Cruise itinerary
14-Night Caribbean Cruise from Miami, Florida
14 nights · Caribbean · 12 ports of call
14-night Caribbean cruise aboard EXPLORA III, departing Miami, Florida and calling at At Sea, Providenciales, Puerto Plata, La Romana, Great Harbour, Jost Van Dyke and Gustavia and 5 more.
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- 10,000+ sailings
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
Providenciales
Arrive 09:00 · Depart 18:00
- Day4
Puerto Plata
Arrive 09:00 · Depart 16:00
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
- Day5
La Romana
Arrive 09:00 · Depart 17:00
A resort town on the southeast coast of the Dominican Republic, set where the Chavón river meets the Caribbean. Nearby lie the cobbled artisans' village of Altos de Chavón, the white sands of Bayahibe and boat trips to Saona island.
- Altos de Chavón
- Saona Island
- Bayahibe beach
- Day6
Great Harbour, Jost Van Dyke
Arrive 10:00 · Depart 18:00
The main anchorage of Jost Van Dyke, smallest of the British Virgin Islands' main islands, in the Caribbean. A laid-back yachting stop, its sheltered bay is fringed by sand and beach bars, with the natural rock pools of the Bubbly Pool a short walk away.
- Bubbly Pool
- White Bay
- beach bars
- Day7
Gustavia
Arrive 08:00 · Depart 19:00
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
- Day8
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
- Day9
Road Bay
Arrive 09:00 · Depart 19:00
- 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
Frederiksted, Saint Croix
Arrive 08:00 · Depart 16:00
- Day12
Isla Catalana
Arrive 08:00 · Depart 17:00
- Day13
Puerto Plata
Arrive 09:00 · 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
- 8 Nov 2026
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, Providenciales, Puerto Plata, La Romana, Great Harbour, Jost Van Dyke, Gustavia, San Juan (Puerto Rico), Road Bay, Saint John's, Frederiksted, Saint Croix and Isla Catalana.
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 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 8 Nov 2026. A NestCruise advisor can confirm current availability.