Relaxed pace
8 ports in 21 nights
Plenty of uninterrupted ship time.
Eastern Caribbean cruises
Eastern Caribbean Arc: Terre-de-Haut, Road Bay & Rodney Bay
Terre-de-Haut (Les Saintes) · Road Bay · Philipsburg · Sopers Hole · Road Bay · Terre-de-Haut (Les Saintes) · Willemstad · Rodney Bay
Balanced itinerary, with more sea days than similar routes. Covers Guadeloupe, Anguilla, Sint Maarten (Dutch part), Virgin Islands, British, and more.
21 nights
Bridgetown
Eastern Caribbean
8 ports
12 sea days
What this trip feels like
Mostly ship-focused
Mostly ship-focused, with 12 sea days and only 8 port calls.
Broad destination variety
Terre-de-Haut (Les Saintes) · Road Bay · Philipsburg + more
Frequent port calls throughout the itinerary.
Easy logistics
Round-trip from Bridgetown
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 · 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
1 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $681/night.
Median current fare
$681/night
$14,298 total
Lowest recent fare
$681/night
$14,298 total
Pricing signal
1 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
21 nights · 8 port calls · 12 sea days · 6 countries
8 port calls across Guadeloupe, Anguilla, Sint Maarten (Dutch part), Virgin Islands, British · More sea days than many 21-night alternatives.
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Embark in Bridgetown
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Disembark in Bridgetown
Disembarkation ports can vary by sailing
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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 Basseterre, Saint Kitts + Roseau
Eastern Caribbean: Philipsburg, Basseterre, Saint Kitts & Roseau
21 nights · 14 ports · 7 sea days
Same length +6 ports
Much more time ashore without making the trip longer.
Compare this route →
From $2,089
More variety
Add Curaçao + Oranjestad
Eastern Caribbean: Rodney Bay, Curaçao & Oranjestad
0 nights · 16 ports · 14 countries
−21 nights +8 countries
A much broader Eastern Caribbean experience.
Compare this route →
From $14,198