Eastern Caribbean Loop: San Juan & Philipsburg

Bridgetown → San Juan → Philipsburg → Roseau → Saint George's → Bridgetown

7 nights
Bridgetown
Eastern Caribbean
4 ports

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Embark and disembark port

Port of call

Port by port

7 nights · 4 port calls · 4 countries (Puerto Rico, Sint Maarten (Dutch part), Dominica, Grenada)

Stop #1

Embark

Bridgetown

Barbados · Southern Caribbean
Stop #2

San Juan

Puerto Rico · Eastern Caribbean

Usually docks
Stop #3

Philipsburg

Sint Maarten (Dutch part) · Eastern Caribbean

Usually docks
Stop #4

Roseau

Dominica · Southern Caribbean

Usually docks
Stop #5

Saint George's

Grenada · Southern Caribbean

Usually docks
Stop #6

Disembark

Bridgetown

Barbados · Southern Caribbean

What would you change about this trip?

Explore other routes with different ports, trip lengths, and departure ports.

Add Saint Thomas and Pointe-à-Pitre and 2 more

Depart from San Juan instead

Adds Virgin Islands, U.S.; Shares 4 of this route's 4 ports

Lowest fare is ~57% lower than this route

Saint Thomas, Pointe-à-Pitre & Roseau

1 upcoming departure From $95/night

Swap Philipsburg for Tortola and Basseterre, Saint Kitts

Fewer sea days

Adds Virgin Islands, British; Shares 3 of this route's 4 ports

Lowest fare is ~59% lower than this route

San Juan, Tortola & Basseterre, Saint Kitts

13 upcoming departures From $92/night

Pricing

0 of 1 sailings with enough price history currently have favorable pricing and 1 are priced high. Median current fare is $223/night.

Median current fare: $223/night; $1,559 total
Lowest recent fare: $223/night; $1,559 total
Sailings with good pricing: 0 of 1 favorable; Price history for 1 of 1 sailings
Comparison set: 1 sailings; Currently priced departures

Best departures

How these are chosen

Best overall value: the strongest value signal, a fare furthest below Jibhop's typical fare for the same cabin, among departures with enough price history.
Lowest fare: the lowest current starting fare among all listed departures. Cabin categories can differ between departures, so check the cabin shown.
Best near-term option: a below-typical fare on a departure within the next 90 days.
Currently priced high: a fare above its usual range in Jibhop's observations. Shown as a warning, not a recommendation.

Lowest fare

Crown Princess

Bridgetown → San Juan → Saint George's → Bridgetown

Feb 26, 2027 · 7 nights

$1,579 oceanview · $226/night

2% above typical · Lowest current price among upcoming sailings

All departures

Each fare is the departure's lowest current fare; the cabin category can differ between departures. Observed fares, not guaranteed availability.

Feb 26, 2027

Crown Princess • 7 nights • Bridgetown ↔

Consider waiting

2% above typical

$1,559

$223/night

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