Oosterdam 11-night 11-Day Eastern Caribbean: Windward & Leeward Islands from Fort Lauderdale, Dec 11, 2027

Holland America Line · Oosterdam · Dec 11, 2027 – Dec 22, 2027

Visit Fort Lauderdale, Philipsburg, St Maarten, Basseterre, Fort-de-France, St John's, Antigua, Antigua & Barbuda and 2 more ports

Departure Fort Lauderdale
Return Fort Lauderdale
Duration 11 Nights
From $2739 pp

Itinerary

  1. Day 1
    Fort Lauderdale Arrives 12:00 AM · Departs 9:00 PM
  2. Day 2
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  3. Day 3
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  4. Day 4
    Philipsburg, St Maarten Arrives 10:00 AM · Departs 9:00 PM
  5. Day 5
    Basseterre Arrives 7:00 AM · Departs 5:00 PM
  6. Day 6
    Fort-de-France Arrives 8:00 AM · Departs 11:00 PM
  7. Day 7
    At Sea Arrives 8:00 AM · Departs 5:00 PM
  8. Day 8
    St John's, Antigua, Antigua & Barbuda Arrives 7:00 AM · Departs 4:00 PM
  9. Day 9
    San Juan Arrives 8:00 AM · Departs 5:00 PM
  10. Day 10
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  11. Day 11
    Relaxaway Half Moon Cay, Bahamas Arrives 8:00 AM · Departs 3:00 PM
  12. Day 12
    Fort Lauderdale Arrives 7:00 AM · Departs 12:00 AM

Cabin Prices

Prices as of 2026-10-19.

Prices per person, based on double occupancy in USD.

Inside $2739
Ocean View $3339
Balcony $3839
Suite $4739

Ports of Call

  • Fort Lauderdale
  • Philipsburg, St Maarten
  • Basseterre
  • Fort-de-France
  • St John's, Antigua, Antigua & Barbuda
  • San Juan
  • Relaxaway Half Moon Cay, Bahamas

About This Cruise

11-night Holland America Line Oosterdam cruise from Fort Lauderdale to Philipsburg, St Maarten, Basseterre, Fort-de-France and St John's, Antigua,…

Cruise Line Holland America Line
Ship Oosterdam
11-Day Eastern Caribbean: Windward & Leeward Islands cruise ship Oosterdam

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 Oosterdam.
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 Fort Lauderdale 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 Holland America Line'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 11-night cruise like?
A 11-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 Oosterdam. Pack for both formal nights and casual deck days.