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55 Nights - St. Maarten (Philipsburg) Round Trip
55-night Star Collector: A Grand Caribbean Adventure
Wind Surf
cruise info
55 Nights - St. Maarten (Philipsburg) Round Trip
- Windstar Cruises: Wind Surf
- |
- January 4, 2026
itinerary
- Day 1St. Maarten (Philipsburg)| Sun Jan 4, 2026| Depart 7:00 PM
- Day 2Falmouth Harbour, Antigua| Mon Jan 5, 2026| 8:00 AM - 6:00 PM
- Day 3Road Bay| Tue Jan 6, 2026| 8:00 AM - 6:00 PM
- Day 4Sopers Hole, Tortola| Wed Jan 7, 2026| 8:00 AM - 6:00 PM
- Day 5Jost Van Dyke| Wed Jan 7, 2026| 7:00 PM - 11:59 PM
- Day 6Jost Van Dyke| Thu Jan 8, 2026| Depart 10:00 PM
- Day 7Virgin Gorda| Fri Jan 9, 2026| 8:00 AM - 5:00 PM
- Day 8Gustavia| Sat Jan 10, 2026| 8:00 AM - 10:00 PM
- Day 9St. Maarten (Philipsburg)| Sun Jan 11, 2026| 6:00 AM - 7:00 PM
- Day 10Basseterre, St. Kitts| Mon Jan 12, 2026| 7:00 AM - 10:00 PM
- Day 11Little Bay| Tue Jan 13, 2026| 8:00 AM - 6:00 PM
- Day 12Gustavia| Wed Jan 14, 2026| 8:00 AM - 11:00 PM
- Day 13Deshaies, Guadeloupe| Thu Jan 15, 2026| 12:30 PM - 10:00 PM
- Day 14Roseau, Dominica| Fri Jan 16, 2026| 8:00 AM - 5:00 PM
- Day 15Pigeon Island, St. Lucia| Sat Jan 17, 2026| 7:00 AM - 4:00 PM
- Day 16Bridgetown (Barbados)| Sun Jan 18, 2026| 5:00 AM - 6:00 PM
- Day 17Anse Mitan| Mon Jan 19, 2026| 9:00 AM - 11:00 PM
- Day 18Castries| Tue Jan 20, 2026| 8:00 AM - 4:00 PM
- Day 19Pigeon Island, St. Lucia| Tue Jan 20, 2026| 6:00 PM - 11:59 PM
- Day 20Pigeon Island, St. Lucia| Wed Jan 21, 2026| Depart 6:00 PM
- Day 21Bequia, Grenadines| Thu Jan 22, 2026| 8:00 AM - 10:00 PM
- Day 22Mayreau, Grenadines| Fri Jan 23, 2026| 8:00 AM - 6:00 PM
- Day 23St. George's, Grenada| Sat Jan 24, 2026| 7:00 AM - 2:00 PM
- Day 24Bridgetown (Barbados)| Sun Jan 25, 2026| 6:00 AM - 6:00 PM
- Day 25Man O'War Bay, Tobago| Mon Jan 26, 2026| 8:00 AM - 5:00 PM
- Day 26Mayreau, Grenadines| Tue Jan 27, 2026| 8:00 AM - 6:00 PM
- Day 27Soufriere| Wed Jan 28, 2026| 8:00 AM - 4:00 PM
- Day 28At Sea| Thu Jan 29, 2026
- Day 29Kralendijk| Fri Jan 30, 2026| 1:00 PM - 10:00 PM
- Day 30Willemstad, Curacao| Sat Jan 31, 2026| 8:00 AM - 6:00 PM
- Day 31Oranjestad, Aruba| Sun Feb 1, 2026| 6:00 AM - 6:00 PM
- Day 32At Sea| Mon Feb 2, 2026
- Day 33Santa Marta| Tue Feb 3, 2026| 7:00 AM - 6:00 PM
- Day 34Cartagena (Colombia)| Wed Feb 4, 2026| 8:00 AM - 3:30 PM
- Day 35At Sea| Thu Feb 5, 2026
- Day 36Bocas del Toro| Fri Feb 6, 2026| 12:00 PM - 5:30 PM
- Day 37At Sea| Sat Feb 7, 2026
- Day 38Colon (Panama)| Sun Feb 8, 2026| 7:00 AM - 11:59 PM
- Day 39Colon (Panama)| Mon Feb 9, 2026| Depart 4:00 PM
- Day 40Bocas del Toro| Tue Feb 10, 2026| 10:00 AM - 4:00 PM
- Day 41San Andres Island| Wed Feb 11, 2026| 1:00 PM - 7:00 PM
- Day 42At Sea| Thu Feb 12, 2026
- Day 43At Sea| Fri Feb 13, 2026
