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.

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Take a leisurely stroll through beautiful Bridgetown

from $11,990

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Grenadines & Windwards Yachting

Roundtrip Bridgetown - 8 Day Itinerary aboard Emerald Sakara

Discover Bequia’s secluded beaches
Savor Caribbean dining experiences
Snorkel Tobago Cays' waters
Admire panoramic views from Mayreau

Starts / Ends: Bridgetown / Bridgetown
Activity Level: Variable

Embark on an 8-day cruise aboard the Emerald Sakara, starting and ending in Bridgetown, Barbados. Explore historic towns, relax on stunning beaches, and enjoy snorkeling and water activities in the picturesque Saint Vincent and the Grenadines.

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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 $6,395

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Cruising the Leeward Islands

Roundtrip Sint Maarten - 8 Day Itinerary aboard Emerald Sakara

Visit Basseterre colonial structure
Discover Anguilla marine life
Swim in pools at Virgin Gorda
Experience Gustavia Creole cuisine

Starts / Ends: Philipsburg / Philipsburg
Activity Level: Variable

Set sail on an 8-day Caribbean cruise aboard the Emerald Sakara, starting in Philipsburg, Sint Maarten. Visit Anguilla's coral reefs, explore Virgin Gorda's grottos, and enjoy local cuisine while discovering unique island architecture.

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Explore the famous rock formations of the baths

from $6,295

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Eastern Caribbean with St. Barths

Bridgetown - Philipsburg - 8 Day Itinerary aboard Emerald Sakara

Explore Bridgetown rich heritage
Enjoy Soufriere sulfur springs
See St. John's Nelson's Dockyard
Experience Gustavia Creole cuisine

Starts / Ends: Bridgetown / Philipsburg
Activity Level: Variable

Set sail on an 8-day Eastern Caribbean cruise from Bridgetown on Emerald Sakara, visiting St. Lucia's mud baths, Antigua's Nelson's Dockyard, and the stunning beaches of Iles des Saintes. End your journey in Philipsburg, the lively capital of Dutch Sint Maarten.

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Lush green forests and clear blue waters of the Caribbean

from $5,000

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San Juan to San Juan

San Juan Roundtrip - 8 Day Itinerary aboard Silver Dawn

Snorkel Trunk Bay reefs in St John
Witness Gustavia harbor views
Ride horses along Antigua beaches
Enjoy swimming at Jost Van Dyke

Starts / Ends: San Juan / San Juan
Activities: Wildlife Viewing, Local Market Visits, Kayaking, Archaeological Site Visits, Rainforest Exploration, Hiking
Activity Level: Variable

Depart from San Juan and explore Caribbean islands on an 8-day cruise aboard Silver Dawn. Visit St John, Gustavia, Antigua, Martinique, St Kitts, and Jost Van Dyke. Swim in clear waters, snorkel vibrant reefs, hike rainforest trails, and relax on white sand beaches. Discover a mix of nature, culture, and coastal views.

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from $2,880

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Aruba to Grenada

Oranjestad - St. George - 11 Day Itinerary aboard Star Clipper

Visit Oranjestad to see beaches
See Willemstad gabled houses
Tour Curacao inland cunucu
Swim Charlestown Bay

Starts / Ends: Oranjestad / St. Georges
Activities: Snorkeling, Small Ship Sailing, Village Visits
Activity Level: Variable

Set sail on an 11-day Caribbean cruise aboard the Star Clipper from Aruba to Grenada, exploring vibrant destinations like Oranjestad and Willemstad. Enjoy highlights such as snorkeling in Tobago Cays and visiting St. George’s and its historic sites in Grenada.

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from $2,080

SS 25%

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Grenadine Islands

8 Day Itinerary aboard Royal Clipper

Visit one island in Grenadines
Smell the aroma of Grenada
Walk and swim at Marigot Bay
Taste the spicy Creole cooking

Starts / Ends: Bridgetown / Bridgetown
Activity Level: Variable

On this 8-day expedition cruise, the Royal Clipper explores the Grenadine Islands. Enjoy blissful, laid-back beach days and appreciate the beauty of nature on this Caribbean adventure.

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Dock going out into the crystal blue ocean

from $2,080

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Classic Yachtsman Caribbean

Antigua to Barbados - 8 Day Itinerary aboard Royal Clipper

Explore Antigua’s vibrant dockyards
Discover Les Saintes’ beaches
Relax on Martinique’s white sands
Stroll Grenada’s aromatic markets

Starts / Ends: St. John's / Bridgetown
Activity Level: Variable

Set sail on an 8-day cruise aboard the Royal Clipper, starting in Antigua. Highlights include snorkeling in Les Saintes, Dominica’s lush rainforests, Grenada’s spice markets, and Barbados’ rich heritage.

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from $2,010

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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.

Island Odyssey: Bahamas to the Grenadine

Nassau - Bridgetown - 11 Day Itinerary aboard Scenic Eclipse

Explore Nassau’s vibrant capital
Visit Staniel Cay’s beaches
Discover San Salvador’s coral reefs
Stroll St. Barts iconic Shell Beach

Starts / Ends: Nassau / Bridgetown
Activities: Stand Up Paddle Boarding, Helicopter Tours
Activity Level: Variable

Set sail on an 11-day Caribbean cruise from Nassau to Bridgetown on the Scenic Eclipse, visiting remote gems like Staniel Cay, Turks and Caicos, and St. Barts. Enjoy ultra-luxury amenities and guided excursions for a refined and relaxing experience.

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from $15,980

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Discover Eastern Caribbean & Grenadines

Marigot - Bridgetown - 15 Day Itinerary aboard Emerald Azzurra

Explore Anguilla, serene landscapes
Savor Barbados’s cultural delights
Visit Antigua’s historic dockyard
Stroll Nevis’s serene beaches

Starts / Ends: Marigot / Bridgetown
Activity Level: Variable

Set sail on a 15-day Caribbean journey, where pristine beaches, vibrant coral reefs, and island-hopping adventures immerse you in diverse cultures. Experience the genuine warmth of local hospitality as you explore tropical paradises aboard the Emerald Azzurra.

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