Jibhop
Eastern Caribbean cruises

Eastern Caribbean Loop via Nassau, San Juan & Basseterre, Saint Kitts

Nassau · San Juan · Basseterre, Saint Kitts · Saint John's · Philipsburg · Charlotte Amalie, Saint Thomas · Puerto Plata

Port-heavy Eastern Caribbean itinerary. Covers Bahamas, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda, and more.

10 nights Miami Eastern Caribbean 7 ports 3 sea days
Compare departures Explore the route

What this trip feels like

Active, varied and destination-focused

With 7 ports across 10 nights, this trip keeps the focus on time ashore. Expect more destination variety and a busier rhythm, with the ship serving as the link between port days.

Port-forward pace

7 ports in 10 nights

Most days put a destination at the center of the plan.

Broad destination variety

Nassau · San Juan · Basseterre, Saint Kitts + more

Frequent changes of scenery across the itinerary.

Easy logistics

Round-trip from Miami

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

Port experience

Nassau · Expect a busy cruise port

Multiple ships and thousands of cruise passengers are common here.

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.

Best overall value
Oceania Cruises

Oceania Marina

Miami → Nassau → Puerto Plata → Miami

Feb 7 · 10 nights

About average

$3,499 inside · $350/night

All departures

All upcoming departures

Compare all sailings for this itinerary.

Explore in full search view

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $330/night, with most departures landing in the $310-$345/night band across 1 tracked sailing.

Typical price

$330/night

$3,299 total

Normal range

$310-$345/night

$3,099-$3,449 total

Lowest recent fare

Building history

$3,099 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 →

10 nights · 7 port calls · 3 sea days · 7 countries

7 port calls across Bahamas, Puerto Rico, Saint Kitts and Nevis, Antigua and Barbuda · More port-intensive than many 10-night alternatives.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    Nassau

    Bahamas · Bahamas

  3. 3

    San Juan

    Puerto Rico · Eastern Caribbean

  4. 4

    Basseterre, Saint Kitts

    Saint Kitts and Nevis · Eastern Caribbean

  5. 5

    Saint John's

    Antigua and Barbuda · Eastern Caribbean

  6. 6

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  7. 7

    Charlotte Amalie, Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  8. 8

    Puerto Plata

    Dominican Republic · Eastern Caribbean

  9. 9

    Disembark in Miami

    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.

FAQ

What’s the best month to sail this itinerary?
It depends on weather and crowd levels. Use the sailing list to compare dates and prioritize port days with comfortable conditions.
Are these sailings all the same route?
They can be close but not identical. Look for differences in port order, arrival times, and sea day placement.
How should I choose between two similar sailings?
Compare: (1) ship, (2) port day timing, (3) number of sea days, (4) price vs cabin value, and (5) flight convenience.