Highlights
Relax on white-sand beaches and swim in brilliant turquoise water.
test your hand at sailing or just relax on the deck.
wander through whitewashed villages.
taste traditional Greek food and wine.
hike to spectacular viewpoints
Itinerary
Sail the legendary Greek islands in style with the "Sailing Greece - Santorini to Athens" tour, a 15-day moderate-activity journey crafted for experienced travelers. Depart from Santorini and navigate through Kythnos, Athens, and more, aboard a state-of-the-art 56 ft yacht. Each day, choose between hiking, snorkeling, or simply soaking up the Mediterranean sun on deck.
Dive into history at ancient sites, feast on fresh seafood, and unwind in picturesque harbors. What sets this trip apart is the extended itinerary—giving you ample time to truly experience the islands’ unique flavors, landscapes, and culture. For those who want a yacht adventure with depth and variety, this tour package is the perfect fit.
day 1 - Santorini
Arrival Day. Join the group at 5pm for a welcome meeting and safety briefing before beginning the sailing adventure. Settle in on your yacht, and enjoy a nightcap with your crew mates on board, soaking in the stunning evening caldera views and light of Santorini by night.
day 2 - Santorini/Cyclades
Flexible itineraries give your experienced skippers the opportunity to showcase all the hidden gems you’re looking for. We follow the desires of the group and tailor the sailing experience to provide each group a quality journey while on board.
While in the Southern Cyclades, stroll through the "most elegant square in Greece" on Syros. Head out on an optional all-day adventure with your fellow shipmates and skipper as you discover the best Naxos has to offer: the Temple of Dimitra, a microbrewery, views of Mt Zeus and a meal at a local tavern.
Uncover the beauty of the Venetian ruins in Paros before going cave exploring in Antiparos. While on Ios, relax on famous Magganari beach and don't forget to visit Homer's tomb. Walk and hike your way through the trails and paths of Sifnos before stopping at a local ceramic workshop.
No trip is complete without wandering around the breathtaking cliffside city of Hora and enjoying cocktails while the sun sets over the whitewashed buildings that scatter the landscape.
day 3 - 6 - Southern Cyclades
Possible island stops include: Folegandros, Sifnos, Ios, Antiparos, Paros, Naxos.
day 7 - Cyclades/Mykonos
Celebrate the arrival on Mykonos by visiting the iconic windmills and enjoying a cocktail on a veranda overlooking Little Venice. The beaches and nightlife add excitement to the picturesque island.
day 8 - Mykonos
Free Day to explore Mykonos, then enjoy a nightcap with your new crew, or head out to explore Mykonos by night.
Spend the day exploring Mykonos and meet back at 5pm for an important group meeting with your new Chief Experience Officer (CEO), skipper, and the other group members.
day 9 - Mykonos/Northern Cyclades
While in the Cyclades stroll through the markets of Syros, finding countless treasures and must-grab deals along the way. Visit the stone lion on Kea and make sure to stop in at a family-owned silver shop before watching the sunset.
Kythnos offers a special treat of seeing the sunrise while soaking in local hot springs. A favorite among travellers is a stopover in Hydra. See the sights of this charming island where there are no cars allowed. It’s not hard to see why Hydra has inspired painters and writers the world over.
Gaze at the churches and temples of Aegina, immersing yourself in history. Wander through the local fish market to truly appreciate your meal at the tavern.
day 10 - 13 - Northern Cyclades
Flexible itineraries give our experienced skippers the opportunity to showcase all the hidden gems you’re looking for, we follow the desires of the group and cater the sailing experience to provide each group a quality journey while on board.
Possible Island stops include: Kythnos, Kea, Aegina, Hydra, and Syros.
day 14 - Northern Cyclades/Athens
Arrive in the capital of Greece. Opt to explore the city before an optional final group dinner and night on the town.
day 15 - Athens
Depart after breakfast.
Tour ends in the morning, if you would like to spend more time in Athens we recommend booking more time after the tour ends.

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What's Included
Note: Allow USD450-585 for meals not included. Basic items on board will be covered by a food kitty of about USD120 per person.
What's Excluded
Tour Availability
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