September 25 - October 02, 2027
Discover Emerald Isles, Ancient Castles, and Sun-Drenched Bays of the Northern Ionian Sea
Prepare to journey through the mythical waters of the Mediterranean September 25 to October 2, 2027. Modern Sailing is thrilled to present our Autumn 2027 Global Destinations adventure: 7 day flotilla sailing between the islands of Corfu and Paxos and the Greek mainland.
While Modern Sailing last explored Greek waters in 2016, this marks our very first trip to the Northern Ionian Archipelago. Walk Venetian-influenced cobblestone streets, anchor past centuries-old stone fortresses, drop the hook in the turquoise coves of Lakka, and unwind along peaceful quays of Benitses, Petriti, Sivota Mourtos, Parga, and Mandraki Harbor.
Trip Information Session Announcement - Sunday, December 13, 2027
Join trip lead Captain Tyler Cobbett and School Director Captain Robert Bivin at Modern Sailing Sausalito - Clipper Yacht Harbor (400 Harbor Drive, Suite D in Sausalito) for an Information Session. Meet your fleet captains, review the proposed itinerary, and get early enrollment before it goes public the following morning.
RSVP to the December 13, 2026 Info Session to secure your spot. Questions? Contact us at globaldestinations@modernsailing.com.
Discover the Ports & Anchorages
Your adventure begins and ends at Gouvia Marina, the premier Sunsail/Moorings charter base on Corfu (Kerkyra), offering seamless travel with flights arriving directly into Corfu International Airport (CFU). Take some time to explore the dramatic backdrops of Venetian fortresses, grand palaces, and vibrant cobblestone promenades. Wander through the winding alleyways, sipping espresso at lively streetfront cafes and soaking in centuries of Mediterranean heritage.
Sailing from Gouvia Marina, our itinerary weaves south along the eastern quay stopping first at Benitses, a charming village blending traditional harbor life with waterfront dining, and Petriti, a quite fishing harbor famous for relaxed quayside tavernas and fresh-caught seafood.
Crossing the sheltered channel to the mainland, we'll make port at Sivota Mourtos and Parga. In Sivota, emerald hills drop into hidden coves and sparkling blue lagoons an idyllic playground for afternoon swimming, paddleboarding, and anchor-side relaxation. Farther south in Parga, colorful houses spill down hillside cliffs crowned by an 11th century Venetian castle.
From the mainland, we’ll set a course for Paxos, dropping anchor in the breathtaking horseshoe cove of Lakka (population 164!), where crystal-clear waters are bordered by ancient olive groves. To cap off our journey before returning to base, we’ll call at historic Mandraki Harbor, nestled directly beneath the Old Fortress, offering a memorable final evening anchored under the stars.
Life on the Quay: Culture, Cuisine, and Med Mooring
Sailing in Greece is as much about the destination as it is about the vibrant waterfront lifestyle. Trip lead Capt. Tyler Cobbett has thoughtfully orchestrated the 7-day route designed for unhurried exploration, averaging comfortable 13 nautical mile passages per day. This gentle pace leaves ample time each afternoon for swimming, snorkeling in clear blue waters, or hitting scenic hiking trails along the cliffs of Paxos and Parga.
Feast on legendary Mediterranean cuisine, sampling exceptional 'Corfiot' cooking alongside classic dishes. Gather over tables filled with fresh-caught seafood in Petriti, slow-roasted lamb with wild oregano, and crisp Greek salads featuring local feta and olive oil, all accompanied by refreshing local wines or chilled ouzo.
Reaching these picturesque harbors is half the fun, and this voyage provides the perfect opportunity to build your confidence on the water. Under the expert, hands-on guidance of Captains Tyler Cobbett and Robert Bivin, you’ll master unique Mediterranean mooring techniques: from stern-to quay docking right up to the taverna steps, to securing long-line shore ties in secluded coves.
Why sail the Ionian Sea with a Modern Sailing flotilla?
Our Global Destinations trips brings together the excitement of international cruising with full fleet support and expert mentorship. Whether you reserve a private cabin on one of our skippered club yachts or take the helm as skipper of a bareboat with your own crew of friends and family, you’ll enjoy the camaraderie, shared local knowledge, and vibrant group dynamic that makes flotilla sailing so special.
