Star Clippers Unveils 2027 Greek Island Sailings: New Aegean Routes and Tall Ship Experiences aboard Star Flyer
Star Clippers has expanded its 2027 Mediterranean program with new Star Flyer itineraries, focusing on hidden Aegean ports, longer stays, and authentic tall ship sailing experiences.

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Quick Summary
- Star Clippers has announced an expanded 2027 Greek Island program aboard the four-masted tall ship Star Flyer, featuring new spring and autumn departures across the Aegean Sea.
- The itineraries prioritize hidden ports and "hidden gem" islands such as Astypalea, Sifnos, and Skiros, avoiding heavily congested cruise terminals in favor of authentic local culture.
- Signature routes include the 7-night Authentic Greek Escape starting at $2,500 and the 10-11 night Eastern Mediterranean Escape linking Istanbul and Antalya.
- Travelers booking by May 31, 2026, can access early booking perks, including complimentary champagne and a choice of shore excursions or onboard massages.
Star Clippers is reinforcing its position in the boutique cruise segment by offering a "slower" and more immersive way to experience the Mediterranean. By deploying the 166-guest Star Flyer, the line provides access to smaller harbors and traditional villages that larger mass-market vessels cannot reach.
The 2027 season focuses on islands with low tourism pressure, allowing guests to engage more deeply with everyday island life, traditional architecture, and the natural landscapes of the Northern and Southern Aegean.
2027 Aegean Sailings: Key Itineraries and Pricing
The following table summarizes the primary routes available for the 2027 season aboard the Star Flyer.
| Itinerary Name | Duration | Route | Starting Price (pp) |
|---|---|---|---|
| Authentic Greek Escape | 7 Nights | Athens Roundtrip (Astypalea, Symi, Patmos) | $2,500+ |
| Aegean Gems | 7 Nights | Northern Greek Islands (Skiros, Skopelos) | $2,500+ |
| Eastern Med Escape | 10 Nights | Istanbul to Antalya (Cesme, Samos, Patmos) | $3,350+ |
| Eastern Med Escape | 11 Nights | Istanbul to Antalya (Dikili, Bozcaada, Dikili) | $3,740+ |
The Tall Ship Experience: Sailing the Star Flyer
At the center of the 2027 program is the Star Flyer, a vessel that combines 19th-century clipper ship aesthetics with modern luxury.
- Wind-Powered Transit: Weather permitting, the ship operates primarily under wind power, providing a quieter and more sustainable form of cruising.
- Intimate Atmosphere: With only 166 guests, the ship offers wide deck spaces and direct access to the sea, avoiding the "crowded" feel of mainstream cruise ships.
- Hands-On Participation: Guests have unique opportunities to observe sail handling and navigation up close, fostering a sense of participation in traditional seamanship.
- Casual Dining: Open-seating dining supports a relaxed, social onboard environment, focusing on Mediterranean flavors and sea views.
Targeted Exploration: Northern vs. Southern Aegean
The 2027 schedule is divided into regional focuses to cater to different seasonal travel experiences.
Northern Aegean (Aegean Gems): Focuses on the islands of Skiros, Skopelos, and Poros. These destinations are known for their dense green landscapes and traditional fishing settlements, offering a quieter environment than the more famous southern islands.
Southern Aegean (Authentic Greek Escape): Highlights the "hidden" side of the Cyclades and Dodecanese, including Astypalea and Sifnos. The itineraries include stops in Fethiye, Turkey, blending Greek and Turkish maritime history.
Early Booking Incentives (Book by May 31, 2026)
To encourage advance reservations for the 2027 season, Star Clippers is offering a value-added package for select Athens roundtrip departures:
- Welcome Perk: A complimentary bottle of champagne in each cabin.
- Activity Choice: A choice between two shore excursions or two onboard massage sessions per cabin.
- Regional Eligibility: Available for travelers from North, Central, and South America across all cabin categories.
FAQ: Star Clippers Greek Island Cruises
How many guests does the Star Flyer hold? The ship has a capacity of 166 guests, ensuring a boutique and personalized environment.
Is airfare included in the starting price? No, the starting prices of $2,500 to $3,740 are per person, cruise-only, and inclusive of port charges but excluding airfare.
What is the best time for the Northern Aegean sailings? The Aegean Gems itinerary is scheduled for May, August, and September 2027, with May offering cooler temperatures and August/September providing the best swimming conditions.
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Disclaimer: Itinerary dates, port calls, and pricing referenced in this article are based on Star Clippers’ official 2027 program launch as of May 4, 2026. Sailings are subject to maritime conditions and port availability.

Kunal K Choudhary
Co-Founder & Contributor
A passionate traveller and tech enthusiast. Kunal contributes to the vision and growth of Nomad Lawyer, bringing fresh perspectives and driving the community forward.
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