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Caribbean Sailing Vacations
Caribbean Sailing Vacations

Caribbean Sailing Vacations

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  1. Vibes of the Virgin IslandsMap of Vibes of the Virgin Islands
    Sailing

    The Caribbean's most exclusive ports await aboard Emerald Sakara, sailing from Saint Thomas to Gustavia. The famous Baths of Virgin Gorda, crystal waters of Norman Island for snorkeling, and pristine beaches of Anguilla highlight this luxury voyage with all-inclusive fine dining.

    Duration 8 days
    DestinationsVirgin Islands, U.S., Virgin Island, British, Anguilla, Dominican Republic, Guadeloupe
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $16,501

    50% Off
    NZ$8,193
    You save $8,308
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  2. Discover the yachting islands of the Caribbean 2026Map of Discover the yachting islands of the Caribbean 2026
    Sailing

    Luxury awaits aboard Emerald Azzurra from San Juan to Saint Thomas. The yacht drops anchor at exclusive ports like Gustavia in St. Barth and White Bay Beach on Jost Van Dyke, with water sports available from the marina platform in multiple locations.

    Duration 15 days
    DestinationsPuerto Rico, Virgin Island, British, St Martin, Guadeloupe, Virgin Islands, U.S.
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $36,305

    33% Off
    NZ$24,297
    You save $12,008
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  3. Caribbean Yachting Hideaways 2025-2026Map of Caribbean Yachting Hideaways 2025-2026
    Sailing

    The finest harbors of the Caribbean welcome Emerald Azzurra, sailing from San Juan to Cruz Bay's vibrant waterfront. White Bay Beach on Jost Van Dyke and Philipsburg's Dutch colonial charm lead to Saint Barthélemy on this luxury sailing with 72 crew members.

    Duration 8 days
    DestinationsPuerto Rico, Virgin Island, British, Antigua and Barbuda
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $13,858

    51% Off
    NZ$6,805
    You save $7,053
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  4. Caribbean Yachting Discovery 2026Map of Caribbean Yachting Discovery 2026
    Sailing

    Secluded bays and pristine beaches unfold aboard Emerald Azzurra. The route winds from St. John's past Pink Sandy Beach in Barbuda to Norman Island's pirate caves. Virgin Gorda's famous Baths and French-Caribbean culture in Deshaies complement premium beverages throughout.

    Duration 8 days
    DestinationsAntigua and Barbuda, Guadeloupe, Virgin Island, British, Virgin Islands, U.S.
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $13,858

    51% Off
    NZ$6,805
    You save $7,053
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  5. Discover the yachting islands of the Caribbean 2025-2026 - 15 Days (including St. John)Map of Discover the yachting islands of the Caribbean 2025-2026 - 15 Days (including St. John)
    Sailing

    Pink-sand beaches of Barbuda and Les Saintes' French-Caribbean fusion ports highlight this sophisticated Emerald Azzurra yacht journey. The route from San Juan through the Virgin Islands to Guadeloupe's Deshaies offers exclusive access to pristine bays and colonial towns.

    Duration 15 days
    DestinationsPuerto Rico, Virgin Island, British, Guadeloupe
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $35,644

    51% Off
    NZ$17,574
    You save $18,070
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  6. Caribbean escapade 2026 - 8 Days (from Miami to San Juan)Map of Caribbean escapade 2026 - 8 Days (from Miami to San Juan)
    Sailing

    Bahamian waters sparkle aboard Emerald Sakara, showcasing Nassau's Queen's Staircase and Cable Beach. Grand Turk's historic lighthouse and San Salvador's coral reefs highlight this 8-day journey with luxurious Yacht Suites.

    Duration 8 days
    DestinationsUSA, Bahamas, Puerto Rico
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $21,952

    50% Off
    NZ$10,918
    You save $11,034
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  7. Caribbean escapade 2026 - 8 Days (from San Juan to Miami)Map of Caribbean escapade 2026 - 8 Days (from San Juan to Miami)
    Sailing

    Exclusive ports beckon aboard Emerald Sakara from San Juan to Miami. Gordon's Beach's white sands, Grand Turk's colonial charm, and Nassau's offshore reefs await, complemented by an infinity pool and upscale dining.

    Duration 8 days
    DestinationsPuerto Rico, Bahamas, USA
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $19,969

    50% Off
    NZ$9,927
    You save $10,043
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  8. Discover Eastern Caribbean & Grenadines 2025-2026 - 15 Days (from Bridgetown to Marigot)Map of Discover Eastern Caribbean & Grenadines 2025-2026 - 15 Days (from Bridgetown to Marigot)
    Sailing

    The Eastern Caribbean's finest waters welcome Emerald Azzurra or Emerald Sakara. The route from Barbados to Tobago Cays includes Les Saintes' protected bays and Anguilla's Prickly Pear Cays during 14 nights of luxury.

    Duration 15 days
    DestinationsBarbados, Saint Vincent and the Grenadines, Saint Lucia, Guadeloupe, Antigua and Barbuda, Saint Kitts and Nevis, Anguilla, St Martin
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $35,248

    50% Off
    NZ$17,591
    You save $17,657
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  9. Discover Eastern Caribbean & Grenadines 2025-2026 - 15 Days (from Marigot to Bridgetown)Map of Discover Eastern Caribbean & Grenadines 2025-2026 - 15 Days (from Marigot to Bridgetown)
    Sailing

    Crystal waters stretch from Saint Martin to Barbados aboard Emerald Sakara. Nelson's Dockyard UNESCO site, Fort Napoleon in Îles des Saintes, and turtle encounters in Tobago Cays highlight this 15-day journey with 41 meals and premium beverages.

    Duration 15 days
    DestinationsSt Martin, Anguilla, Guadeloupe, Saint Kitts and Nevis, Antigua and Barbuda, Saint Lucia, Barbados, Saint Vincent and the Grenadines
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $35,248

    50% Off
    NZ$17,591
    You save $17,657
    View tour
  10. Discover the Grenadines & Windwards islandsMap of Discover the Grenadines & Windwards islands
    Sailing

    Exclusive ports from Bridgetown to Marigot shine aboard luxurious Emerald Azzurra. Intimate harbors like Port St. Charles and Falmouth Harbour provide gateways to Tobago Cays' turtle-rich waters and Bequia's secluded beaches, with yacht-based activities at each stop.

    Duration 14 days
    DestinationsBarbados, Saint Vincent and the Grenadines, Saint Lucia, Guadeloupe, Antigua and Barbuda, St Martin
    Age Range up to 90 year olds
    OperatorEmerald Cruises

    From $34,488

    50% Off
    NZ$17,178
    You save $17,310
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