Caribbean cruises

Cruise With Alisha

Caribbean itineraries, island days, and practical cruise planning — from first sailing to the next port on the map.

Caribbean ports

🇧🇸 Weekend sail

The Bahamas

Nassau color, private-island beaches, and easy 3- to 4-night getaways from Florida.

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🇯🇲 Island pulse

Jamaica

Ocho Rios and Montego Bay for waterfalls, jerk, and a full-day shore escape.

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🇲🇽 Reef day

Cozumel

Clear water, snorkel boats, and a Western Caribbean staple for first-time cruisers.

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🇻🇮 Harbor views

St. Thomas

Charlotte Amalie shopping, Magens Bay, and that classic Eastern Caribbean skyline.

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🇦🇼 ABC islands

Aruba

Trade-wind beaches, desert-meets-sea landscapes, and a Southern Caribbean favorite.

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Plan the sailing

🍹 Onboard

Cruise Drink Package

CruiseDrinkPackage.com — see whether an unlimited beverage package is worth it before you sail.

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✈️ Land + sea

Travel With Alisha

TravelWithAlisha.com — pair the cruise with hotels, flights, and pre- or post-cruise stays.

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🌴 Network

CruisingTom

CruisingTom.com — the home port for the full Caribbean cruise and travel network.

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