Balanced pace
6 ports in 10 nights
A steady alternation between time onboard and time ashore.
Eastern Caribbean cruises
Eastern Caribbean Loop via Freeport, Grand Bahama, Great Stirrup Cay & Puerto Plata
Freeport, Grand Bahama · Great Stirrup Cay · Puerto Plata · Samana · Tortola · San Juan
Balanced route with a steady mix of port days and sea days. Covers Bahamas, Dominican Republic, Virgin Islands, British, and Puerto Rico. Includes private-island style stops.
10 nights
Jacksonville
Eastern Caribbean
6 ports
4 sea days
What this trip feels like
Balanced, varied and easy to pace
This route gives you a steady mix of ship time and 6 ports. It suits travelers who want meaningful days ashore without turning every day into an early start and a tightly planned port call.
Broad destination variety
Freeport, Grand Bahama · Great Stirrup Cay · 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 · A mix of ship and shore time · First-time visitors · Travelers who like a steady pace
Think twice if · You want either an all-ports itinerary or a mostly ship-focused escape
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 $112/night, with most departures landing in the $96-$135/night band across 1 tracked sailing.
Typical price
$112/night
$1,123 total
Normal range
$96-$135/night
$958-$1,348 total
Lowest recent fare
$113/night
$1,129 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
10 nights · 6 port calls · 4 sea days · 4 countries
6 port calls across Bahamas, Dominican Republic, Virgin Islands, British, Puerto Rico · Neither especially port-heavy nor sea-day heavy for this trip length.
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Disembark in Jacksonville
Disembarkation ports can vary by sailing
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Port of call
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 Philipsburg + Antigua
Eastern Caribbean: Philipsburg, Antigua & Fort-de-France
11 nights · 13 ports · 0 sea days
+1 night +7 ports
Much more time ashore for only one extra night.
Compare this route →
From $1,049
More variety
Add Charlotte Amalie, Saint Thomas + Saint-Barthélemy
Eastern Caribbean: Charlotte Amalie, Saint Thomas, Saint-Barthélemy & Saint John's
12 nights · 7 ports · 7 countries
+2 nights +3 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $2,640
Longer trip
Make it 21 nights
Eastern Caribbean: San Juan, Cruz Bay, Saint John & Castries
21 nights · 6 ports · 15 sea days
+11 nights +11 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $1,006