8-Day Virgin Islands Cruises

from $9,990

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Quintessential Caribbean

St Thomas - San Juan - 8 Day Itinerary aboard Emerald Sakara

• Explore Cruz Bay town
• Visit Nevis plantations
• Discover Nelson’s Dockyard
• Swim Prickly Pear Cays

Starts / Ends

St. Thomas / San Juan

Activities

Village Visits

Activity Level

Variable

Explore the Caribbean on an 8-day cruise from Saint Thomas to San Juan aboard Emerald Sakara. Visit Saint John, Nevis, Guadeloupe, Antigua, Saint Barthélemy, and the British Virgin Islands. Discover UNESCO-listed landmarks, swim in clear waters, and experience regional architecture, food, and history throughout the journey.

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from $9,990

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Vibes of the Virgin Islands

St Thomas Roundtrip - 8 Day Itinerary aboard Emerald Sakara

• Explore Saint John's pristine beach
• Stroll Philipsburg's lively markets
• Snorkel Norman Island's caves
• Visit 'The Baths' in Virgin Gorda

Starts / Ends

St. Thomas / St. Thomas

Activity Level

Variable

Set sail on an 8-day Caribbean cruise aboard Emerald Sakara from Saint Thomas to discover the Caribbean’s finest destinations. Explore the stunning beaches of Virgin Gorda, snorkel in Norman Island’s clear waters, and experience Anguilla’s vibrant beauty.

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from $7,990

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Quintessential Caribbean

San Juan - St Thomas - 8 Day Itinerary aboard Emerald Sakara

• Relax on Prickly Pear Cays' beaches
• Visit Guadeloupe’s fishing village
• Visit port of Falmouth Harbor
• Wander through lively Cruz Bay

Starts / Ends

San Juan / St. Thomas

Activity Level

Variable

Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore the vibrant culture of San Juan, the charm of Saint John, the tranquil beaches of Nevis, the picturesque village of Deshaies, the historic allure of Falmouth Harbor, the lively streets of Gustavia, and the pristine beauty of Prickly Pear Cays.

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from $9,440

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Pearls of the Caribbean

Fort-de-France Roundtrip - 8 Day Itinerary aboard Le Bougainville

• Wander at Fort-de-France Harbor
• Discover Union Island Beaches
• Snorkel at Tobago Cays Reefs
• Swim Pompierre Beach Les Saintes

Starts / Ends

Fort de France / Fort de France

Activities

Local Market Visits, Archaeological Site Visits, Rainforest Exploration

Activity Level

Variable

Embark on an 8-day Caribbean cruise from Martinique through the Grenadines aboard Le Bougainville. Explore vibrant towns, secluded beaches, coral reefs, tropical islands, and volcanic landscapes. Snorkel, swim, stroll along scenic shores, and enjoy historic sites.

Cruise Details

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from $2,010

SS 25%

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Antigua Roundtrip

Roundtrip St. John - 8 Day Itinerary aboard Star Clipper

• Explore St. John's dockyards
• Tour Basseterre colonial history
• Hike St. Kitts rainforests
• Swim South Friars Bay waters

Starts / Ends

St. John's / St. John's

Activity Level

Variable

Join an 8-day Caribbean cruise from St. John's, Antigua, on the Star Clipper, exploring destinations like St. Barts, St. Kitts, and Martinique. Experience snorkeling, historic tours, and diverse beaches while enjoying the beauty of the French and British West Indies.

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from $9,990

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Cruising the Leeward Islands

Roundtrip Marigot - 8 Day Itinerary aboard Emerald Azzurra

• Explore Anguilla’s coral coastlines
• Visit Virgin Gorda granite boulders
• Discover Norman Island's coves
• Relax on Anegada’s remote sands

Starts / Ends

Marigot / Marigot

Activities

Hiking, Wildlife Viewing

Activity Level

Variable

Set sail on an 8-day Caribbean cruise with Emerald Azzurra. Start in Marigot, then visit Anguilla’s coral beaches, Virgin Gorda’s Baths, Jost Van Dyke’s Bubbly Pool, and Anegada’s sandy shores. Explore Saba’s trails and Bonaire’s marine life before ending in Gustavia. Enjoy a luxury cruise with varied landscapes and activities.

