

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, Cruz Bay, Saint John, Gustavia, Saint John's, Tortola and Basseterre, Saint Kitts and 6 more.
- Free advisor
- No booking fees
- 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
At Sea
- Day4

Cruz Bay, Saint John
Arrive 09:00 · Depart 18:00
- Day5

Gustavia
Arrive 08:00 · 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

Saint John's
Arrive 08:00 · 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
- Day7

Tortola
Arrive 08:00 · Depart 18:00
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
- Day8

Basseterre, Saint Kitts
Arrive 08:00 · Depart 17:00
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
- 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

Philipsburg
Arrive 09:00 · 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
- Day11

Terre-de-Haut
Arrive 09:00 · Depart 18:00
- Day12

Saint George
Arrive 09:00 · Depart 18:00
- Day13

Castries
Arrive 08:00 · Depart 17:00
The capital of St. Lucia, tucked into a sheltered harbour on the island's northwest coast. Beyond the market town rise the rainforested interior and the iconic twin Piton peaks further south along the volcanic coastline.
- The Pitons
- Central market
- Pigeon Island
- Day14
At Sea
- Day15

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
- 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
- 5 Jan 2027
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, Cruz Bay, Saint John, Gustavia, Saint John's, Tortola, Basseterre, Saint Kitts, San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Saint George, Castries 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 5 Jan 2027. A NestCruise advisor can confirm current availability.