Santorini Sailing, yachting and motor boating Trips in 2025/2026

Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Highlights of the Greek Islands

4.7

(6 reviews )

No booking fees

Best price guaranteed

We could not of asked for a better tour guide than George, he was patient, catered for everyone’s ability. The excursions were really good. Hotels chosen where amazing we could not fault them at all

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Athens, Santorini, Naxos, Apiranthos

Duration8 days

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Greece Sailing Adventure: Cyclades Islands

No booking fees

Best price guaranteed

Picture yourself cruising the cerulean waters of the Cyclades—this Greece Sailing Adventure offers a ten-day island-hopping tour from Santorini, weaving through Amorgos, Ios, Mykonos, and other gems of the Aegean Sea. Travelers can expect a blend of relaxed yachting, regular swims in turquoise bays, and insider access to ancient towns and lively beachside hotspots. Guided by a knowledgeable local, you’ll enjoy the freedom to explore secluded coves, indulge in fresh seafood, and sip local wines as sunsets paint the horizon. The trip’s moderate activity level keeps the pace lively—perfect for those seeking a balance of exploration and relaxation, with opportunities for snorkeling, walking tours, and cultural immersion. What sets this sailing tour apart is its seamless blend of adventure and local flavor, ensuring every day reveals a new facet of Greek island life. If you’re after a trip that combines iconic destinations with the spontaneity and comfort of life at sea, this package is your ticket to an unforgettable Mediterranean escape.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Hotel, Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Santorini, Amorgos, Small Cyclad

Santorini, Amorgos, Small Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros

Duration10 days

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Sail Greece: Santorini to Mykonos

No booking fees

Best price guaranteed

Dreaming of Greek island bliss? The Sail Greece: Santorini to Mykonos tour is an eight-day sailing adventure through the Cyclades, including iconic stops in Santorini, Ios, Amorgos, Naxos, and Mykonos. Travelers are treated to days filled with sun, sea, and exploration: swim in crystalline bays, wander whitewashed villages, and savor fresh Greek cuisine straight from the sea. With moderate activity and a lively, relaxed vibe, this trip is perfect for those who seek both adventure and downtime. Explore olive groves, historical ruins, and vibrant nightlife before returning to your yacht for a peaceful night’s sleep under the stars. What sets this tour apart is the perfect balance of Greek culture, scenic beauty, and the comfort of life at sea—making it an ideal trip package for anyone wanting to experience the Cyclades in style.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Ios, Small C

Mykonos, Santorini, Ios, Small Cyclades, Amorgos, Naxos

Duration8 days

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Wonders of Athens Mykonos Santorini and Crete

Trip customizable

Best price guaranteed

Set sail for a sun-drenched odyssey with the "Wonders of Athens Mykonos Santorini and Crete" trip—a relaxed, ten-day independent journey designed for experienced travelers. Begin in Athens, where ancient marvels like the Acropolis await, then ferry to Mykonos for bustling nightlife and Mediterranean flavors. Continue to Santorini’s world-renowned caldera vistas, whitewashed villages, and top-tier dining. The final leg takes you to Crete’s Heraklion, steeped in ancient history and vibrant local culture. Explore traditional villages, golden beaches, and the varied landscapes that make each island unique. The convenience of a self-guided format offers flexibility, while pre-arranged accommodations and transport ensure a stress-free tour. The unique selling point is the combination of urban excitement, island beauty, and historical wonder—making this trip package a standout for those wanting to experience the Greek Islands in comfort and style.

Cultural, religious and historic sites

Tour Type

Independent Tour

Accommodation

Hotel, Resort

Age Range

8-99 yrs

Operated in

English

Destinations

Athens, Mykonos, Santorini, Heraklion

Duration10 days

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Santorini Sailing, Yachting and Motor Boating Trips 2025/2026

Design your own personalized Sailing, yachting and motor boating trip to Santorini with help from a local expert.

Page 2 of 14 Sailing, yachting and motor boating Trips in Santorini with 59 Reviews

Highlights of the Greek Islands

Greece Sailing Adventure: Cyclades Islands

Sail Greece: Santorini to Mykonos

Wonders of Athens Mykonos Santorini and Crete

Page 2 of 14 Sailing, yachting and motor boating Trips in Santorini with 59 Reviews

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Santorini Sailing, Yachting and Motor Boating Trips 2025/2026

Design your own personalized Sailing, yachting and motor boating trip to Santorini with help from a local expert.

Page 2 of 14 Sailing, yachting and motor boating Trips in Santorini with 59 Reviews

Highlights of the Greek Islands

Greece Sailing Adventure: Cyclades Islands

Sail Greece: Santorini to Mykonos

Wonders of Athens Mykonos Santorini and Crete

Page 2 of 14 Sailing, yachting and motor boating Trips in Santorini with 59 Reviews