Port-forward pace
8 ports in 12 nights
Most days put a destination at the center of the plan.
Eastern Caribbean cruises
Eastern Caribbean Loop via Great Stirrup Cay, Puerto Plata & Cruz Bay, Saint John
Great Stirrup Cay · Freeport, Grand Bahama · Puerto Plata · Samana · Tortola · Cruz Bay, Saint John · Philipsburg · San Juan
Port-heavy Eastern Caribbean itinerary. Covers Bahamas, Dominican Republic, Virgin Islands, British, Virgin Islands, U.S., and more. Includes private-island style stops.
12 nights
Jacksonville
Eastern Caribbean
8 ports
4 sea days
What this trip feels like
Active, varied and destination-focused
With 8 ports across 12 nights, this trip keeps the focus on time ashore. Expect more destination variety and a busier rhythm, with the ship serving as the link between port days.
Broad destination variety
Great Stirrup Cay · Freeport, Grand Bahama · Puerto Plata + more
Frequent changes of scenery across the itinerary.
Easy logistics
Round-trip from Jacksonville
No open-jaw flights or separate arrival and departure transfers.
Port experience
Freeport, Grand Bahama · Pick your date carefully
Cruise traffic varies substantially by date, so your specific port day can feel very different depending on when you visit.
Best for · Destination-led trips · Active days ashore · Travelers who prefer variety
Think twice if · You want long, uninterrupted stretches of time onboard
Best departures
Best upcoming sailings
Start here. These departures surface first because they combine stronger pricing, useful timing, or a notable warning signal for this itinerary.
All departures
All upcoming departures
Compare all sailings for this itinerary.
Itinerary pricing
What this itinerary usually costs
Typical pricing runs around $106/night, with most departures landing in the $90-$122/night band across 1 tracked sailing.
Typical price
$106/night
$1,271 total
Normal range
$90-$122/night
$1,078-$1,467 total
Lowest recent fare
$108/night
$1,299 total
Comparison set
1 sailings
Used for itinerary baseline
When should I go?
Not enough departures yet to identify a reliable cheaper season.
Route overview
How this route is built
12 nights · 8 port calls · 4 sea days · 6 countries
8 port calls across Bahamas, Dominican Republic, Virgin Islands, British, Virgin Islands, U.S. · More port-intensive than many 12-night alternatives.
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Embark in Jacksonville
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Disembark in Jacksonville
Disembarkation ports can vary by sailing
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Embark port
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Other routes to consider
Not quite the right itinerary? Compare routes that trade a little simplicity for more ports, different destinations, or a longer trip.
More port time
Add Antigua + Fort-de-France
Eastern Caribbean: Philipsburg, Antigua & Fort-de-France
11 nights · 13 ports · 0 sea days
−1 night +5 ports
Much more time ashore in a shorter trip.
Compare this route →
From $1,049
More variety
Add Ketchikan + Juneau
Eastern Caribbean: Ketchikan, Juneau & Victoria
40 nights · 18 ports · 12 countries
+28 nights +6 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $3,016
Longer trip
Make it 33 nights
Eastern Caribbean: Los Angeles, Cabo San Lucas & Puerto Quetzal
33 nights · 13 ports · 20 sea days
+21 nights +16 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $2,242