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from $6,995

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Pirate Islands With A Yachtie Vibe

Philipsburg Roundtrip - 8 Day Itinerary aboard Sea Cloud Spirit

• Explore Gustavia harbor
• Visit Shirley Heights, Antigua
• Explore The Baths, Virgin Gorda
• Sail Sir Francis Drake Channel
• Experience Virgin Islands fun

Starts / Ends

Philipsburg / Philipsburg

Activity Level

Variable

Sail 8 days aboard Sea Cloud Spirit on a Caribbean round-trip from Philipsburg, St. Maarten. Explore Gustavia, St. John’s, Virgin Gorda, Jost van Dyke, and Norman Island with beaches, sailing, and historic sights.

Cruise Details

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from $2,210

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Treasure Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer

• Visit Gustavia French boutiques
• Hike Jost Van Dyke scenic trails
• Tour Tortola to see Soper's Hole
• Explore Basseterre landmarks

Starts / Ends

Philipsburg / Philipsburg

Activity Level

Variable

Set sail on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore scenic spots like St. Barts, Jost Van Dyke, Virgin Gorda, and Anguilla, blending natural beauty and rich history.

Cruise Details

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from $2,010

SS 25%

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Antigua Roundtrip

Roundtrip St. John - 8 Day Itinerary aboard Star Clipper

• Explore St. John's dockyards
• Sail Sir Francis Drake Channel
• Swim Virgin Gorda Baths
• Hike Jost van Dyke trails

Starts / Ends

St. John's / St. John's

Activity Level

Variable

Set sail on an 8-day round-trip cruise from St. John’s, Antigua, aboard the Star Clipper, exploring St. Barts, the British Virgin Islands, and Anguilla. Highlights include duty-free shopping, scenic hikes, and beautiful beaches before concluding in Antigua.

Cruise Details

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from $2,010

SS 25%

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Antigua Roundtrip

Roundtrip St. John - 8 Day Itinerary aboard Star Clipper

• Hike St. Kitts rainforests
• Tour Basseterre colonial history
• Shop Philipsburg Dutch bargains
• Explore Tortola to see Soper's Hole

Starts / Ends

St. John's / St. John's

Activity Level

Variable

Experience an 8-day round-trip cruise from St. John's, Antigua, aboard the Star Clipper, visiting destinations like St. Barts, the British Virgin Islands, and St. Maarten. Enjoy duty-free shopping, stunning beaches, and historic sites before concluding your journey in Antigua.

Cruise Details

0

from $2,010

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Treasure Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer

• Visit Anguilla's white sand coves
• Tour Tortola to see Soper's Hole
• Swim South Friars Bay waters
• Hike Jost Van Dyke trails

Starts / Ends

Philipsburg / Philipsburg

Activity Level

Variable

Embark on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Visit Anguilla's beaches, explore the British Virgin Islands, hike Jost Van Dyke, and enjoy shopping in St. Barts while uncovering historical sites and natural beauty.

Cruise Details

0

from $2,010

SS 25%

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Treasure Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer

• Visit Anguilla's white sand coves
• Tour Tortola to see Soper's Hole
• Swim South Friars Bay waters
• Hike Jost Van Dyke trails

Starts / Ends

Philipsburg / Philipsburg

Activity Level

Variable

Join an 8-day Caribbean cruise on the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore stunning beaches, historic sites, and vibrant islands like Anguilla, Tortola, Virgin Gorda, and St. Barts.

