Cruise itinerary
14-Night Caribbean Cruise from Miami, Florida
14 nights · Caribbean · 11 ports of call
14-night Caribbean cruise aboard EXPLORA III, departing Miami, Florida and calling at At Sea, Philipsburg, Gustavia, Basseterre, Saint Kitts, Cruz Bay, Saint John and San Juan (Puerto Rico) and 4 more.
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At a glance
- Ship
- EXPLORA III
- Cruise line
- Explora Journeys
- Duration
- 14 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
Philipsburg
Arrive 09:00 · Depart 21:00
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
- Day5
Gustavia
Arrive 09:00 · Depart 23:00
The harbour capital of St. Barthélemy, a chic French island in the Caribbean. Yachts crowd the small port below red-roofed hills, with designer boutiques along the quay and quiet coves and beaches scattered around the rugged coast.
- Shell Beach
- Designer boutiques
- Gustavia harbour
- Day6
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
- Day7
Cruz Bay, Saint John
Arrive 08:00 · Depart 17:00
- Day8
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
- Day9
Charlotte Amalie
Arrive 09:00 · Depart 19:00
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
- Day10
Saint John's
Arrive 09:00 · Depart 19:00
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
- Day11
Terre-de-Haut
Arrive 09:00 · Depart 18:00
- Day12
At Sea
- Day13
Puerto Plata
Arrive 08:00 · Depart 17:00
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
- Day14
At Sea
- Day15
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
- 5 Feb 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at Miami, Florida, At Sea, Philipsburg, Gustavia, Basseterre, Saint Kitts, Cruz Bay, Saint John, San Juan (Puerto Rico), Charlotte Amalie, Saint John's, Terre-de-Haut and Puerto Plata.
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?
14 nights aboard EXPLORA III.
When does this itinerary sail?
Upcoming departures include 5 Feb 2027. A NestCruise advisor can confirm current availability.