Balanced pace
8 ports in 17 nights
A steady alternation between time onboard and time ashore.
Eastern Caribbean cruises
Eastern Caribbean Loop via Montego Bay, Ocho Rios & San Juan
Montego Bay · Ocho Rios · San Juan · Tortola · Philipsburg · Saint-Barthélemy · Saint John's · Georgetown
Balanced route with a steady mix of port days and sea days. Covers Jamaica, Puerto Rico, Virgin Islands, British, Sint Maarten (Dutch part), and more.
17 nights
Houston
Eastern Caribbean
8 ports
9 sea days
What this trip feels like
Balanced, varied and easy to pace
This route gives you a steady mix of ship time and 8 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
Montego Bay · Ocho Rios · San Juan + more
Frequent changes of scenery across the itinerary.
Easy logistics
Round-trip from Houston
No open-jaw flights or separate arrival and departure transfers.
Port experience
San Juan · 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 $857/night, with most departures landing in the $798-$916/night band across 1 tracked sailing.
Typical price
$857/night
$14,564 total
Normal range
$798-$916/night
$13,564-$15,570 total
Lowest recent fare
$431/night
$7,334 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
17 nights · 8 port calls · 9 sea days · 7 countries
8 port calls across Jamaica, Puerto Rico, Virgin Islands, British, Sint Maarten (Dutch part) · Neither especially port-heavy nor sea-day heavy for this trip length.
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Embark in Houston
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Disembark in Houston
Disembarkation ports can vary by sailing
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Embark port
Disembark port
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 Puerto Plata + Terre-de-Haut
Eastern Caribbean: Puerto Plata, Philipsburg & Terre-de-Haut (Les Saintes)
19 nights · 12 ports · 7 sea days
+2 nights +4 ports
Much more time ashore for only two extra nights.
Compare this route →
From $10,725
More variety
Add Nassau + Half Moon Cay
Eastern Caribbean: Nassau, Half Moon Cay & Ocho Rios
28 nights · 18 ports · 15 countries
+11 nights +8 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $4,179
Longer trip
Make it 40 nights
Eastern Caribbean: Ketchikan, Juneau & Victoria
40 nights · 18 ports · 22 sea days
+23 nights +13 sea days
More time onboard without changing the trip's overall pace much.
Compare this route →
From $3,016