Southern Caribbean cruises

Southern Caribbean Arc: Spanish Town, Charlotte Amalie, Saint Thomas & Scarborough

San Juan → Spanish Town (Virgin Gorda) → Charlotte Amalie, Saint Thomas → Saint John's → Port Elizabeth, Bequia → Saint George's → Scarborough → Bridgetown → Castries → Roseau → Basseterre, Saint Kitts → Philipsburg → Road Town → San Juan

Balanced route with a steady mix of port days and sea days. Covers Virgin Islands, British, Virgin Islands, U.S., Trinidad and Tobago, Barbados, and more.

15 nights San Juan Southern Caribbean 7 ports 2 sea days

What this trip feels like

Balanced, varied and easy to pace

A balanced mix of port days and sea days.

Balanced pace

7 ports in 15 nights

Alternates regularly between port and sea days.

Broad destination variety

Spanish Town (Virgin Gorda) · Charlotte Amalie, Saint Thomas · Scarborough + more

Frequent port calls throughout the itinerary.

Easy logistics

Round-trip from San Juan

No open-jaw flights or separate arrival and departure transfers.

Port experience

Spanish Town (Virgin Gorda) · Expect to tender ashore

Ships usually anchor offshore here, so getting ashore takes a little more planning than at a docked port.

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

0 of 1 sailings with enough price history currently have favorable pricing. Median current fare is $288/night.

Median current fare

$288/night

$4,319 total

Lowest recent fare

$288/night

$4,319 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

Compare sailings →

15 nights · 7 port calls · 2 sea days · 7 countries

7 port calls across Virgin Islands, British, Virgin Islands, U.S., Trinidad and Tobago, Barbados · Typical mix of port and sea days for a 15-night cruise.

  1. 1

    Embark in San Juan

    Embarkation ports can vary by sailing

  2. 2

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  3. 3

    Charlotte Amalie, Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  4. 4

    Scarborough

    Trinidad and Tobago · Southern Caribbean

  5. 5

    Bridgetown

    Barbados · Southern Caribbean

  6. 6

    Castries

    Saint Lucia · Southern Caribbean

  7. 7

    Roseau

    Dominica · Southern Caribbean

  8. 8

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  9. 9

    Disembark in San Juan

    Disembarkation ports can vary by sailing

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Embark port
Disembark port
Port of call

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