Cruise itinerary
9-Night Caribbean Cruise from San Juan
9 nights · Caribbean · 8 ports of call
9-night Caribbean cruise aboard Azamara Journey, departing San Juan and calling at Virgin Gorda, Gustavia, Philipsburg, Saint John's, Basseterre, Saint Kitts and Road Town, Tortola and 1 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Azamara Journey
- Cruise line
- Azamara
- Duration
- 9 nights
- Region
- Caribbean · Americas
- Departs
- San Juan
- 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 Azamara Journey sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
San Juan
Depart 18:00
The capital of Puerto Rico and a major Caribbean cruise homeport. The walled colonial quarter of Old San Juan keeps blue-cobbled streets, pastel facades and two Spanish fortresses, El Morro and San Cristóbal, guarding the harbour mouth.
- Old San Juan
- El Morro
- Castillo San Cristóbal
- Day2
Virgin Gorda
Arrive 8:00 · Depart 18:00
One of the British Virgin Islands, a hilly cay in the eastern Caribbean known for The Baths — a beach where giant granite boulders form tidal pools and grottoes. Quiet bays, yacht anchorages and a relaxed, low-key pace define the island.
- The Baths
- Granite boulders
- Spring Bay
- Day3
Gustavia
Arrive 8:00 · Depart 18:00
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
- Day4
Philipsburg
Arrive 8:00 · Depart 22:00
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
Saint John's
Arrive 8:00 · 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
- Day6
Basseterre, Saint Kitts
Arrive 8:00 · Depart 18:00
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
Road Town, Tortola
Arrive 7:30 · Depart 14:00
The capital of Tortola in the British Virgin Islands, set on a harbour ringed by green hills. It is the main yachting base of the archipelago, with sheltered beaches, a small botanic garden, and ferries out to the surrounding cays.
- Cane Garden Bay
- Botanic Gardens
- Yacht harbour
- Day8At sea
- Day9At sea
- Day10
Miami, Florida
Arrive 6:00
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.
9-Night Caribbean Cruise from San Juan FAQ
Which ports does this cruise visit?
This 9-night Caribbean cruise calls at San Juan, Virgin Gorda, Gustavia, Philipsburg, Saint John's, Basseterre, Saint Kitts, Road Town, Tortola and Miami, Florida.
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 departs from San Juan and ends in Miami, Florida.
How long is this cruise?
9 nights aboard Azamara Journey.
When does this itinerary sail?
Upcoming departures include 5 Jan 2027. A NestCruise advisor can confirm current availability.