Eastern Caribbean cruises

Eastern Caribbean Arc: Culebra Island, Esperanza & Cruz Bay, Saint John

Culebra Island · Esperanza · Cruz Bay, Saint John · Saba · Saint-Barthélemy · Jost Van Dyke · Spanish Town (Virgin Gorda)

Port-heavy Eastern Caribbean itinerary. Covers Puerto Rico, Antarctica, Virgin Islands, U.S., Bonaire, Sint Eustatius and Saba, and more.

7 nights San Juan Eastern Caribbean 10 ports

What this trip feels like

Port-intensive itinerary

Port-intensive itinerary with 10 port calls across 7 nights.

Port-forward pace

10 ports in 7 nights

Most days are port days.

Broad destination variety

Culebra Island · Esperanza · Cruz Bay, Saint John + 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

Cruz Bay, Saint John · 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 · Destination-led trips · Active days ashore · Travelers who prefer variety

Think twice if · You want long, uninterrupted stretches of time onboard

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 $696/night.

Median current fare

$696/night

$4,871 total

Lowest recent fare

$696/night

$4,871 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 →

7 nights · 10 port calls · 6 countries

10 port calls across Puerto Rico, Antarctica, Virgin Islands, U.S., Bonaire, Sint Eustatius and Saba · More port-intensive than many 7-night alternatives.

  1. 1

    Embark in San Juan

    Embarkation ports can vary by sailing

  2. 2

    Culebra Island

    Puerto Rico

  3. 3

    Esperanza

    Antarctica · Antarctica

  4. 4

    Cruz Bay, Saint John

    Virgin Islands, U.S. · Eastern Caribbean

  5. 5

    Saba

    Bonaire, Sint Eustatius and Saba · Eastern Caribbean

  6. 6

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  7. 7

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  8. 8

    Saint-Barthélemy

    Saint Barthélemy · Eastern Caribbean

  9. 9

    Jost Van Dyke

    Virgin Islands, British · Eastern Caribbean

  10. 10

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  11. 11

    Spanish Town (Virgin Gorda)

    Virgin Islands, British · Eastern Caribbean

  12. 12

    Disembark in San Juan

    Disembarkation ports can vary by sailing

Loading map...

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.