Cruise itinerary
26-Night Caribbean Cruise from Montréal, Québec
26 nights · Caribbean · 21 ports of call
26-night Caribbean cruise aboard Azamara Journey, departing Montréal, Québec and calling at Quebec City, Québec, Cruising Saguenay Fjord, Charlottetown, Prince Edward Island, Sydney, Nova Scotia, Halifax, Nova Scotia and Portland, Maine and 14 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Azamara Journey
- Cruise line
- Azamara
- Duration
- 26 nights
- Region
- Caribbean · Americas
- Departs
- Montréal, Québec
- Returns
- Bridgetown
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
Montréal, Québec
Depart 20:00
A French-speaking metropolis on an island in the St. Lawrence River in Québec. The cobbled lanes and stone churches of Old Montréal sit beside the river, while Mount Royal park rises above the downtown grid of cafés, markets and underground shopping.
- Old Montréal
- Mount Royal
- Notre-Dame Basilica
- Day2
Quebec City, Québec
Arrive 8:00 · Depart 18:00
The walled capital of Québec on a bluff above the St. Lawrence River, the only fortified city north of Mexico. Cobbled Old Québec, the landmark Château Frontenac, and the historic Petit-Champlain quarter give it a distinctly French character.
- Château Frontenac
- Old Québec walls
- Petit-Champlain
- Day3
Cruising Saguenay Fjord
Arrive 8:00 · Depart 9:00
- Day4At sea
- Day5
Charlottetown, Prince Edward Island
Arrive 8:00 · Depart 22:00
The capital of Prince Edward Island in eastern Canada, the seaside town where the country's confederation was negotiated. Victorian streetscapes, the harbourfront and Province House mark the centre, with the island's red cliffs and Anne of Green Gables countryside nearby.
- Province House
- Victoria Row
- Green Gables country
- Day6
Sydney, Nova Scotia
Arrive 12:30 · Depart 18:30
A former coal and steel town on Cape Breton Island in Nova Scotia, set along a sheltered harbour. It is a gateway to the scenic Cabot Trail and the island's Gaelic heritage, marked by the world's largest fiddle standing on the waterfront.
- Cabot Trail
- Big Fiddle
- Cape Breton
- Day7
Halifax, Nova Scotia
Arrive 10:30 · Depart 18:00
The largest city in Atlantic Canada, built around one of the world's great natural harbours in Nova Scotia. A star-shaped hilltop Citadel overlooks the waterfront boardwalk, and the city holds strong ties to the Titanic and the age of sail.
- Halifax Citadel
- Harbourfront boardwalk
- Titanic graves
- Day8
Portland, Maine
Arrive 15:00 · Depart 18:00
A historic seaport on the rocky coast of Maine, set on a peninsula in Casco Bay. Known for its working waterfront, brick Old Port district and nearby lighthouses, it offers lobster shacks, art galleries and ferries out to the islands of the bay.
- Old Port
- Portland Head Light
- Casco Bay islands
- Day9
Boston, Massachusetts
Arrive 8:00 · Depart 18:00
A historic New England port city in Massachusetts, central to the American Revolution. Boston is known for the Freedom Trail linking colonial landmarks, the Italian North End, Fenway Park, and the cobbled streets of Beacon Hill.
- Freedom Trail
- Fenway Park
- North End
- Day10
Newport, Rhode Island
Arrive 8:00 · Depart 18:00
- Day11
New York, New York
Arrive 6:00 · Depart 17:00
Cruise ships berth on Manhattan's West Side or across the harbour in Brooklyn and Bayonne, putting the full sweep of New York within reach. The Statue of Liberty, Central Park, Times Square and the museums of Fifth Avenue are all part of a day ashore.
- Statue of Liberty
- Central Park
- Times Square
- Day12At sea
- Day13
Hamilton
Arrive 16:00
- Day14
Hamilton
- Day15
Hamilton
Depart 17:00
- Day16At sea
- Day17At sea
- Day18
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
- Day19
Road Town, Tortola
Arrive 8:00 · Depart 18:00
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
- Day20
San Juan
Arrive 7:00 · 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
- Day21
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
- Day22
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
- Day23
Saint Pierre
Arrive 8:00 · 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
- Day24
Port Elizabeth, Bequia
Arrive 8:00 · Depart 20:00
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
- Day25
Saint George's
Arrive 8:00 · Depart 20:00
The capital of Grenada in the eastern Caribbean, set around a horseshoe harbour ringed by red-roofed houses. Known as the Spice Isle for its nutmeg, the island offers Grand Anse beach, hillside Fort George and rainforest waterfalls inland.
- Grand Anse Beach
- Fort George
- Nutmeg plantations
- Day26
Scarborough
Arrive 8:00 · Depart 17:00
- Day27
Bridgetown
Arrive 6:00
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
Upcoming departures
- 19 Oct 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
26-Night Caribbean Cruise from Montréal, Québec FAQ
Which ports does this cruise visit?
This 26-night Caribbean cruise calls at Montréal, Québec, Quebec City, Québec, Cruising Saguenay Fjord, Charlottetown, Prince Edward Island, Sydney, Nova Scotia, Halifax, Nova Scotia, Portland, Maine, Boston, Massachusetts, Newport, Rhode Island, New York, New York, Hamilton, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, Saint John's, Saint Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough and Bridgetown.
How many days are spent at sea?
5 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It departs from Montréal, Québec and ends in Bridgetown.
How long is this cruise?
26 nights aboard Azamara Journey.
When does this itinerary sail?
Upcoming departures include 19 Oct 2026. A NestCruise advisor can confirm current availability.