

Cruise itinerary
8-Night Caribbean Cruise from Miami, Florida
8 nights · Caribbean · 8 ports of call
8-night Caribbean cruise aboard EXPLORA III, departing Miami, Florida and calling at At Sea, Charlotte Amalie, Road Bay, Saint Pierre, Basseterre, Saint Kitts and Philipsburg and 1 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- EXPLORA III
- Cruise line
- Explora Journeys
- Duration
- 8 nights
- Region
- Caribbean · Americas · South America
- Departs
- Miami, Florida
- Returns
- San Juan (Puerto Rico)
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 EXPLORA III sailing, typically within 24 hours.
Where this voyage takes you
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
At Sea
- Day4

Charlotte Amalie
Arrive 08:00 · Depart 18:00
St. Thomas's harbour town in the U.S. Virgin Islands — a deep, sheltered bay ringed by red-roofed hills. Known for duty-free shopping along Main Street and the easy hop to Magens Bay or a ferry across to quieter St. John.
- Magens Bay
- Main Street shopping
- ferry to St. John
- Day5

Road Bay
Arrive 08:00 · Depart 18:00
- Day6

Saint Pierre
Arrive 09:00 · Depart 17:00
The capital of Saint-Pierre and Miquelon, a small French archipelago off Newfoundland and the last remnant of France in North America. Its harbour town has pastel houses, French shops and cafés, and a windswept Atlantic setting steeped in fishing and rum-running history.
- French colonial town
- Île aux Marins
- harbour waterfront
- Day7

Basseterre, Saint Kitts
Arrive 09:00 · Depart 19:00
The capital of St. Kitts, set below the green slopes of a volcanic Caribbean island. Its colonial centre circles The Circus and Independence Square, while the hilltop fortress of Brimstone Hill and a scenic railway lie out along the coast.
- Brimstone Hill Fortress
- The Circus
- Scenic railway
- Day8

Philipsburg
Arrive 08:00 · Depart 19:00
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
- Day9

San Juan (Puerto Rico)
Arrive 08:00
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
Upcoming departures
- 21 Jan 2027
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, Charlotte Amalie, Road Bay, Saint Pierre, Basseterre, Saint Kitts, Philipsburg and San Juan (Puerto Rico).
How many days are spent at sea?
2 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It departs from Miami, Florida and ends in San Juan (Puerto Rico).
How long is this cruise?
8 nights aboard EXPLORA III.
When does this itinerary sail?
Upcoming departures include 21 Jan 2027. A NestCruise advisor can confirm current availability.