Eastern Caribbean cruises

Eastern Caribbean Loop via Philipsburg & Coco Cay (Private Island Focus)

⚓ Philipsburg · Charlotte Amalie, Saint Thomas · Coco Cay

Balanced route with a steady mix of port days and sea days. Covers Sint Maarten (Dutch part), Virgin Islands, U.S., and Bahamas. Includes private-island style stops.

☾7 nights Miami Eastern Caribbean 3 ports 4 sea days

Itinerary pricing

What this itinerary usually costs

Typical pricing runs around $234/night. with most departures landing in the $215-$250/night band. across 48 tracked sailings.

Typical price

$234/night

$1,635 total

Normal range

$215-$250/night

$1,503-$1,747 total

Lowest recent fare

$176/night

$1,233 total

Comparison set

48 sailings

Used for itinerary baseline

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.

Showing 48 upcoming departures.

When should I go?

Scan monthly pricing to see which departure windows tend to look stronger or weaker for this itinerary.

June 2026
Median price/night
$237
1 sailing
Upcoming departures
20% below itinerary median
1 priced departures tracked
July 2026
Median price/night
$232
1 sailing
Upcoming departures
21% below itinerary median
1 priced departures tracked
August 2026
Median price/night
$198
3 sailings
Upcoming departures
33% below itinerary median
3 priced departures tracked
September 2026
Cheapest
Median price/night
$187
2 sailings
Upcoming departures
19% below itinerary median
2 priced departures tracked
October 2026
Median price/night
$196
2 sailings
Upcoming departures
7% below itinerary median
2 priced departures tracked
November 2026
Median price/night
$213
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
December 2026
Median price/night
$231
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
January 2027
Median price/night
$192
3 sailings
Upcoming departures
17% below itinerary median
3 priced departures tracked
February 2027
Median price/night
$225
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
March 2027
Median price/night
$238
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
April 2027
Median price/night
$231
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
May 2027
Median price/night
$219
3 sailings
Upcoming departures
6% below itinerary median
3 priced departures tracked
June 2027
Median price/night
$295
3 sailings
Upcoming departures
Typical value
3 priced departures tracked
July 2027
Priciest
Median price/night
$305
3 sailings
Upcoming departures
Typical value
3 priced departures tracked
August 2027
Median price/night
$282
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
September 2027
Median price/night
$230
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
October 2027
Median price/night
$234
3 sailings
Upcoming departures
Typical value
3 priced departures tracked
November 2027
Median price/night
$278
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
December 2027
Median price/night
$247
1 sailing
Upcoming departures
7% above itinerary median
1 priced departures tracked
January 2028
Median price/night
$227
2 sailings
Upcoming departures
6% above itinerary median
2 priced departures tracked
February 2028
Median price/night
$231
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
March 2028
Median price/night
$292
2 sailings
Upcoming departures
Typical value
2 priced departures tracked
April 2028
Median price/night
$292
1 sailing
Upcoming departures
25% above itinerary median
1 priced departures tracked

Route overview

How this route is built

Compare sailings →

7 nights · 3 port calls · 4 sea days · 3 countries

3 port calls across Sint Maarten (Dutch part), Virgin Islands, U.S., Bahamas · Neither especially port-heavy nor sea-day heavy for this trip length.

  1. 1

    Embark in Miami

    Embarkation ports can vary by sailing

  2. 2

    Philipsburg

    Sint Maarten (Dutch part) · Eastern Caribbean

  3. 3

    Charlotte Amalie, Saint Thomas

    Virgin Islands, U.S. · Eastern Caribbean

  4. 4

    Coco Cay

    Bahamas · Bahamas

    Private
  5. 5

    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

Alternatives

Compare nearby alternatives

Nearby options in the same planning set, with price and trip-shape tradeoffs called out so you can compare without restarting your search.

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.