This Grecian flotilla offers premium cabins aboard our captained catamarans, alongside a handpicked selection of bareboat monohulls.
Have questions about sailing maneuvers or seeking recommendations for onshore excursions? Our knowledgeable team is on deck, ready to ensure your queries are charted and your experiences, unparalleled.
This flotilla offers 3 double occupancy cabins aboard 2 captained catamarans. Three bareboats will also be available.
To learn more, scroll down or follow the links below.
The Modern Sailing Greece 2027 Flotilla - 5 boats total:SKIPPERED CLUB BOATS:
BAREBOAT OPTIONS:
SKIPPERED CLUB BOAT 1Sunsail 464 – 4 Cabin Catamaran (3 double occupancy cabins available) |
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Winner of the Multihull category in the 2025 awards, and described as a modern sailing masterpiece, this cutting-edge catamaran from renowned boat builders Robertson & Caine takes style, comfort, and performance to the next level. Featuring four spacious cabins—with aft island berths and unique forward VIP cabins with raised island berths—all with en-suite baths, the model delivers the solid performance expected from this world-renowned line of catamarans, and more – for an unrivaled catamaran charter experience. The 464 boasts an impressive amount of space both indoors and out. An updated, sleek exterior design featuring panoramic windows also greatly impacts the interior saloon, creating bright, sweeping views. Four stateroom cabins with en-suite shower spaces and electric toilets, hanging storage, air conditioning and fan in each cabin. Elegant and practical, with modern interior design for a yacht of its size, with headroom throughout. |
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SKIPPERED BOAT 2The Moorings 46.4 – 4 Cabin Monohull (2 double occupancy, 1 single occupany available) |
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Winner of the 2019 "Boat of the Year" competition, and celebrated for uniting exceptional comfort with reliable performance, this innovative monohull from world-renowned boat builders Beneteau takes style, comfort, and sailing capability to the next level. Featuring four spacious cabins, all with en-suite baths, the model delivers the fast, stable performance expected from this world-renowned line of Oceanis sailing yachts, and more – for an unrivaled mid-size monohull charter experience. The Moorings 46.4 boasts an interior volume and spaciousness typically found on larger yachts. An updated, sleek exterior design featuring generous hull portlights also greatly impacts the interior saloon, creating bright, open views. Four stateroom cabins with en-suite shower facilities and toilets, hanging storage, shore-powered air conditioning and fans in each cabin. Elegant and practical, with huge interior volume for a yacht of its size, with headroom throughout. |
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BAREBOAT 1Sunsail 44.4 Premier Monohull (4-cabin) |
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| Winner of the "Best Boat of 2018" by Sail Magazine, and recognized for pushing the limits in both intuitive design and high-end performance, this groundbreaking new-generation monohull from renowned boat builders Jeanneau takes style, comfort, and offshore cruising to the next level. Featuring a spacious four-cabin layout with two shared heads, the model delivers fast, stable passage with its twin rudders and L-shaped keel – for an unrivaled monohull charter experience.
The Sunsail 44 boasts clean lines, ergonomic interior volume, and a level of onboard liveability typically found on larger yachts. An innovative hull design featuring rectangular hull portlights and clean side decks also greatly impacts the interior saloon, creating a bright, harmoniously designed living space with panoramic views. Four stateroom cabins with 2 shared heads and dedicated shower stalls, hanging lockers, shore-powered air conditioning, and fans in each cabin. Elegant and practical, with huge interior volume for a yacht of its size, featuring headroom throughout. |
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BAREBOAT 2
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Beautifully built with performance in mind and celebrated for delivering a unique cruising sensation, this innovative monohull from renowned boat builders Beneteau takes style, comfort, and maneuverability to the next level. Featuring an expansive owner's suite layout with three spacious cabins, all with en-suite baths, the model delivers the fast, smooth-sailing performance expected from this world-renowned Oceanis series - for an unrivaled luxury monohull charter experience. The Sunsail 46 boasts an interior volume and spaciousness typically found on larger yachts. An updated, sleek exterior design featuring oversized hull portholes floods the interior saloon with natural light, creating a bright, huge, and inviting living space. Three stateroom cabins, highlighted by an expansive master suite forward, with three en-suite showers and heads, hanging storage, air conditioning, and fans in each cabin. Elegant and practical, with huge interior volume for a yacht of its size, with headroom throughout. |
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BAREBOAT 3
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| Designed by Felci Yacht Design and celebrated for surpassing performance limits on 12-meter boats without compromising comfort, this innovative mid-size monohull from renowned boat builders Dufour takes style, comfort, and handling to the next level. Featuring three spacious double staterooms, all with en-suite baths, the model delivers smooth, responsive sailing performance and a wide-beam hull for maximum stability, for an unrivaled mid-size monohull charter experience.
