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  • $67/night—Panama Canal 12-night cruises
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    TOP 20 - Sells out quickly! $67/night Panama Canal 12-night cruises

    Curacao, Cartagena, Colon, Limon, Grand Cayman and more
    Visit 5 tropical ports and transit the new locks of the Panama Canal for just $799 per person.
    October–November 2026; other dates on sale
    TOP 20 - Sells out quickly!
  • $499—Upgraded cabin on Caribbean 7-night cruise
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    TOP 20 - Sells out quickly! $499 Upgraded cabin on Caribbean 7-night cruise

    Bahamas, Dominican Republic, Turks & Caicos, Puerto Rico & more
    Prime sailing dates, an upgraded oceanview cabin and extra spending money—this offer packs a punch.
    November–December; surrounding dates on sale
    TOP 20 - Sells out quickly!
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    SmartCruiser.com

    $850—MSC Cruises: 10-night Mexico and island spring sailing

    $850 MSC Cruises: 10-night Mexico and island spring sailing

    Cayman Islands, Jamaica, Aruba & more
    This cruise on MSC Divina visits Cozumel, Cayman Islands, Jamaica, Aruba and Curacao.
    March 12
  • $50/night—Caribbean 7-night cruises
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    TOP 20 - Sells out quickly! $50/night Caribbean 7-night cruises

    Costa Maya, Cozumel, Grand Cayman and more
    For just $349 per person, embark on a warm-weather cruise aboard one of Princess' newest ships.
    February 2026; May–October on sale
    TOP 20 - Sells out quickly!
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    SmartCruiser.com

    $1161—9-night Caribbean cruise in spring with Virgin Voyages

    $1161 9-night Caribbean cruise in spring with Virgin Voyages

    Dominican Republic, St. Kitts, Antigua, Bahamas
    Thaw out on this adults-only sailing that island hops from the Bahamas to Antigua.
    March 12
  • $63/night—Panama Canal cruises: 16 nights, save $1200
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    TOP 20 - Sells out quickly! $63/night Panama Canal cruises: 16 nights, save $1200

    Aruba, Panama, Costa Rica, Mexico and more
    Embark on a full transit of the Panama Canal, one of the New Seven Wonders of the World, into 2027.
    Many dates April 2026-2027
    TOP 20 - Sells out quickly!
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    SmartCruiser.com

    $1804—New Royal Caribbean ship: 8-night Caribbean cruise

    $1804 New Royal Caribbean ship: 8-night Caribbean cruise

    Bahamas, Aruba, Curacao
    Legends of the Seas hits the waters this summer. Be one of the first to sail its Caribbean routes on this November cruise.
    November 28
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    Holland America Line

    $799 & up—10-night Southern Caribbean cruise incl. taxes

    $799 & up 10-night Southern Caribbean cruise incl. taxes

    Bahamas, Turks and Caicos and more
    On this roundtrip voyage from Miami, you'll stop in Amber Cove, Bonaire and Curacao.
    March 2026
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    SmartCruiser.com

    $1277—8-night ABC Islands cruise on Celebrity

    $1277 8-night ABC Islands cruise on Celebrity

    Aruba, Bonaire, Curacao
    Enjoy sweeping water views from your outside cabin on this southern Caribbean Sea sailing.
    September 12
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    Princess Cruises

    Up to 40% off—7-night Eastern Caribbean cruise

    Up to 40% off 7-night Eastern Caribbean cruise

    Princess Cays, San Juan, St. Thomas
    This June voyage sails between the Bahamas, Puerto Rico and Virgin Islands.
    June 2026
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    Emerald Cruises

    $4960 & up—Cruise the Caribbean for 7 nights on a luxe yacht

    $4960 & up Cruise the Caribbean for 7 nights on a luxe yacht

    Caribbean
    Soak in the sunshine while you visit the U.S. and British Virgin Islands, St. Martin and more.
    December 2026; more dates available
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    Holland America Line