- Day 44Roatan Island| Sat Feb 14, 2026| 9:00 AM - 5:00 PM
- Day 45Belize City| Sun Feb 15, 2026| 9:00 AM - 7:00 PM
- Day 46Costa Maya| Mon Feb 16, 2026| 8:00 AM - 5:00 PM
- Day 47Cozumel| Tue Feb 17, 2026| 8:00 AM - 6:00 PM
- Day 48At Sea| Wed Feb 18, 2026
- Day 49Grand Cayman (George Town)| Thu Feb 19, 2026| 8:00 AM - 6:00 PM
- Day 50Cayman Brac| Fri Feb 20, 2026| 7:00 AM - 1:00 PM
- Day 51Port Antonio| Sat Feb 21, 2026| 12:00 PM - 6:00 PM
- Day 52At Sea| Sun Feb 22, 2026
- Day 53Santo Domingo| Mon Feb 23, 2026| 1:00 PM - 10:00 PM
- Day 54Casa de Campo| Tue Feb 24, 2026| 7:00 AM - 5:00 PM
- Day 55At Sea| Wed Feb 25, 2026
- Day 56Jost Van Dyke| Thu Feb 26, 2026| 8:00 AM - 11:59 PM
- Day 57Virgin Gorda| Fri Feb 27, 2026| 8:00 AM - 5:00 PM
- Day 58St. Maarten (Philipsburg)| Sat Feb 28, 2026| Arrive 6:00 AM
Sailing Features
- 55 Nights
- Jan 4, 2026 / Feb 28, 2026
- St. Maarten (Philipsburg)
- St. Maarten (Philipsburg)
- Wind Surf
- 58 Land Tours
Suites
Choose the perfect room for you
Oceanview
From: $19,546
Suite
From: $24,446
Oceanview
Deluxe Ocean View Stateroom
Size: 188 square feet (18 square meters).
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
Oceanview
Deluxe Ocean View Stateroom
Size: 188 square feet (18 square meters).
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.
Oceanview
Ocean View Stateroom
Size: 188 square feet (18 square meters).
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
Oceanview
Ocean View Stateroom
Size: 188 square feet (18 square meters).
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.
Oceanview
Guarantee Stateroom
With this selection, you are guaranteed to receive a stateroom within a selected category, anywhere on the ship. However, the actual room assignment and location on the ship may be determined at any time after your reservation has been completed and paid in full up to the day of sailing.
Windstar Cruises Expert Advisors
Connect with an Expert to personally walk you through this Itinerary
Windstar Cruises: Wind Surf
On any day, the 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing and her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area.
- Maiden Voyage:1990
- Last Refurbished:2019
- Registry:Bahamas
- Gross Tonnage :14,745
- Beam:66 ft (20.1 m)
- Maximum Speed:12 knots
- Ship Length:535 ft (163.1 m)
- Passenger Capacity:342
- Number of Crew:210
- Crew Nationality:International
- Number of Staterooms:150
- Number of Suites:21
- Dining / Restaurants:5
- Pool:Yes
- Number of Decks:6
- Spa:Yes
- Bars / Lounges:4
- Fitness Center:Yes
- Wheelchair Accessible:Yes
Ship Information
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Dining
Bars & Lounges
Onboard Activities
Outdoor Activities
Wellness
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.
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.
