Eastern Caribbean cruises

Eastern Caribbean Loop via Saint Thomas, Philipsburg & Basseterre, Saint Kitts

Saint Thomas · Philipsburg · Basseterre, Saint Kitts · Oranjestad · Curaçao · Puerto Plata

Balanced route with a steady mix of port days and sea days. Covers Virgin Islands, U.S., Sint Maarten (Dutch part), Saint Kitts and Nevis, Aruba, and more.

14 nights Baltimore Eastern Caribbean 6 ports 8 sea days

What this trip feels like

Balanced, varied and easy to pace

This route gives you a steady mix of ship time and 6 ports. It suits travelers who want meaningful days ashore without turning every day into an early start and a tightly planned port call.

Balanced pace

6 ports in 14 nights

A steady alternation between time onboard and time ashore.

Broad destination variety

Saint Thomas · Philipsburg · Basseterre, Saint Kitts + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from Baltimore

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

Port experience

Saint Thomas · 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 $122/night, with most departures landing in the $117-$131/night band across 1 tracked sailing.

Typical price

$122/night

$1,708 total

Normal range

$117-$131/night

$1,638-$1,831 total

Lowest recent fare

Building history

$1,801 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

Compare sailings →

14 nights · 6 port calls · 8 sea days · 6 countries

6 port calls across Virgin Islands, U.S., Sint Maarten (Dutch part), Saint Kitts and Nevis, Aruba · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in Baltimore

    Embarkation ports can vary by sailing

  2. 2

    Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  3. 3

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  4. 4

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  5. 5

    Oranjestad

    Aruba · ABC Islands

  6. 6

    Curaçao

    Curaçao · ABC Islands

  7. 7

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  8. 8

    Disembark in Baltimore

    Disembarkation ports can vary by sailing

Loading route map

Render your Mapbox or Leaflet map here from the supplied route and port JSON.

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.