14-Night San Juan to San Juan

Windstar Cruises · Star Seeker

Visit San Juan, Cruz Bay, St. John, Basseterre, St. Kitts , Gustavia, St. Barthelemy , Philipsburg, St. Martin and 7 more ports

Departure San Juan
Return San Juan
Duration 14 Nights

Itinerary

  1. Day 1
    San Juan Arrives 12:00 AM · Departs 7:00 PM
  2. Day 2
    Cruz Bay, St. John Arrives 8:00 AM · Departs 6:00 PM
  3. Day 3
    Basseterre, St. Kitts Arrives 8:00 AM · Departs 5:00 PM
  4. Day 4
    Gustavia, St. Barthelemy Arrives 7:00 AM · Departs 10:00 PM
  5. Day 5
    Philipsburg, St. Martin Arrives 8:00 AM · Departs 10:00 PM
  6. Day 6
    Jost Van Dyke, B.V.I Arrives 9:00 AM · Departs 10:00 PM
  7. Day 7
    Virgin Gorda, B.V.I Arrives 8:00 AM · Departs 5:00 PM
  8. Day 8
    San Juan Arrives 7:00 AM · Departs 7:00 PM
  9. Day 9
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  10. Day 10
    Bequia, Grenadines Arrives 9:00 AM · Departs 10:00 PM
  11. Day 11
    Mayreau, Grenadines Arrives 8:00 AM · Departs 6:00 PM
  12. Day 12
    Soufriere, St. Lucia Arrives 8:00 AM · Departs 6:00 PM
  13. Day 13
    Les Saintes, F.W.I. Arrives 8:00 AM · Departs 5:00 PM
  14. Day 14
    Marigot, St. Martin Arrives 8:00 AM · Departs 2:00 PM
  15. Day 15
    San Juan Arrives 7:00 AM · Departs 12:00 AM

Ports of Call

  • San Juan
  • Cruz Bay, St. John
  • Basseterre, St. Kitts
  • Gustavia, St. Barthelemy
  • Philipsburg, St. Martin
  • Jost Van Dyke, B.V.I
  • Virgin Gorda, B.V.I
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Les Saintes, F.W.I.
  • Marigot, St. Martin

About This Cruise

14-night Windstar Cruises Star Seeker cruise from San Juan to Cruz Bay, St. John, Basseterre, St. Kitts , Gustavia, St. Barthelemy and Philipsburg,…

Cruise Line Windstar Cruises
Ship Star Seeker

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 Seeker.
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 San Juan 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 14-night cruise like?
A 14-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 Seeker. Pack for both formal nights and casual deck days.