Star Pride 21-night Star Collector: Fall Leaves & Caribbean Breezes from Montreal, Oct 11, 2027

Itinerary

1. Day 1
   Montreal Arrives 12:00 AM · Departs 5:00 PM
2. Day 2
   Cruising St. Lawrence River Arrives 5:00 AM · Departs 7:30 AM
3. Day 2
   Quebec City Arrives 8:00 AM · Departs 6:00 PM
4. Day 3
   At Sea Arrives 12:00 AM · Departs 12:00 AM
5. Day 4
   Gaspe Arrives 7:00 AM · Departs 2:00 PM
6. Day 5
   Sydney, Nova Scotia, Canada Arrives 3:00 PM · Departs 11:59 PM
7. Day 6
   Sydney, Nova Scotia, Canada Arrives 12:00 AM · Departs 11:59 PM
8. Day 7
   At Sea Arrives 12:00 AM · Departs 12:00 AM
9. Day 8
   Halifax Arrives 8:00 AM · Departs 11:59 PM
10. Day 9
    Halifax Arrives 12:00 AM · Departs 11:00 AM
11. Day 10
    Bar Harbor Arrives 8:00 AM · Departs 6:00 PM
12. Day 11
    Portland, Australia Arrives 8:00 AM · Departs 6:00 PM
13. Day 12
    Boston, USA Arrives 8:00 AM · Departs 5:00 PM
14. Day 13
    At Sea Arrives 12:00 AM · Departs 12:00 AM
15. Day 14
    At Sea Arrives 12:00 AM · Departs 12:00 AM
16. Day 15
    Hamilton, Bermuda Arrives 8:45 AM · Departs 11:59 PM
17. Day 16
    Hamilton, Bermuda Arrives 12:00 AM · Departs 7:00 AM
18. Day 16
    St George's Bermuda Arrives 10:00 AM · Departs 11:59 PM
19. Day 17
    St George's Bermuda Arrives 12:00 AM · Departs 12:00 PM
20. Day 18
    At Sea Arrives 12:00 AM · Departs 12:00 AM
21. Day 19
    At Sea Arrives 12:00 AM · Departs 12:00 AM
22. Day 20
    Gustavia, St. Barthelemy Arrives 10:00 AM · Departs 10:00 PM
23. Day 21
    Virgin Gorda / Prickly Pear, British Virgin Island Arrives 8:00 AM · Departs 6:00 PM
24. Day 22
    San Juan Arrives 7:00 AM · Departs 12:00 AM

Cabin Prices

Prices as of 2026-10-20.

Prices per person, based on double occupancy in USD.

Ports of Call

• Montreal
• Cruising St. Lawrence River
• Quebec City
• Gaspe
• Sydney, Nova Scotia, Canada
• Halifax
• Bar Harbor
• Portland, Australia
• Boston, USA
• Hamilton, Bermuda
• St George's Bermuda
• Gustavia, St. Barthelemy
• Virgin Gorda / Prickly Pear, British Virgin Island
• San Juan

Frequently asked questions

What is included in the cruise fare?

Standard cruise fares include your cabin, onboard meals at main dining venues, most non-specialty entertainment, use of pools and common facilities, and transport between ports of call. Gratuities, specialty dining, alcoholic drinks, shore excursions and onboard spa services are typically billed separately.

How far in advance should I book this cruise?

For popular sailings, booking 6–12 months ahead typically gives the best cabin selection and fares. Last-minute discounts can appear 30–60 days before departure when the cruise line wants to fill remaining cabins on Star Pride.

What documents do I need to board?

Most international itineraries require a passport valid for at least six months beyond your return date. Closed-loop sailings that depart and return to the same U.S. port from Montreal may accept a government-issued photo ID plus a certified birth certificate for U.S. citizens — always verify with the cruise line.

Can I change or cancel my booking?

Change and cancellation policies depend on Windstar Cruises's fare type and how close you are to departure. Refundable deposits typically allow changes up to the final-payment date without penalty; closer to sailing, cancellation fees scale up. Review the specific fare rules before booking.

What is a 21-night cruise like?

A 21-night cruise balances relaxing sea days with active port days. You can expect a mix of onboard programming — dining, entertainment, spa and fitness — and multiple shore excursions from Star Pride. Pack for both formal nights and casual deck days.