Cruise itinerary
8-Night Caribbean Cruise from Miami, Florida
8 nights · Caribbean · 6 ports of call
8-night Caribbean cruise aboard Resilient Lady, departing Miami, Florida and calling at At Sea, Puerto Plata, San Juan (Puerto Rico), Philipsburg and Bimini Island.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Resilient Lady
- Cruise line
- Virgin Voyages
- Duration
- 8 nights
- Region
- Caribbean · Americas · South America
- Departs
- Miami, Florida
- Returns
- Miami, Florida
How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact Resilient Lady sailing, typically within 24 hours.
Where this voyage takes you
- Adults Only
Day-by-day itinerary
- Day1
Miami, Florida
Depart 17:00
The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
- South Beach
- Little Havana
- Wynwood murals
- Day2
At Sea
- Day3
Puerto Plata
Arrive 10:00 · Depart 18:00
A port on the north coast of the Dominican Republic, backed by the flat-topped Mount Isabel de Torres. A cable car climbs to its summit, the old town keeps a district of gingerbread Victorian houses, and amber and rum are local specialities.
- Mount Isabel cable car
- Amber Museum
- Victorian houses
- Day4
San Juan (Puerto Rico)
Arrive 08:00 · Depart 17:00
The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
- Old San Juan
- El Morro fort
- Condado beaches
- Day5
Philipsburg
Arrive 08:00 · Depart 17:00
The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
- Great Bay Beach
- Front Street duty-free
- Maho Beach plane-spotting
- Day6
At Sea
- Day7
At Sea
- Day8
Bimini Island
Arrive 08:00 · Depart 18:00
A slender chain of islands in the western Bahamas, the closest to the Florida coast. Long associated with sport fishing and Ernest Hemingway, it offers calm beaches, clear shallows, and a relaxed waterfront strung along the main island.
- Sport fishing
- Radio Beach
- Hemingway lore
- Day9
Miami, Florida
Arrive 06:30
The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
- South Beach
- Little Havana
- Wynwood murals
Upcoming departures
- 19 Dec 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
8-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 8-night Caribbean cruise calls at Miami, Florida, At Sea, Puerto Plata, San Juan (Puerto Rico), Philipsburg and Bimini Island.
How many days are spent at sea?
3 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from Miami, Florida.
How long is this cruise?
8 nights aboard Resilient Lady.
When does this itinerary sail?
Upcoming departures include 19 Dec 2026. A NestCruise advisor can confirm current availability.