Oosterdam 21-night 21-Day Ancient Seas: Adriatic, Greek Isles & Istanbul from Trieste, Italy, Sep 21, 2027

Holland America Line · Oosterdam · Sep 21, 2027 – Oct 12, 2027

Visit Trieste, Italy, Split, Dubrovnik, Thira (Santorini), Mykonos and 8 more ports

Departure Trieste, Italy
Return Civitavecchia (Rome)
Duration 21 Nights
From $5964 pp

Itinerary

  1. Day 1
    Trieste, Italy Arrives 12:00 AM · Departs 5:00 PM
  2. Day 2
    Split Arrives 8:00 AM · Departs 5:00 PM
  3. Day 3
    Dubrovnik Arrives 8:00 AM · Departs 5:00 PM
  4. Day 4
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  5. Day 5
    Thira (Santorini) Arrives 8:00 AM · Departs 7:00 PM
  6. Day 6
    Mykonos Arrives 7:00 AM · Departs 6:00 PM
  7. Day 7
    Kos Arrives 8:00 AM · Departs 5:00 PM
  8. Day 8
    Kusadasi (Ephesus), Turkey Arrives 7:00 AM · Departs 4:00 PM
  9. Day 9
    Istanbul Arrives 12:00 PM · Departs 12:00 AM
  10. Day 10
    Istanbul Arrives 12:00 AM · Departs 7:00 PM
  11. Day 10
    Cruising The Dardanelles Arrives 12:00 AM · Departs 12:00 AM
  12. Day 11
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  13. Day 12
    Piraeus (Athens), Greece Arrives 5:30 AM · Departs 5:00 PM
  14. Day 13
    Mykonos Arrives 7:00 AM · Departs 8:00 PM
  15. Day 14
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  16. Day 15
    Istanbul Arrives 7:00 AM · Departs 12:00 AM
  17. Day 16
    Istanbul Arrives 12:00 AM · Departs 5:00 PM
  18. Day 17
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  19. Day 18
    Thira (Santorini) Arrives 8:00 AM · Departs 5:00 PM
  20. Day 19
    Souda (Chania) Arrives 8:00 AM · Departs 6:00 PM
  21. Day 20
    At Sea Arrives 12:00 AM · Departs 12:00 AM
  22. Day 21
    Messina, Italy Arrives 7:00 AM · Departs 1:00 PM
  23. Day 22
    Civitavecchia (Rome) 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 $5964
Ocean View $6284
Balcony $8114
Suite $10924

Ports of Call

  • Trieste, Italy
  • Split
  • Dubrovnik
  • Thira (Santorini)
  • Mykonos
  • Kos
  • Kusadasi (Ephesus), Turkey
  • Istanbul
  • Cruising The Dardanelles
  • Piraeus (Athens), Greece
  • Souda (Chania)
  • Messina, Italy
  • Civitavecchia (Rome)

About This Cruise

21-night Holland America Line Oosterdam cruise from Trieste, Italy to Split, Dubrovnik, Thira (Santorini) and Mykonos Compare cabins from $5,964.

Cruise Line Holland America Line
Ship Oosterdam
21-Day Ancient Seas: Adriatic, Greek Isles & Istanbul 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 Trieste, Italy 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 21-night cruise like?
A 21-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.