Cruise itinerary
18-Night Caribbean Cruise from San Juan
18 nights · Caribbean · 15 ports of call
18-night Caribbean cruise aboard Azamara Journey, departing San Juan and calling at Charlotte Amalie, Virgin Gorda, Saint John's, Gustavia, Saint Pierre and Port Elizabeth, Bequia and 8 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Azamara Journey
- Cruise line
- Azamara
- Duration
- 18 nights
- Region
- Caribbean · Americas
- Departs
- San Juan
- Returns
- San Juan
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
Charlotte Amalie
Arrive 8:00 · Depart 18:00
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
- Day3
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
- Day4
Saint John's
Arrive 8:00 · Depart 22:00
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
- Day5
Gustavia
Arrive 8:00 · Depart 17:00
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 Pierre
Arrive 9:00 · Depart 22:00
The capital of Saint-Pierre and Miquelon, a small French archipelago off Newfoundland and the last remnant of France in North America. Its harbour town has pastel houses, French shops and cafés, and a windswept Atlantic setting steeped in fishing and rum-running history.
- French colonial town
- Île aux Marins
- harbour waterfront
- Day7
Port Elizabeth, Bequia
Arrive 8:00 · Depart 17:00
The main town of Bequia, a small island in the Grenadines reached only by sea. It sits on Admiralty Bay, a yacht-favoured harbour, and keeps a quiet seafaring tradition of boatbuilding and a beach walk along the shore to Princess Margaret Beach.
- Admiralty Bay
- Princess Margaret Beach
- Model-boat building
- Day8At sea
- Day9
Scarborough
Arrive 8:00 · Depart 17:00
- Day10
Mayreau Island
Arrive 8:00 · Depart 17:00
- Day11
Bridgetown
Arrive 6:00 · Depart 18:00
The capital of Barbados on the island's southwest coast, a long-standing Caribbean cruise port. Its colonial centre and Garrison Savannah are UNESCO-listed, with the white sand of Carlisle Bay and turtle-filled waters close to the harbour.
- Carlisle Bay
- Garrison Savannah
- Rum distilleries
- Day12At sea
- Day13
Oranjestad
Arrive 9:00 · Depart 22:00
The capital of Aruba, set on the island's leeward south coast in the southern Caribbean. Oranjestad is known for its Dutch colonial façades along Wilhelminastraat, a free streetcar through downtown, and white-sand beaches like Eagle and Palm just north.
- Eagle Beach
- Palm Beach
- Dutch colonial centre
- Day14
Willemstad
Arrive 8:00 · Depart 23:00
The capital of Curaçao in the southern Caribbean, with a UNESCO-listed centre of Dutch colonial architecture. Willemstad is known for the candy-coloured waterfront of Handelskade, the swinging Queen Emma pontoon bridge, and its floating market.
- Handelskade façades
- Queen Emma Bridge
- Floating Market
- Day15At sea
- Day16
Castries
Arrive 11:00 · Depart 18:00
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
- Day17
Charlestown
Arrive 9:00 · Depart 18:00
- Day18
Frederiksted, Saint Croix
Arrive 8:00 · Depart 17:00
- Day19
San Juan
Arrive 7:00
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
Upcoming departures
- 18 Dec 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
18-Night Caribbean Cruise from San Juan FAQ
Which ports does this cruise visit?
This 18-night Caribbean cruise calls at San Juan, Charlotte Amalie, Virgin Gorda, Saint John's, Gustavia, Saint Pierre, Port Elizabeth, Bequia, Scarborough, Mayreau Island, Bridgetown, Oranjestad, Willemstad, Castries, Charlestown and Frederiksted, Saint Croix.
How many days are spent at sea?
3 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from San Juan.
How long is this cruise?
18 nights aboard Azamara Journey.
When does this itinerary sail?
Upcoming departures include 18 Dec 2026. A NestCruise advisor can confirm current availability.