Balanced pace
9 ports in 14 nights
A steady alternation between time onboard and time ashore.
Eastern Caribbean cruises
Eastern Caribbean Loop via Cruz Bay, Saint John, Terre-de-Haut & Philipsburg
Cruz Bay, Saint John · Terre-de-Haut (Les Saintes) · Philipsburg · San Juan · Tortola · Basseterre, Saint Kitts · Saint-Barthélemy · Grand Turk Island
Balanced route with a steady mix of port days and sea days. Covers Virgin Islands, U.S., Guadeloupe, Sint Maarten (Dutch part), Puerto Rico, and more.
14 nights
Miami
Eastern Caribbean
9 ports
5 sea days
What this trip feels like
Balanced, varied and easy to pace
This route gives you a steady mix of ship time and 9 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
Cruz Bay, Saint John · Terre-de-Haut (Les Saintes) · Philipsburg + more
Frequent changes of scenery across the itinerary.
Easy logistics
Round-trip from Miami
No open-jaw flights or separate arrival and departure transfers.
Port experience
Terre-de-Haut (Les Saintes) · 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 $697/night, with most departures landing in the $640-$790/night band across 1 tracked sailing.
Typical price
$697/night
$9,760 total
Normal range
$640-$790/night
$8,960-$11,060 total
Lowest recent fare
Building history
$8,585 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
14 nights · 9 port calls · 5 sea days · 8 countries
9 port calls across Virgin Islands, U.S., Guadeloupe, Sint Maarten (Dutch part), Puerto Rico · Neither especially port-heavy nor sea-day heavy for this trip length.
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Disembark in Miami
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 Kingstown + Saint George
Eastern Caribbean: Kingstown, Saint George & Fort-de-France
14 nights · 11 ports · 3 sea days
Same length +2 ports
Much more time ashore without making the trip longer.
Compare this route →
From $1,662
More variety
Add Ketchikan + Juneau
Eastern Caribbean: Ketchikan, Juneau & Victoria
40 nights · 18 ports · 12 countries
+26 nights +4 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
+19 nights +15 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $2,242