Cruise itinerary
15-Night Caribbean Cruise from Miami, Florida
15 nights · Caribbean · 12 ports of call
15-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 5 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- EXPLORA III
- Cruise line
- Explora Journeys
- Duration
- 15 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 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 · Depart 18:00
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
- Day10
Tortola
Arrive 09:00 · Depart 19:00
The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
- Road Town
- Cane Garden Bay
- Sailing charters
- Day11
Saint John's
Arrive 08:00 · Depart 17:00
The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
- Nelson's Dockyard
- Dickenson Bay
- Shirley Heights
- Day12
At Sea
- Day13
Providenciales
Arrive 09:00 · Depart 18:00
- Day14
At Sea
- Day15
Key West, Florida
Arrive 08:30 · Depart 17:30
The southernmost city in the continental United States, an island town at the end of the Florida Keys. Pastel conch houses line Duval Street, Ernest Hemingway's home is a landmark, and crowds gather at Mallory Square for the nightly sunset.
- Duval Street
- Hemingway House
- Mallory Square sunset
- Day16
Miami, Florida
Arrive 08:00
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
Upcoming departures
- 21 Jan 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
15-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 15-night Caribbean cruise calls at Miami, Florida, At Sea, Charlotte Amalie, Road Bay, Saint Pierre, Basseterre, Saint Kitts, Philipsburg, San Juan (Puerto Rico), Tortola, Saint John's, Providenciales and Key West, Florida.
How many days are spent at sea?
4 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?
15 nights aboard EXPLORA III.
When does this itinerary sail?
Upcoming departures include 21 Jan 2027. A NestCruise advisor can confirm current availability.