Windstar Cruises

Daily Itinerary

1. Day 1

   Montreal

   Depart 18:00

   Canada

   

   Montreal is Canada's vibrant francophone metropolis on the St. Lawrence River, where 17th-century colonial architecture, the world's largest jazz festival, and one of North America's most exciting food scenes create a city that feels genuinely European in spirit. Must-dos include the lavish Basilique Notre-Dame, tasting Montreal bagels and poutine, and browsing Jean-Talon Market. Visit September through mid-October for spectacular autumn foliage or summer for the jazz festival.

2. Day 2

   Quebec City

   Arrive 09:00

   Canada

   

   Quebec City is North America's only walled city, a UNESCO treasure where 400 years of French colonial architecture crown a St. Lawrence promontory beneath the iconic Château Frontenac. Visit September through October via Cunard or Seabourn for autumn foliage transforming stone ramparts, elevated Québécois terroir cuisine, and the singular experience of genuine Old World atmosphere on a continent that rarely provides it.

3. Day 3

   Quebec City

   Depart 18:00

   Canada

   

   Quebec City is North America's only walled city, a UNESCO treasure where 400 years of French colonial architecture crown a St. Lawrence promontory beneath the iconic Château Frontenac. Visit September through October via Cunard or Seabourn for autumn foliage transforming stone ramparts, elevated Québécois terroir cuisine, and the singular experience of genuine Old World atmosphere on a continent that rarely provides it.

4. Day 4

   At Sea

   

5. Day 5

   Gaspe, Canada

   Arrive 07:00Depart 14:00

   Canada

   

   Gaspe, Canada, offers an authentic North American experience where stunning natural landscapes meet communities of genuine character. Visitors should explore the surrounding wilderness and sample the honest, locally sourced cuisine that defines the region. The ideal visiting period is May through October, when the climate is at its most welcoming for outdoor exploration. Cruise lines including Seabourn feature this port on their most compelling itineraries. Whether you have a few hours or a full day, the port rewards exploration at every pace and in every direction.

6. Day 6

   Cap aux Meules

   Arrive 11:00Depart 18:00

   Canada

   

   Cap aux Meules, Canada, offers an authentic North American experience where stunning natural landscapes meet communities of genuine character. Visitors should explore the surrounding wilderness and sample the honest, locally sourced cuisine that defines the region. The ideal visiting period is May through October, when the climate is at its most welcoming for outdoor exploration. Cruise lines including Scenic Ocean Cruises feature this port on their most compelling itineraries. Whether you have a few hours or a full day, the port rewards exploration at every pace and in every direction.

7. Day 7

   Sydney, Canada

   Arrive 07:00Depart 14:00

   Canada

   

   Sydney, on Cape Breton Island in Nova Scotia, is a charming harbour city where Scottish-Acadian heritage meets raw Atlantic beauty, serving as the gateway to the legendary Cabot Trail — one of the world's most spectacular coastal drives. Visitors should savour the island's renowned seafood chowder and traditional oatcakes while exploring the colourful waterfront boardwalk. The peak season stretches from late June through October, when autumn's fiery foliage transforms the highlands into a tapestry of crimson and gold.

8. Day 8

   Halifax

   Arrive 11:00Depart 23:00

   Canada

   

   Halifax, the historic capital of Nova Scotia, is a refined Atlantic port where centuries of maritime heritage meet a flourishing culinary scene anchored by Digby scallops, donairs, and one of North America's oldest farmers' markets. Visitors should not miss the star-shaped Citadel Hill and the harbourfront boardwalk's constellation of galleries and tasting rooms. The ideal season stretches from late June through October, when autumn's blazing foliage transforms the entire province into a masterwork of colour and the cruise terminal welcomes the world's finest vessels.

