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

40% OFF TODAY

Best of Greece

4.8

(4 reviews )

No booking fees

Best price guaranteed

Sophia, our tour guide, MADE this trip as amazing as it was! Best time in Greece

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Mykonos, Santorini, Ios

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Duration10 days

From

USD 3,710

USD 2,226

Saving

USD 1,484

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Sail Greece: Mykonos to Santorini

5

(1 review )

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This was the absolute best trip ever. Ive traveled many times. I have to say this was one of the best experiences and adventures of all. Our skipper, Rita was simply amazing. The best! Wonderful skipper, skilled sailor, knowledgeable, so friendly, helpful, genuinely caring of her boat mates. Shes a dream to sail with! If anyone sails, Id highly recommend requesting her.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin, Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Mykonos, Santorini, Syros, Naxos

Mykonos, Santorini, Syros, Naxos, Cyclades, Amorgos, Ios

Duration8 days

From

USD 1,960

USD 1,901

Saving

USD 59

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Santorini Sailing, Yachting And Motor Boating Tour: Sailing Greece - Santorini To Mykonos

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Sailing Greece - Santorini to Mykonos

5

(8 reviews )

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Best price guaranteed

This was an amazing adventure, it was like camping on a yacht. Beautiful water, interestung sites/ ports, great people on our crew, lots of food on board for Breakfast & lunch.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Santorini, Folegandros

Mykonos, Santorini, Folegandros, Sifnos

Duration8 days

From

USD 1,679

USD 1,629

Saving

USD 50

Instant book available

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Athens+2 Island Explorer

4.5

(2 reviews )

No booking fees

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Brilliant tour, amazing people, awesome tour leader!! Definitely would do again!!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-75 yrs

Operated in

english

Destinations

Athens, Santorini, Mykonos

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Duration7 days

From

USD 2,632

USD 1,579

Saving

USD 1,053

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Super Sales

Sail Greece: Santorini to Mykonos

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Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.

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

From

USD 1,875

USD 1,819

Saving

USD 56

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Sailing Greece - Mykonos to Santorini

5

(4 reviews )

No booking fees

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This was a great trip and has made me want to explore Greece further. We didn?t have much wind which had a lot of upsides actually, the group we went with were amazing and our captain Erwin was helpful, practical and entertaining. I would recommend bringing a driving licences so more exploration of the islands could be done. I?m not sure it would be a comfortable trip if you had to share a tiny cabin with a stranger, or didn?t like swimming, but my partner and I had an awesome time. Thanks all!

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Santorini, Naxos, Paros

Mykonos, Santorini, Naxos, Paros, Folegandros

Duration8 days

From

USD 1,699

USD 1,648

Saving

USD 51

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Sailing Greece - Santorini to Santorini

5

(10 reviews )

No booking fees

Best price guaranteed

Overall it was an amazing experience combining the exploration of several beautiful Greek islands with the excitement of travelling on a yacht . The guests on board all worked together well to help sail the yacht under the careful eye and patient tuition of Captain Phil

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Santorini, Ios, Mykonos, Syros

Duration10 days

From

USD 2,349

USD 2,279

Saving

USD 70

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Greece Sailing Adventure: Cyclades Islands

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Sail through the gorgeous Greek Islands on a ten-day seafaring adventure around the Cyclades. Setting off from Santorini, you’ll cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines and a laidback way of life, and you’re set to drift and roll to the patterns of the ocean. Cool off with regular swims in turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places.

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

From

USD 2,565

USD 2,488

Saving

USD 77

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Sailing Greece - Mykonos to Mykonos

5

(7 reviews )

No booking fees

Best price guaranteed

This Greece Islands sailing adventure was so memorable! It exceeded all of our expectations, every day sailing to explore a different island and experience local culture and food as well as gain knowledge about the history and culture of the region. Our skipper CEO Mack was highly knowledgeable about the region and very passionate about sailing as well as sharing his knowledge and providing opportunities for each of us to learn and experience it for ourselves. Our only recommendation is for G Adventures to include more information about the need to pay in cash at restaurants and establishments in the Greek islands (Euros). We thought we would be using our credit card for dinners but learned we really needed to have cash instead.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Mykonos, Syros, Santorini, Ios