Cruise Details

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from $2,010

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Treasure Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer

• Visit Anguilla's white sand coves
• Tour Tortola to see Soper's Hole
• Swim South Friars Bay waters
• Hike Jost Van Dyke trails

Starts / Ends

Philipsburg / Philipsburg

Activity Level

Variable

Embark on an 8-day roundtrip Caribbean cruise from Philipsburg, St. Maarten, aboard the Star Flyer, visiting beautiful locations like Anguilla, Tortola, and Virgin Gorda. Enjoy duty-free shopping in St. Barts and explore the colonial history of St. Kitts before returning to St. Maarten.

Cruise Details

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from $2,080

SS 25%

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Windward Islands

Roundtrip Barbados - 8 Day Itinerary aboard Royal Clipper

• Explore beaches in Barbados
• See lush island of St. Lucia
• Discover Falmouth Harbour, Antigua
• Visit sophisticated Martinique

Starts / Ends

Bridgetown / Bridgetown

Activity Level

Variable

Sail aboard the Royal Clipper on an 8-day journey through vibrant Caribbean islands, pristine beaches, and rich history. Highlights include Dominica’s lush Cabrits National Park, Antigua’s Falmouth Harbor, and Martinique’s stunning shores.

Cruise Details

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from $2,010

SS 25%

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Leeward Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer

• Explore Nevis sugar plantations
• Visit Dominica boiling lakes
• Snorkel Terre-de-Haut blue waters
• Swim South Friars Bay clear waters

Starts / Ends

Philipsburg / Philipsburg

Activity Level

Variable

Join an 8-day roundtrip Caribbean cruise from Philipsburg, St. Maarten, on the Star Flyer, visiting historic Nevis, scenic Dominica, and the vibrant yachting hub of Antigua. Enjoy snorkeling in Terre-de-Haut and explore Basseterre and South Friars Bay in St. Kitts before returning to St. Maarten.

Cruise Details

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from $2,010

SS 25%

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Treasure Islands

St. Maarten Roundtrip - 8 Day Itinerary aboard Star Flyer

• Visit Virgin Gorda's famous “Baths”
• Enjoy the lifestyle of Soper's Hole
• Walk the streets of Basseterre
• Relax on famous St. Barts

Starts / Ends

Philipsburg / Philipsburg

Activity Level

Variable

Don't miss the opportunity to relax on one of the beaches and enjoy the tropical sun's warmth. Soak up the sun in one of the world's most gorgeous locations, the Caribbean. Visit St. Maarten, Anguilla, Jost Van Dyke, St. Kitts, and St. Barts on this 8-day small ship trip!

Cruise Details

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from $6,995

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Across A Sea Of Idyllic Islands

Philipsburg Roundtrip - 8 Day Itinerary aboard Sea Cloud Spirit

• Explore St. Maarten’s cultures
• Visit Virgin Gorda’s Baths
• Discover Jost van Dyke
• Wander Gustavia, St. Barths

Starts / Ends

Philipsburg / Philipsburg

Activity Level

Variable

Sail 8 days aboard Sea Cloud Spirit through the Caribbean’s Lesser Antilles & Grenadines. Discover St. Maarten, Virgin Gorda, Jost van Dyke, Norman Island, St John’s, and St. Barths while enjoying authentic tall-ship sailing and idyllic island scenery.

Cruise Details

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from $6,495

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Relax The Caribbean Way

Roundtrip Bridgetown - 8 Day Itinerary aboard Sea Cloud II

• Snorkel in the Tobago Cays
• Discover Grenada’s spices
• Explore Saint-Pierre, Martinique
• View Gros and Petit Piton

Starts / Ends

Bridgetown / Bridgetown

Activities

Snorkeling, Small Ship Sailing, Stand Up Paddle Boarding

Activity Level

Variable

Experience an 8-day voyage aboard Sea Cloud II roundtrip from Bridgetown, Barbados, through the Lesser Antilles & Grenadines. You snorkel in the Tobago Cays, explore spice-rich Grenada, visit Saint-Pierre in Martinique, admire St. Lucia’s Pitons, and enjoy Caribbean sunsets at sea.

Cruise Details

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