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Eastern Caribbean cruises
Eastern Caribbean Loop via Georgetown, Grand Cayman, Montego Bay & Santo Domingo (Rare Variant)
⚓ Georgetown, Grand Cayman · Montego Bay · Santo Domingo · San Juan · Marigot · Port de Fort-de-France Pt. · Bridgetown · Saint George's · Kralendijk · Willemstad · Oranjestad · Cartagena · Santo Domingo · Samana · Grand Turk Island · Freeport
Port-heavy Eastern Caribbean itinerary. Covers Cayman Islands, Jamaica, Dominican Republic, and Puerto Rico and more.
☾24 nights
Eastern Caribbean
16 ports
8 sea days
Itinerary pricing
What this itinerary usually costs
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Route overview
How this route is built
24 nights · 16 port calls · 8 sea days · 14 countries
16 port calls across Cayman Islands, Jamaica, Dominican Republic, Puerto Rico · More port-intensive than many 24-night alternatives.
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Embark in Fort Lauderdale
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Disembark in Fort Lauderdale
Disembarkation ports can vary by sailing
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Alternatives
Compare nearby alternatives
Nearby options in the same planning set, with price and trip-shape tradeoffs called out so you can compare without restarting your search.
Eastern Caribbean Arc via Endicott Arm, Panama Canal & Cruz Bay, Saint John (Best Balance)
40 nights
Longer alternative with more sea-time tradeoff
From $3,016
$97-$166/night typical
Eastern Caribbean Arc via Los Angeles, Panama Canal & Cruz Bay, Saint John (Rare Variant)
33 nights
Longer alternative with more sea-time tradeoff
From $2,242
$97-$166/night typical
Eastern Caribbean Loop via Nassau, Ocho Rios & Cozumel (Rare Variant)
28 nights
Longer alternative with more sea-time tradeoff
From $4,179
$89-$240/night typical
Eastern Caribbean Arc via New York, Road Town, Tortola & Philipsburg (Best Balance)
0 nights
Shorter option in the same region
From $4,446
$159-$201/night typical
Southern Caribbean Arc via Road Town, Tortola, Philipsburg & Bridgetown (Best Balance)
0 nights
Shorter option in the same region
From $3,449
$159-$201/night typical
Eastern Caribbean Loop via New York, Saint Thomas & Basseterre, Saint Kitts (Best Balance)
0 nights
Shorter option in the same region
From $3,624
$137-$189/night typical
FAQ
What’s the best month to sail this itinerary?
It depends on weather and crowd levels. Use the sailing list to compare dates and prioritize port days with comfortable conditions.
Are these sailings all the same route?
They can be close but not identical. Look for differences in port order, arrival times, and sea day placement.
How should I choose between two similar sailings?
Compare: (1) ship, (2) port day timing, (3) number of sea days, (4) price vs cabin value, and (5) flight convenience.