Duration10 days

From

USD 2,299

USD 2,230

Saving

USD 69

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Sailing Greece - Athens to Santorini

4.8

(5 reviews )

No booking fees

Best price guaranteed

I had a wonderful time and saw and came to understand the different Greek Islands in the best possible way.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Santorini, Naxos, Syros

Athens, Santorini, Naxos, Syros, Kea, Mykonos

Duration15 days

From

USD 3,249

USD 3,152

Saving

USD 97

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Sailing Greece - Santorini to Athens

4.5

(4 reviews )

No booking fees

Best price guaranteed

Great way to island hop the Greek islands. Beautiful places, great companionship with other passengers. Everyone chipped in to make lunches, shop for food and clean up etc. Great relaxing trip! CEO on the first week of our trip was exceptional.

Sailing, yachting and motor boating

Tour Type

Small Group Tour

Accommodation

Yacht Cabin

Age Range

16-100 yrs

Operated in

english

Destinations

Athens, Santorini, Kea, Folegand

Athens, Santorini, Kea, Folegandros, Sifnos, Mykonos, Kythnos

Duration15 days

From

USD 3,229

USD 3,132

Saving

USD 97

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Greece: Walking in the Greek Islands

5

(8 reviews )

No booking fees

Best price guaranteed

I highly recommend G Adventures for people traveling alone and want to step outside of the typical tourist locations and activities. The CEO was an absolute professional with great character and knowledge.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

18-100 yrs

Operated in

english

Destinations

Athens, Santorini, Tinos, Naxos

Duration8 days

From

USD 4,149

USD 4,025

Saving

USD 124

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Highlights of the Greek Islands

4.4

(5 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

From

USD 2,350

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Wonders of Athens Mykonos Santorini and Crete

Trip customizable

Best price guaranteed

This trip will guide you through the most magnificent islands and cosmopolitan cities in Greece! Begin your journey in Athens, where you will see breathtaking views of the famous Acropolis in the heart of the city. Take a ferry to Mykonos, the bustling party island, famous for its delicious Mediterranean cuisine, exhilarating nightlife scene, and romantic resorts. Sail to Santorini for a stop on this magical island with beautiful beaches, world-class restaurants, and breathtaking views. Next, you will explore Heraklion on the island of Crete, boasting fascinating remnants from brilliant ancient civilizations. Explore the sandy beaches and traditional villages of these sun-drenched islands as you lose yourself in the vast and varied landscapes and ancient treasures. Catch a flight to Athens where you will end your tour of the Greek Islands!

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

From

USD 2,519

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All Santorini Sailing, yachting and motor boating Trips

14 Sailing, yachting and motor boating Trips in Santorini with 58 Reviews

Best of Greece

Sail Greece: Mykonos to Santorini

Sailing Greece - Santorini to Mykonos

Athens+2 Island Explorer

Sail Greece: Santorini to Mykonos

Sailing Greece - Mykonos to Santorini

Sailing Greece - Santorini to Santorini

Greece Sailing Adventure: Cyclades Islands

Sailing Greece - Mykonos to Mykonos

Sailing Greece - Athens to Santorini

Sailing Greece - Santorini to Athens

Greece: Walking in the Greek Islands

Highlights of the Greek Islands

Wonders of Athens Mykonos Santorini and Crete

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

Best of Greece

Sail Greece: Mykonos to Santorini

Sailing Greece - Santorini to Mykonos

Athens+2 Island Explorer

Sail Greece: Santorini to Mykonos

Sailing Greece - Mykonos to Santorini

Sailing Greece - Santorini to Santorini

Greece Sailing Adventure: Cyclades Islands

Sailing Greece - Mykonos to Mykonos

Sailing Greece - Athens to Santorini

Sailing Greece - Santorini to Athens

Greece: Walking in the Greek Islands

Highlights of the Greek Islands

Wonders of Athens Mykonos Santorini and Crete

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Santorini Sailing, yachting and motor boating Trips

14 Sailing, yachting and motor boating Trips in Santorini with 58 Reviews

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