Relaxed pace
5 ports in 17 nights
Plenty of uninterrupted ship time.
Eastern Caribbean cruises
Eastern Caribbean Arc: Willemstad, Castries & San Juan
Bridgetown → Oranjestad → Willemstad → Castries → Frederiksted, Saint Croix → San Juan → Saint John's → Philipsburg → Saint John's → Basseterre, Saint Kitts → Road Town → Miami
Balanced itinerary, with more sea days than similar routes. Covers Curaçao, Saint Lucia, Puerto Rico, Canada, and more.
17 nights
Bridgetown
Eastern Caribbean
5 ports
6 sea days
What this trip feels like
Mostly ship-focused
Mostly ship-focused, with 6 sea days and only 5 port calls.
Broad destination variety
Willemstad · Castries · San Juan + more
Frequent port calls throughout the itinerary.
Route logistics
Sails from Bridgetown
Check the exact departure and arrival ports before arranging flights.
Port experience
Willemstad · 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 · First-time cruisers · Ship-focused trips · Easy short getaways
Think twice if · You want a port-intensive Eastern Caribbean itinerary
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
0 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $319/night.
Median current fare
$319/night
$5,419 total
Lowest recent fare
$319/night
$5,419 total
Pricing signal
0 of 1 favorable
Price history for 1 of 1 sailings
Comparison set
1 sailings
Currently priced departures
When should I go?
Not enough departures yet to identify a reliable cheaper season.
Route overview
How this route is built
17 nights · 5 port calls · 6 sea days · 5 countries
5 port calls across Curaçao, Saint Lucia, Puerto Rico, Canada · More sea days than many 17-night alternatives.
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Embark in Bridgetown
Embarkation ports can vary by sailing
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Disembark in Miami
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 Quebec + Saguenay
Eastern Caribbean: Quebec, Saguenay & Sydney
16 nights · 9 ports · 7 sea days
−1 night +4 ports
Much more time ashore in a shorter trip.
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From $135,753
More variety
Add Rodney Bay + Curaçao
Eastern Caribbean: Rodney Bay, Curaçao & Oranjestad
0 nights · 16 ports · 14 countries
−17 nights +9 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $14,198
Longer trip
Make it 21 nights
Eastern Caribbean: Half Moon Cay, Falmouth & Georgetown, Grand Cayman
21 nights · 14 ports · 7 sea days
+4 nights +1 sea day
More time at sea.
Compare this route →
From $2,049