Sleeping under a palm tree, strolling on endless beaches and eating ice cream while floating in a turquoise sea. What could be further from your everyday world? When you sail the Caribbean you'll discover how relaxing, entertaining and just plain fun a week really can be. Visit a variety of beautiful islands and escape to paradise on your next vacation.
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Recent price found was as low as: $10,970 per person. Port charges, taxes, and fees included
Itinerary Overview
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Day 1 · Bridgetown, Barbados
Bridgetown, Barbados
Depart 11:00 pm
The Bajan British accent is very distinctive, reflecting both the Scepter'd Isle and the lovely one they live on. Barbados still has lovely parish churches, great manor houses and a proper Trafalgar Square along with white-sugar beaches and waving fields of cane.
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Day 2 · Bequia, Grenadines
Bequia, Grenadines
Arrive 8:00 am · Depart 6:00 pm
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Day 3 · St. Georges, Grenada, West Indies
St. Georges, Grenada, West Indies
Arrive 8:00 am · Depart 6:00 pm
Called the "Spice Island" for its abundance of cinnamon and nutmeg, still sold at the waterfront market, Grenada is spicy in many other ways. St. George's has historic buildings in brick and mellow stone, and one of the loveliest harbors in the Caribbean. The coastline is full of secluded coves, while the mountainous interior is rich in rainforests and frothy rivers.
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Day 4 · Fort-de-France, Martinique
Fort-de-France, Martinique
Arrive 8:00 am · Depart 7:00 pm
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Day 5 · Deshaies, Guadeloupe
Deshaies, Guadeloupe
Arrive 8:00 am · Depart 6:00 pm
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Day 6 · Soufriere, St. Lucia
Soufriere, St. Lucia
Arrive 8:00 am · Depart 5:00 pm
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Day 7 · Port of Basseterre, St. Kitts, St. Kitts and Nevis
Port of Basseterre, St. Kitts, St. Kitts and Nevis
Arrive 8:00 am · Depart 6:00 pm
This fertile isle is a land of rain forests, tropical flowers, and abundant sugar cane. After a stroll around the charming colonial streets and shops of the capital, Basseterre, tour the island or visit Brimstone Hill Fort, an impressive construction that is one of the wonders of the Caribbean world.
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Day 8 · Philipsburg, St. Maarten
Philipsburg, St. Maarten
Arrive 8:00 am · Depart 7:00 pm
Dutch St. Maarten is a great place to stop just to shop. Its capital is Philipsburg and fills a narrow stretch of land between Great Bay and the Great Salt Pond. It is a bustling center of international trade with lively shopping streets, cafes, and hotels. Strangely enough it has two main streets called Front Street and Back Street. On Front Street, which is the main thoroughfare, duty-free shops line the road as far as the eye can see. These duty-free shops offer everything from Italian leather goods and Japanese cameras to native crafts. Don't be afraid to venture the alleyways that will lead you to arcades and courtyards filled with flowers. The Courthouse is the most prominent landmark on Front Street. It is a grand white wooden structure topped with a cupola built in 1793. Front Street also includes the Simartin Museum so that visitors can get and excellent introduction to local St. Maartin history. There are also historical forts that are monuments to Philipsburg's strategic importance in St. Maarten's history. Philipsburg has not been left behind in the time, however. It has combined its historical legacy with 20th century excitement. Since its waterfront has become a popular stop for cruise ships, the shore of this town is covered with restaurants, cafes and nightclubs that offer entertainment well into the night.
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Day 9 · Gustavia, St. Barts
Gustavia, St. Barts
Arrive 8:00 am · Depart 6:00 pm
The tiny island of St. Barts is picture-perfect. So much so that it has become a haunt for the very rich who come for the privacy, gorgeous beaches and exquisite French cuisine. It has over 20 magnificent beaches, linked roads that are hilly and narrow. The quaint streets of the Lilliputian port of Gustavia lead past small markets and bakeries. Included among these markets are dozens of small shops selling French perfumes, sportswerar, watches, and crystal. It is no wonder why the port of Gustavia is preferred by many of the luxury cruise lines as a port-of-call.
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Day 10 · Anguilla, Caribbean
Anguilla, Caribbean
Arrive 7:00 am · Depart 2:00 pm
The appearance of this long flat island with its multitude of white sand coves is that of an undulating eel. It is now wonder Columbus named it Anguilla upon his arrival. Since being settled in 1650, Anguilla has been a British colony/dependency. Anguilla has pretty much been ignored except for a few half-hearted attempts to invade it by the French in the 18th century. However, this island has become an attraction by wise tourists all around because of its small upscale resorts that make it an ideal retreat to get away from it all.
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Day 11 · Day at sea
Day at sea
Depart 12:00 am
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Day 12 · Day at sea
Day at sea
Depart 12:00 am
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Day 13 · Miami, Florida
Miami, Florida
Arrive 7:00 am · Depart 12:00 am
Discover the cosmopolitan beauty of Miami along Florida's fabled Gold Coast. Stroll through carefully preserved Art Deco neighborhoods and witness the trendy lifestyle that is South Beach. Enjoy open-air shopping in the Bayside Marketplace and shop for a bite to eat in Coconut Grove, with its harborside cafes and quaint, artistic settings.
Route Illustration - Actual route may differ
Highlights
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Sail aboard Silver Ray.
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Travel from 2027-02-26 through 2027-03-10.
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Visit Bridgetown, Barbados, Bequia, Grenadines, St. Georges, Grenada, West Indies, Fort-de-France, Martinique, Deshaies, Guadeloupe, Soufriere, St. Lucia, Port of Basseterre, St. Kitts, St. Kitts and Nevis, Philipsburg, St. Maarten, Gustavia, St. Barts, Anguilla, Caribbean, Miami, Florida.
Recently found pricing
Cabin pricing snapshot
Recent cabin prices we found for this sailing. Pricing is shown per person and may change at any time.
Cabin Types
Inside
Not currently available — cabin inventory may change.
Oceanview
Not currently available — cabin inventory may change.
Balcony
Not currently available — cabin inventory may change.
SuiteRecently found from $10,970 per person
Port charges, taxes, and fees included
Final taxes, fees, promotions, or availability can change.
Additional Information
Price, availability, taxes, fees, promotions, occupancy requirements, and final cabin availability can change until booked. When you book travel through a professional travel advisor, suppliers often provide exclusive value-adds, upgrades, and promotions that are unavailable when booking directly online. These unadvertised or agency-exclusive perks vary by vendor and destination.