Swap Great Stirrup Cay for Philipsburg
Depart from Fort Lauderdale instead · 1 night longer
Adds Sint Maarten (Dutch part)
1 upcoming departure From $166/night
Miami → Puerto Plata → Saint Thomas → Tortola → Great Stirrup Cay → Miami
Map of Eastern Caribbean Loop: Puerto Plata & Great Stirrup Cay. Stops in order: Miami, Puerto Plata, Saint Thomas, Tortola, Great Stirrup Cay. The same stops are listed under Port by port.
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7 nights · 4 port calls · 2 sea days · 4 countries (Dominican Republic, Virgin Islands, U.S., Virgin Islands, British, Bahamas)
Embark
United States · US East Coast
Dominican Republic · Eastern Caribbean
Usually docks
Virgin Islands, U.S. · Eastern Caribbean
Usually docks
Virgin Islands, British · Eastern Caribbean
Usually docks
Great Stirrup Cay Private destination
Bahamas · Bahamas
Disembark
United States · US East Coast
Explore other routes with different ports, trip lengths, and departure ports.
Depart from Fort Lauderdale instead · 1 night longer
Adds Sint Maarten (Dutch part)
1 upcoming departure From $166/night
Depart from Port Canaveral instead
Adds Sint Maarten (Dutch part)
2 upcoming departures From $134/night
Depart from Port Canaveral instead · 1 night longer
Adds Puerto Rico
1 upcoming departure From $71/night
Depart from Port Canaveral instead · 2 nights longer
Adds Puerto Rico
2 upcoming departures From $128/night
Current fares are lowest for January 2027 departures (median $130/night across 5 priced departures) and highest for July 2027 ($193/night, 5 priced departures), about 33% apart. The cheapest month is not necessarily the best one: weather and crowds are not part of this comparison.
| Month | Departures | Priced | Median / night |
|---|---|---|---|
| November 2026 | 4 | 0 | Too few priced departures |
| December 2026 | 4 | 0 | Too few priced departures |
| January 2027 | 5 | 5 | $130/night |
| February 2027 | 4 | 0 | Too few priced departures |
| March 2027 | 4 | 0 | Too few priced departures |
| April 2027 | 2 | 0 | Too few priced departures |
| June 2027 | 2 | 0 | Too few priced departures |
| July 2027 | 5 | 5 | $193/night |
| August 2027 | 4 | 0 | Too few priced departures |
| September 2027 | 4 | 0 | Too few priced departures |
| October 2027 | 7 | 7 | $146/night |
Covers the next 12 months of departures. Based on the current asking fare of the cheapest standard cabin on 17 departures (of 45) with a fare seen in the last 14 days. These are fares observed now, not booked prices or price history, and departures weeks away are priced differently from those months out. Months with fewer than 5 priced departures are not compared.
59 of 90 sailings with enough price history currently have favorable pricing. Median current fare is $157/night.
Each fare is the departure's lowest current fare; the cabin category can differ between departures. Observed fares, not guaranteed availability.
Showing 50 of 90 upcoming departures.