    $649 & up—7-night Western Caribbean cruise from Florida

    $649 & up 7-night Western Caribbean cruise from Florida

    Half Moon Cay, Ocho Rios, Georgetown, Cozumel
    On this roundtrip sailing from Fort Lauderdale, you'll hop between four tropical destinations.
    March 2026
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    Emerald Cruises

    $8210 & up—7-night Caribbean yacht cruise

    $8210 & up 7-night Caribbean yacht cruise

    Caribbean
    St. Barth, Antigua, St. Lucia and more beckon on this luxe excursion.
    December 2026; more dates available
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    Princess Cruises

    Up to 40% off—7-night Eastern Caribbean cruise from Orlando

    Up to 40% off 7-night Eastern Caribbean cruise from Orlando

    Grand Turk, Amber Cove and more
    Head to Puerto Rico on Caribbean Princess for beaches, city touring and shopping.
    June 2026
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    Scenic Cruises

    $6815 & up—9-night luxe Transatlantic wellness cruise

    $6815 & up 9-night luxe Transatlantic wellness cruise

    Barbados, Spain
    Set sail on an intimate yacht adventure that includes classes, verandah suites, butler service and more.
    April 2026
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    Windstar Cruises

    $2399—Aruba to Barbados weeklong cruise

    $2399 Aruba to Barbados weeklong cruise

    Aruba, Bonaire, Kingstown, Tobago, Barbados and more
    Swim with vibrant marine life, wander through the colorful Dutch colonial towns and feast on island cuisine on this warm-weather escape.
    March 2026
  • Book now at

    Windstar Cruises

    $4426—Caribbean islands trio: all-inclusive cruise

    $4426 Caribbean islands trio: all-inclusive cruise

    Colon, San Blas, Cartagena, Santo Domingo, Isla Catalina, San Juan
    Scratch Panama, Colombia and Puerto Rico from your must-visit list with this weeklong cruise that includes drinks, tips, Wi-Fi, a hotel stay and more.
    April 2026
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    Holland America Line

    $749 & up—10-night Western Caribbean cruise during winter

    $749 & up 10-night Western Caribbean cruise during winter

    Falmouth, Belize City
    Explore Jamaica, the Cayman Islands, Belize and more on this tropical voyage.
    February 2026
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    Holland America Line

    $749 & up—7-night Caribbean cruise incl. Amber Cove

    $749 & up 7-night Caribbean cruise incl. Amber Cove

    Bahamas, Grand Turk and more
    On this voyage, you can take in the history of Old Puerto Plata, learn about cacao-growing traditions or horseback ride on the beach.
    March 2026
  • Book now at

    Princess Cruises

    Up to 40% off—Sail the Western Caribbean for 7 nights

    Up to 40% off Sail the Western Caribbean for 7 nights

    Bahamas, Cozumel, Roatan
    Trade in the winter chill for some sunshine on this voyage aboard Sun Princess, one of Princess Cruises' newest ships.
    November 2026
  • Book now at

    Holland America Line

    $1099 & up—12-night Eastern Caribbean cruise incl. taxes

    $1099 & up 12-night Eastern Caribbean cruise incl. taxes

    St. Lucia, Bahamas and more
    Sink your toes in the white-sand beaches of the Caribbean aboard the Koningsdam.
    March 2026
  • Book now at

    Holland America Line

    $999 & up—9-night Southern Caribbean cruise incl. taxes

    $999 & up 9-night Southern Caribbean cruise incl. taxes

    Willemstad, Kralendijk, Oranjestad
    On this tropical itinerary, you'll dock in Half Moon Cay, Holland America's private island.
    January 2026
  • SeaDream—IYKYK: Why I'm all about yachting, not cruising

    SeaDream IYKYK: Why I'm all about yachting, not cruising

    The Caribbean
    A slice of paradise.
    A slice of paradise.
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