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Windstar Star Pride

21 Nights - Montreal To San Juan

21-night Star Collector: Fall Leaves & Caribbean Breezes Cruise

Star Pride
cruise info

21 Nights - Montreal To San Juan

  • Windstar Cruises: Star Pride
  • |
  • October 11, 2027

itinerary

  1. Day 1
    Montreal
    | Mon Oct 11, 2027
    | Depart 5:00 PM
  2. Day 2
    Quebec City
    | Tue Oct 12, 2027
    | 8:00 AM - 6:00 PM
  3. Day 3
    At Sea
    | Wed Oct 13, 2027
  4. Day 4
    Gaspe
    | Thu Oct 14, 2027
    | 7:00 AM - 2:00 PM
  5. Day 5
    Sydney (Nova Scotia)
    | Fri Oct 15, 2027
    | Arrive 3:00 PM
  6. Day 6
    Sydney (Nova Scotia)
    | Sat Oct 16, 2027
    | Depart 11:59 PM
  7. Day 7
    At Sea
    | Sun Oct 17, 2027
  8. Day 8
    Halifax (Nova Scotia)
    | Mon Oct 18, 2027
    | Arrive 8:00 AM
  9. Day 9
    Halifax (Nova Scotia)
    | Tue Oct 19, 2027
    | Depart 12:00 PM
  10. Day 10
    Bar Harbor
    | Wed Oct 20, 2027
    | 8:00 AM - 9:00 PM
  11. Day 11
    Portland, ME
    | Thu Oct 21, 2027
    | 8:00 AM - 5:00 PM
  12. Day 12
    Boston
    | Fri Oct 22, 2027
    | 8:00 AM - 5:00 PM
  13. Day 13
    At Sea
    | Sat Oct 23, 2027
  14. Day 14
    At Sea
    | Sun Oct 24, 2027
  15. Day 15
    Hamilton
    | Mon Oct 25, 2027
    | Arrive 8:45 AM
  16. Day 16
    Hamilton
    | Tue Oct 26, 2027
    | Depart 7:00 AM
  17. St. George's, Bermuda
    | Tue Oct 26, 2027
    | Arrive 10:00 AM
  18. Day 17
    St. George's, Bermuda
    | Wed Oct 27, 2027
    | Depart 12:00 PM
  19. Day 18
    At Sea
    | Thu Oct 28, 2027
  20. Day 19
    At Sea
    | Fri Oct 29, 2027
  21. Day 20
    Gustavia
    | Sat Oct 30, 2027
    | 10:00 AM - 10:00 PM
  22. Day 21
    Virgin Gorda
    | Sun Oct 31, 2027
    | 8:00 AM - 6:00 PM
  23. Day 22
    San Juan
    | Mon Nov 1, 2027
    | Arrive 7:00 AM
  • 21 Nights
  • Oct 11, 2027 / Nov 1, 2027
  • Montreal
  • San Juan
  • Star Pride
bonus offers
  • Onboard Credit

Staterooms & Suites

Choose the perfect room for you
Oceanview
From: $7,064
Balcony
From: $9,996
Suite
From: $15,344
Ocean View Suite - S
Oceanview
Ocean View Suite - S

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.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

Ocean View Suite 1 - S1
Oceanview
Ocean View Suite 1 - S1

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.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

Ocean View Suite 2 - S2
Oceanview
Ocean View Suite 2 - S2

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.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

Ocean View Suite 3 - S3
Oceanview
Ocean View Suite 3 - S3

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.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

Star Porthole Suite - SP
Oceanview
Star Porthole Suite - SP

These Suites are 277 square feet (26 square meters). Note these Suites have Porthole window.
All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

Star Ocean View Suite - SS1
Oceanview
Star Ocean View Suite - SS1

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. Star Ocean View Suites with 3rd berths — 430, 432, 433.

All accommodations feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully-Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror
- Walk-in closet and ample drawer space
- Bathroom with granite countertop, full-size tub, and shower
- Hair Dryers and 110/220 outlets

Windstar Star Pride
Star Pride is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach.
Carrying only 312 guests, Star Pride still tucks into small ports like Sanary-sur-Mer and Seville or narrow waterways like the Corinth and Keil Canal. We can’t wait to welcome you on board for your next 180 degree from ordinary adventure!

Ship Information

Explore Your Cruise Ship

  • Dining

  • Bars & Lounges

  • Entertainment & Nightlife

  • Onboard Activities

  • Outdoor Activities

  • Wellness

  • Shopping

Couple walking arm-in-arm on dirt path next to flowering hedge
Don't Miss Out on Any Trip Enhancing Shore Excursions!
Immerse yourself in local culture with authentic cooking classes, traditional dance lessons, and unforgettable visits to historical landmarks during your cruise shore excursions.
Hotel reception area with shiny wood floors, wood paneling on walls and fancy chandeliers
Extend Your Trip with Immersive Pre-Cruise or Post-Cruise Stays
Enjoy the local culture and savor delicious cuisine with pre-cruise or post-cruise stays, ensuring a seamless transition between your land and sea adventures.