Name: 19-Night USA and Canada Cruise
Brand: Windstar Cruises
Price: 8522 USD
Availability: InStock
Rating: 4.52 (95 reviews)

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19-Night USA and Canada Cruise

Departs San Juan, Puerto Rico

Sailing Oct 9 - 28, 2026

Windstar Cruises - Star Pride

4.595 Reviews

Dates & Pricing

Sail Date

Oceanview

Balcony

Suite

Sail DateOct 09 - 28, `26

Oceanview

$8,522

Balcony

$11,862

Suite

$14,992

Similar Sailings

Cruise Itinerary

Departs San Juan, Puerto Rico

Sailing Oct 9 - 28, 2026

Day 1

Oct 9

Montreal

Quebec, Canada

Departs 6:00pm

Day 2

Oct 10

Quebec City

Quebec, Canada

Arrives 9:00am

Day 3

Oct 11

Quebec City

Quebec, Canada

Departs 6:00pm

Day 4

Oct 12

At Sea

Day 5

Oct 13

Gaspé

Quebec, Canada

Arrives 7:00am | Departs 2:00pm

Day 6

Oct 14

Cap-aux-meules

Quebec, Canada

Arrives 11:00am | Departs 6:00pm

Day 7

Oct 15

Sydney

Nova Scotia, Canada

Arrives 7:00am | Departs 2:00pm

Day 8

Oct 16

Halifax

Nova Scotia, Canada

Arrives 11:00am | Departs 11:00pm

Day 9

Oct 17

At Sea

Day 10

Oct 18

Portland

Maine, United States

Arrives 8:00am | Departs 10:00pm

Day 11

Oct 19

Rockland

Maine, United States

Arrives 8:00am | Departs 5:00pm

Day 12

Oct 20

Boston

Massachusetts, United States

Arrives 8:00am | Departs 5:00pm

Day 13

Oct 21

At Sea

Day 14

Oct 22

At Sea

Day 15

Oct 23

Hamilton

Bermuda

Arrives 8:45am

Day 16

Oct 24

Hamilton

Bermuda

Departs 7:00am

Saint George's

Bermuda

Arrives 10:00am

Day 17

Oct 25

Saint George's

Bermuda

Departs 7:00am

Day 18

Oct 26

At Sea

Day 19

Oct 27

At Sea

Day 20

Oct 28

San Juan

Puerto Rico, United States

Arrives 7:00am

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