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Windstar Star Pride

14 Nights - San Juan Round Trip

14-night Star Collector: Lovely Leewards Cruise

Star Pride
cruise info

14 Nights - San Juan Round Trip

  • Windstar Cruises: Star Pride
  • |
  • November 16, 2025

itinerary

  1. Day 1
    San Juan
    | Sun Nov 16, 2025
    | Depart 7:00 PM
  2. Day 2
    Cruz Bay, St. John
    | Mon Nov 17, 2025
    | 8:00 AM - 6:00 PM
  3. Day 3
    Basseterre, St. Kitts
    | Tue Nov 18, 2025
    | 8:00 AM - 5:00 PM
  4. Day 4
    Gustavia
    | Wed Nov 19, 2025
    | 7:00 AM - 10:00 PM
  5. Day 5
    St. Maarten (Philipsburg)
    | Thu Nov 20, 2025
    | 8:00 AM - 10:00 PM
  6. Day 6
    Jost Van Dyke
    | Fri Nov 21, 2025
    | 9:00 AM - 10:00 PM
  7. Day 7
    Virgin Gorda
    | Sat Nov 22, 2025
    | 8:00 AM - 5:00 PM
  8. Day 8
    San Juan
    | Sun Nov 23, 2025
    | 7:00 AM - 7:00 PM
  9. Day 9
    At Sea
    | Mon Nov 24, 2025
  10. Day 10
    St. George's, Grenada
    | Tue Nov 25, 2025
    | 9:00 AM - 10:00 PM
  11. Day 11
    Bequia, Grenadines
    | Wed Nov 26, 2025
    | 8:00 AM - 10:00 PM
  12. Day 12
    Pigeon Island, St. Lucia
    | Thu Nov 27, 2025
    | 8:00 AM - 5:00 PM
  13. Day 13
    Iles des Saintes
    | Fri Nov 28, 2025
    | 8:00 AM - 5:00 PM
  14. Day 14
    Marigot, St. Martin
    | Sat Nov 29, 2025
    | 8:00 AM - 3:00 PM
  15. Day 15
    San Juan
    | Sun Nov 30, 2025
    | Arrive 7:00 AM

Promotions

  • EXCLUSIVE
  • Pick Your Perk - Up to $1,000 Onboard Credit per Suite or One Free Pre or Post Hotel Night or Free Upgrade to All-Inclusive Experience for Premium Suite Guests!
  • 14 Nights
  • Nov 16, 2025 / Nov 30, 2025
  • San Juan
  • San Juan
  • Star Pride

Staterooms & Suites

Choose the perfect room for you
Oceanview
From: $4,193
Balcony
From: $6,608
Suite
From: $9,093
Oceanview
Ocean View Suite

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

Oceanview
Ocean View Suite

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

Oceanview
Ocean View Suite

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

Oceanview
Ocean View Suite

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

Oceanview
Star Porthole Suite

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

Oceanview
Star Ocean View Suite

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.