The Sunsail 41.3 boasts an interior volume and spaciousness typically found on 43ft yachts. An updated, sleek exterior design with a widened aft and forward hull sections creates a bright, sunlit saloon with an open-concept living layout. Three stateroom cabins with en-suite bathrooms and showers, hanging lockers, air conditioning, and fans in each cabin. Elegant and practical, designed by Lucas Ardizio to make optimal use of interior volume with headroom throughout. |
View more details about onboard equipment and specifications. |
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*Boats have been reserved through Sunsail and The Moorings by Modern Sailing but may be subject to change. The models described are closely similar to any yacht that may substituted in terms of size, layout, and sailing performance.
Sail Greece & the Northern Ionian Sea 2027 INFORMATION SESSION
This is just a glimpse into the extraordinary journey that awaits. To truly appreciate the scope and sophistication of this unparalleled sailing expedition, we cordially invite you to our exclusive Information Session on Sunday, December 13, 2026 at 3:00pm.
This is your invaluable opportunity to:
- Meet the Trip Leaders: Engage directly with our expert team, including Captain Robert Bivin, who will answer all your questions and provide deeper insights into the itinerary.
- Explore the Itinerary: Gain a comprehensive understanding of each day's activities, destinations, and unique highlights.
- Connect with Fellow Enthusiasts: Mingle with like-minded individuals who share your passion for travel, adventure, and cultural discovery.
Thinking about an international charter vacation of your own? At the end of the presentation, there will be a Q&A session during which you'll have the opportunity to ask questions of our expert captains about chartering out of the Mediterranean almost any sailing destination worldwide.
Date / Time |
INFORMATION SESSION |
| Sunday, December 13, 2026 3:00 - 4:30pm |
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Location |
MSC Sausalito - Clipper Yacht Harbor 400 Harbor Drive, Suite D Sausalito, CA |
RSVP Required |
Secure your spot: RSVP for the Info Session |
Enrollment for the Greece 2027 flotilla opens to the public on December 14, 2027 following the Sausalito Information Session.
CABIN AND BAREBOAT PRICES*
OCCUPANCY |
Early Pricing** | Standard Pricing |
| Cabin – Single Occupancy Mooring 4500 Catamaran | $ 8,495 | $9,132 |
| Cabin – Double Occupancy Mooring 4500 Catamaran | $8,995 | $9,670 |
| Cabin – Single Occupancy Sunsail 46.4 Monohull | $6,995 | $7,520 |
| Cabin – Double Occupancy Sunsail 46.4 Monohull | $7,495 | $8,057 |
| Bareboat – Sunsail 44.4 Premier (4 cabin) Monohull | $11,495 | $12,357 |
| Bareboat - Sunsail 46.3 Classic (3 cabin) Monhull | $10,495 | $11,282 |
| Bareboat - Sunsail 41.3 Premium Plus (3 cabin) Monhull | $9,495 | $10,207 |
*A deposit of 50% of your cabin or bareboat choice is due at time of enrollment.
**Early Pricing ends February 28, 2027. Check with office for current prices and availability. Remaining balance is due March 31, 2027.
PROPOSED ITINERARY AND TRAVEL DETAILS
We'll update you more in the coming weeks about the proposed itinerary and travel considerations. Once crew are signed up, a meeting will be scheduled to give you the opportunity to meet your fellow crew and captains to discuss travel plans, provisioning, and more.
Do you have questions about this flotilla or the December Info Session? Call our friendly office at (415) 331-8250 or Email Us.
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