town in St. Lucia and the island’s former French colonial capital, Soufrière was founded by the French in 1746 and named for its proximity to the volcano of the same name. The wharf is the center of activity in this sleepy town (population, 9,000), particularly when a cruise ship anchors in pretty Soufrière Bay. French colonial influences are evident in the second-story verandahs, gingerbread trim, and other appointments of the wooden buildings that surround the market square. The market building itself is decorated with colorful murals. Soufrière, the site of much of St. Lucia’s renowned natural beauty, is the destination of most sightseeing trips. This is where you can get up close to the iconic Pitons and visit colonial capital of St. Lucia, with its "drive-in" volcano, botanical gardens, working plantations, waterfalls, and countless other examples of the natural beauty for which St. Lucia is deservedly famous.

Îles des Saintes, Guadeloupe

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French settlers established themselves in 1648 and changed the name to Iles des Saintes, commonly known as Les Saintes. Since then the islands have been closely connected with Guadeloupe. Until a recent influx of tourism, Les Saintes were among the Caribbean’s most unspoiled destinations. Only two of the eight islands are inhabited: Terre-de-Bas and Terre-de-Haut. The latter is known for its impressive Fort Napoleon built in the early 19th century to replace an earlier 17th-century fort. From its vantage point there are fine views of the many tiny islets scattered in the bay and across to Guadeloupe. Terre-de-Haut is the main island of Les Saintes, with steeply scarped hills, scenic valleys, hidden coves and beautiful beaches. Its main settlement consists of a charming village of red-roofed houses situated along a curving bay. A number of small boutiques and gift shops invite browsing. Quaint cafés and restaurants offer food and drink. To the east of the village lies Grande Anse, a fine sand beach. Most of the attractions on this small island can be seen on foot. With just a few vehicles on the island, there are no organized tours possible. Time ashore here is at your leisure.

Falmouth Harbour, Antigua and Barbuda

The British colonial influence is everywhere in pretty English Harbour. And yet, located on Antigua’s south coast, you are just minutes away from some of the loveliest beaches in the Caribbean. With its long ribbons of white sandy shores including the superbly named Rendez-Vous Bay Beach, the cold English drizzle and chimes of big ben have never been farther away! English Harbour is how the Caribbean is meant to be. Beautifully restored, the area still retains much in the way of its rich historic past. Nelson’s dockyard is absolutely not to be missed; a working dockyard that dates from the 18th century, this is part of a larger UNESCO World Heritage Site (Nelson’s Dockyard and National Park) which also contains Clarence House and Shirley Heights. Perhaps one of the best examples of British colonial development, the dockyard is named after the famous Admiral who lived on the island in the 1780’s. The fascinating naval history is palpable in all the buildings of this historic site and just a little further along you find beautifully restored warehouses that are now home to enchanting restaurants, art galleries, boutiques and hotels, all proudly stating their historic credentials on prominent, easy to read signs. Venturing beyond the “town” and you’ll find nature trails for all levels of fitness. Famous for having 365 different beaches, it is unsurprising then that a lot of Antiguan life takes place on its sandy shores. Beaches here offer all things to everyone so whether you want to rekindle the romance, indulge in some adrenaline fueled water sports, swim, snorkel or sail your way around the island, you’re sure to find you’re your own personal paradise here.

Basseterre, Saint Kitts and Nevi

Mountainous St. Kitts, the first English settlement in the Leeward Islands, crams some stunning scenery into its 65 square miles (168 square km). Vast, brilliant green fields of sugarcane (the former cash crop, now slowly being replanted) run to the shore. The fertile, lush island has some fascinating natural and historical attractions: a rain forest replete with waterfalls, thick vines, and secret trails; a central mountain range dominated by the 3,792-foot Mt. Liamuiga, whose crater has long been dormant; and Brimstone Hill, known in the 18th century as the Gibraltar of the West Indies. St. Kitts and Nevis, along with Anguilla, achieved self-government as an associated state of Great Britain in 1967. In 1983 St. Kitts and Nevis became an independent nation. English with a strong West Indian lilt is spoken here. People are friendly but shy; always ask before you take photographs. Also, be sure to wear wraps or shorts over beach attire when you're in public places.

Gustavia, Saint Barthélemy

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.

Philipsburg, Sint Maarten

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village's dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It's generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander's home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.

Dates & prices

Departs

Fri 20 Nov 2026

Emerald Azzurra

from £6,219 pp

Enquire now Call 020 7590 0610

Per person, based on two sharing, flights included. Updated daily and confirmed when you book. Flights from UK airports only.

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Fri 20 Nov 2026
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