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Early Booking Offer on Windstar's New Itineraries

Receive $200 shipboard credit, free Wi-Fi, free gratuities and the unlimited beverage package on Windstar's new itineraries!

EXPIRESJun 15, 2025

Details & Inclusions

Receive $200 shipboard credit, free Wi-Fi, free gratuities and the unlimited beverage package on Windstar's new itineraries!

Experience boutique cruising aboard Windstar's yachts and get pampered, personalized service. Windstar's ships are large enough to pamper, yet small enough to explore charming villages and remote islands.

Reserve select sailings now and take advantage of this early booking offer:

  • $200 Shipboard Credit
  • Free Wi-Fi
  • Free Gratuities
  • Unlimited Beer, Wine & Cocktails

Choose your sailing below or call our experts at 1 (877) 734-6858 to take advantage of this early booking offer now!

Itineraries

  1. 8-night Bermuda Bliss Cruise
    Boston -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Oct 20, 2026

    Prices From

    $2,426
  2. 11-night Gems Of The Leeward Islands Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Oct 28, 2026

    Prices From

    $3,657
  3. Extra Amenities Included
    10-night Treasures Of Southern Spain & Morocco Cruise
    Barcelona -> Lisbon

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Oct 31, 2026

    Prices From

    $4,064
  4. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Nov 8, 2026

    Prices From

    $4,093
  5. 7-night Windward Islands Surf & Sunsets Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Nov 8, 2026

    Prices From

    $2,530
  6. 14-night Ocean Crossings Cruise
    Lisbon -> Bridgetown (Barbados)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Nov 10, 2026

    Prices From

    $2,525
  7. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Nov 15, 2026

    Prices From

    $4,093
  8. 7-night San Juan & The Virgin Islands Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Nov 15, 2026

    Prices From

    $2,562
  9. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Nov 22, 2026

    Prices From

    $4,093
  10. 7-night Windward Islands Surf & Sunsets Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Nov 22, 2026

    Prices From

    $2,530
  11. 11-night Colombian & Southern Caribbean Coastlines Cruise
    Bridgetown (Barbados) -> Colon (Panama)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Nov 24, 2026

    Prices From

    $4,030
  12. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Nov 29, 2026

    Prices From

    $4,093
  13. 7-night San Juan & The Virgin Islands Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Nov 29, 2026

    Prices From

    $2,562
  14. 7-night Costa Rica & Panama Canal Cruise
    Colon (Panama) -> Puerto Caldera (Puntarenas)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Dec 5, 2026

    Prices From

    $3,869
  15. 10-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package
    Colon (Panama) -> San Jose (C.R.)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Dec 5, 2026
  16. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Dec 6, 2026

    Prices From

    $4,093
  17. 7-night Costa Rica & Panama Canal Cruise
    Puerto Caldera (Puntarenas) -> Colon (Panama)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Dec 12, 2026

    Prices From

    $3,669
  18. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Dec 13, 2026

    Prices From

    $4,193
  19. 11-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package
    San Jose (C.R.) -> Colon (Panama)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Dec 8, 2026

    Prices From

    $6,069
  20. 7-night Windward Islands Surf & Sunsets Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Dec 6, 2026

    Prices From

    $2,530
  21. 10-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package
    Colon (Panama) -> San Jose (C.R.)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Dec 19, 2026
  22. 7-night Costa Rica & Panama Canal Cruise
    Colon (Panama) -> Puerto Caldera (Puntarenas)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Dec 19, 2026

    Prices From

    $3,669
  23. 7-night San Juan & The Virgin Islands Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Dec 13, 2026

    Prices From

    $2,562
  24. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Dec 20, 2026

    Prices From

    $4,493
  25. 7-night Costa Rica & Panama Canal Cruise
    Puerto Caldera (Puntarenas) -> Colon (Panama)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Dec 26, 2026

    Prices From

    $3,669
  26. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Dec 27, 2026

    Prices From

    $4,393
  27. 7-night San Juan & The Virgin Islands Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Dec 27, 2026

    Prices From

    $2,862
  28. 7-night Windward Islands Surf & Sunsets Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Dec 20, 2026

    Prices From

    $2,730
  29. 11-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package
    San Jose (C.R.) -> Colon (Panama)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Dec 22, 2026

    Prices From

    $6,069
  30. 7-night Costa Rica & Panama Canal Cruise
    Colon (Panama) -> Puerto Caldera (Puntarenas)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Jan 2, 2027

    Prices From

    $3,669
  31. 10-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package
    Colon (Panama) -> San Jose (C.R.)

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Wind Star

    Departs

    Jan 2, 2027
  32. 14-night Star Collector: Lovely Leewards Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Jan 3, 2027

    Prices From

    $4,193
  33. 7-night Windward Islands Surf & Sunsets Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Jan 3, 2027

    Prices From

    $2,630
  34. 7-night San Juan & The Virgin Islands Cruise
    San Juan -> San Juan

    Cruise Line

    Windstar Cruises

    Cruise Ship

    Star Pride

    Departs

    Jan 10, 2027

    Prices From

    $2,662

Terms & Conditions

Fares/rates are per person, based on double occupancy for select sail and travel dates; are capacity controlled and subject to availability at time booking and may be pulled without notice. We reserve the right to correct errors. Information and pricing is subject to change without notice. While we do our very best to ensure that information and pricing appearing in this website is complete and accurate, we cannot be responsible for incomplete and inaccurate representations, which may or may not be under our control. In the event of a pricing error, misrepresentation or omission, we reserve the right to adjust the pricing or make any other corrections. Other restrictions may apply. Contact Bon Voyage Travel for complete terms and conditions.