9. Day 9

   At Sea

   

10. Day 10

    Portland, Maine

    Arrive 08:00Depart 22:00

    United States

    

    Portland, Maine, is America’s most exciting small food city, perched on a Casco Bay peninsula where the Old Port’s brick-and-granite streets house more restaurants per capita than nearly any U.S. city, fueled by legendary Maine lobster and Gulf oysters. Must-dos include a lobster roll on the working waterfront, browsing the Portland Museum of Art’s Winslow Homer collection, and a ferry ride to Casco Bay’s car-free islands. Visit September and October for New England’s spectacular fall foliage and the finest weather.

11. Day 11

    Rockland, United States

    Arrive 08:00Depart 17:00

    United States

    

    Rockland, United States, United States is a distinctive port city where deep cultural heritage meets authentic local atmosphere, featured on itineraries by Azamara. Must-do experiences include walking the historic center to experience the layered architectural heritage, and seeking out the regional culinary traditions at a locally favored establishment away from the port area. The optimal time to visit is May through September, when mild temperatures and long days favor unhurried exploration.

12. Day 12

    Boston

    Arrive 08:00Depart 17:00

    United States

    

    Boston is America's revolutionary birthplace and intellectual capital, a supremely walkable city where the Freedom Trail connects sixteen historic sites past Italian North End bakeries and Beacon Hill's gaslit streets. Must-do experiences include walking the Freedom Trail, eating a lobster roll at the Union Oyster House, and exploring the Isabella Stewart Gardner Museum. September and October bring peak fall foliage; spring brings the Marathon and blooming gardens.

13. Day 13

    At Sea

    

14. Day 14

    At Sea

    

15. Day 15

    Chattanooga, Tennessee

    Arrive 08:45

    United States

    

    Chattanooga, Tennessee, is a revitalized river city where the Tennessee River cuts through the Appalachian Mountains, home to a world-class aquarium, the dramatic attractions of Lookout Mountain, and thirteen miles of scenic riverwalk. Must-do experiences include visiting the Tennessee Aquarium, riding the Incline Railway up Lookout Mountain, and walking the Walnut Street pedestrian bridge. Spring (April-May) and autumn (September-October) offer the most pleasant weather and most colorful mountain scenery.

16. Day 16

    Chattanooga, Tennessee

    Depart 07:00

    United States

    

    Chattanooga, Tennessee, is a revitalized river city where the Tennessee River cuts through the Appalachian Mountains, home to a world-class aquarium, the dramatic attractions of Lookout Mountain, and thirteen miles of scenic riverwalk. Must-do experiences include visiting the Tennessee Aquarium, riding the Incline Railway up Lookout Mountain, and walking the Walnut Street pedestrian bridge. Spring (April-May) and autumn (September-October) offer the most pleasant weather and most colorful mountain scenery.

17. Day 16

    St. Georges, Grenada

    Arrive 10:00

    Grenada

    

    St. George's, Grenada, is a vibrant port known for its rich history, stunning architecture, and fragrant markets brimming with local spices. Must-do experiences include savoring the local delicacies at the Market Square and exploring nearby Carriacou Island for its tranquil beaches. The best season to visit is from December to April, when the weather is pleasantly warm and dry.

18. Day 17

    St. Georges, Grenada

    Depart 07:00

    Grenada

    

    St. George's, Grenada, is a vibrant port known for its rich history, stunning architecture, and fragrant markets brimming with local spices. Must-do experiences include savoring the local delicacies at the Market Square and exploring nearby Carriacou Island for its tranquil beaches. The best season to visit is from December to April, when the weather is pleasantly warm and dry.

19. Day 18

    At Sea

    

20. Day 19

    At Sea

    

21. Day 20

    San Juan, Puerto Rico

    Arrive 07:00

    Puerto Rico

    

    San Juan, Puerto Rico's radiant colonial capital, is one of the Americas' most compellingly layered cities — a place where the sixteenth-century fortresses of El Morro and San Cristóbal stand sentinel over streets of painted townhouses and flowering balconies. The cobblestoned lanes of Old San Juan pulse with world-class rum bars, ceviche stands, and rooftop restaurants serving the island's vibrant cocina criolla. La Fortaleza, the oldest executive mansion in the Western Hemisphere still in use, anchors the historic district. Florecer, the district's famed bioluminescent bay, glows emerald after dark. January through April offers the most idyllic conditions.

