Cruise itinerary
16-Night Caribbean Cruise from Miami, Florida
16 nights · Caribbean · 13 ports of call
16-night Caribbean cruise aboard EXPLORA III, departing Miami, Florida and calling at At Sea, Ocho Rios, Isla Catalana, Great Harbour, Jost Van Dyke, Philipsburg and Charlotte Amalie and 6 more.
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- 10,000+ sailings
At a glance
- Ship
- EXPLORA III
- Cruise line
- Explora Journeys
- Duration
- 16 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
Ocho Rios
Arrive 09:00 · Depart 18:00
A resort town on Jamaica's north coast, set among green hills and a string of beaches. The terraced cascades of Dunn's River Falls are the headline attraction, with botanical gardens, river tubing and reggae-filled markets close to the cruise pier.
- Dunn's River Falls
- Resort beaches
- Botanical gardens
- Day4
At Sea
- Day5
Isla Catalana
Arrive 09:00 · Depart 18:00
- Day6
Great Harbour, Jost Van Dyke
Arrive 12:00 · 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
Philipsburg
Arrive 08:00 · Depart 18:00
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
- Day8
Charlotte Amalie
Arrive 08:00 · Depart 21:00
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
- Day9
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
- Day10
Saint John's
Arrive 09:00 · Depart 18:00
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
Pointe-à-Pitre
Arrive 08:00 · Depart 17:00
The main town of Guadeloupe, a French overseas region in the eastern Caribbean shaped like a butterfly. It sits between the two wings of the island, with a covered spice market, Creole cooking and the volcano of La Soufrière to the south.
- Spice market
- La Soufrière
- Memorial ACTe
- Day12
Cruz Bay, Saint John
Arrive 09:00 · Depart 16:00
At Sea
Arrive 23:30
- Day13
At Sea
Depart 02:00
- Day14
Samaná
Arrive 08:00 · Depart 17:00
- Day15
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
- Day16
At Sea
- Day17
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
- 20 Dec 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
16-Night Caribbean Cruise from Miami, Florida FAQ
Which ports does this cruise visit?
This 16-night Caribbean cruise calls at Miami, Florida, At Sea, Ocho Rios, Isla Catalana, Great Harbour, Jost Van Dyke, Philipsburg, Charlotte Amalie, San Juan (Puerto Rico), Saint John's, Pointe-à-Pitre, Cruz Bay, Saint John, Samaná 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?
16 nights aboard EXPLORA III.
When does this itinerary sail?
Upcoming departures include 20 Dec 2026. A NestCruise advisor can confirm current availability.