Cabin Categories

Balcony Suite

Balcony

277 sq ftMax 2BS

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Queen or Twin ConfigurationShowerToiletries ProvidedRoom Service AvailableSuite BenefitsTV+7

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Balcony Suite

Balcony

277 sq ftMax 2BS1

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Queen or Twin ConfigurationShowerToiletries ProvidedRoom Service AvailableSuite BenefitsTV+7

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Star Balcony Suite

balcony

SBS

As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.

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Star Balcony Suite

Suite

277 sq ftMax 2SBS1

As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.

Queen or Twin ConfigurationLounge AreaShowerToiletries ProvidedRoom Service AvailableMini Bar (Additional Cost)+6

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Ocean View Suite

Suite

277 sq ftMax 2S2

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Vanity AreaToiletries ProvidedTVWi-Fi (Additional Cost)SafeMini Bar (Additional Cost)+1

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Ocean View Suite

Suite

277 sq ftMax 2S

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Vanity AreaToiletries ProvidedTVWi-Fi (Additional Cost)SafeMini Bar (Additional Cost)+1

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Ocean View Suite

Suite

277 sq ftMax 2S1

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Vanity AreaToiletries ProvidedTVWi-Fi (Additional Cost)SafeMini Bar (Additional Cost)+1

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Ocean View Suite

Suite

277 sq ftMax 2S3

Stylish comfort and ocean views welcome you in 277 square feet. Your queen bed (which can be separated as twins if you prefer) features luxurious Egyptian cotton linens. Enjoy a luxurious soak in your full-size tub or an invigorating shower, then wrap up in your waffle-weave robe and slippers, savor a treat from the fresh fruit bowl, or simply stretch out and enjoy the fresh flowers.

Vanity AreaToiletries ProvidedTVWi-Fi (Additional Cost)SafeMini Bar (Additional Cost)+1

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Star Ocean View Suite

Outside

277 sq ftMax 2SS1

As soon as you walk through the door, you’re greeted with an open living area for a more welcoming entrance. Drift off to sleep by the window in your queen bed as you watch the same stars that sailors used to navigate the seas hundreds of years ago.

Queen or Twin ConfigurationLounge AreaShowerToiletries ProvidedRoom Service AvailableMini Bar (Additional Cost)+6

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Star Porthole Suite

Suite

277 sq ftMax 2SP

These rooms represent a nod to the sailing tradition of porthole windows. And while sailors might have had cramped quarters, your 277 square foot stateroom is wonderfully spacious and furnished with all the modern amenities and comforts of home.

Queen or Twin ConfigurationShowerRoom Service AvailableTVSafeHair Dryer+5

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Broadmoor Suite/Sea Island Suite

Suite

400 sq ftMax 2CS

Relax in 400 to 530 spacious square feet. Your living area offers beautiful views from the forward-facing window and French doors onto your private veranda. Two spacious closets give you plenty of room to unpack.

Queen or Twin ConfigurationLounge AreaShowerToiletries ProvidedRoom Service AvailableTV+6

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Deluxe Suite

Suite

468 sq ftMax 2DS

Brand new Deluxe Suites welcome you with 468 square feet of casually elegant living space and an ocean viewing French balcony. All these suites feature 3rd berths, and a sleep-inducing queen bed easily converted to twins.

Queen or Twin ConfigurationLounge AreaShowerToiletries ProvidedRoom Service AvailableSuite Benefits+7

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Owner's Suite

Suite

575 sq ftMax 2OW

With 575 square feet, your Owner’s Suite offers separate living room and dining areas. A veranda, two flat-screen TVs and DVD players, and a full master bath and separate powder room indulge you in spacious comfort.

Queen or Twin ConfigurationLounge AreaShowerRoom Service AvailableTVWi-Fi (Additional Cost)+6

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