Home > Tours > Europe Tours > Eastern Med Tours > Greece Tours & Cruises > Sailing Greece - Santorini to Santorini

Sailing Greece - Santorini to Santorini

10 Days Santorini Return
Sailing Greece - Santorini to Santorini
Sailing Greece - Santorini to Santorini
Sailing Greece - Santorini to Santorini

Overview

Book online and enjoy exclusive savings on G Adventures 10 Day Sailing Greece - Santorini to Santorini. A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands in Greece. Sail aboard our 15m (52 ft) yachts, with time for hiking, snorkelling, and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don’t forget to try the Ouzo! This 10-day round trip from Santorini will give you the chance to explore some of the treasures of the Greek Islands.
Save 40%
Our Price From
US$1,409 per person
Price shown based on twin share
Save up to $940 per person
Check Availability
Trip Length
Trip Length

10 Days

Trip Starts
Trip Starts

Santorini

Trip Ends
Trip Ends

Santorini

Countries Visited
Countries Visited:
Greece
Operator
Operator
G Adventures
Trip Style
Trip Style

Sailing & Cruises

Age Range
Age Range

6-99 Years

Max. Group Size
Max. Group Size

8

Pace
Pace

Moderate

Tour Code
Tour Code

GVSS

Itinerary

Arrival day. Join the group at 11am for a welcome meeting and safety briefing before beginning the journey through the Cyclades. We highly recommend booking pre-tour accommodation in order to have time to explore the island of Santorini.
Included Experiences
  • Arrival Day and Welcome Meeting with G Representative: The adventure begins today. Feel free to explore, but make sure you're back in time to meet the group. Your G Representative will review the details of your tour.
  • 17m (57 ft) Mediterranean Sailing Yacht: Get into the thick of things swiftly aboard one of our sharp-looking yachts.

Spend time in the Greek Isles with experienced skippers and a flexible schedule. The coming days will be tailored to meet the desires of the group and weather conditions. Stops might include Ios, the Small Cyclades and Naxos. The islands of the Cyclades offer a range of different experiences on each island. While on Ios, relax on famous Magganari beach and don't forget to visit Homer's tomb. Head out on an optional all-day adventure with your fellow yachtmates 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.
Included Experiences
  • 17m (57 ft) Mediterranean Sailing Yacht: Get into the thick of things swiftly aboard one of our sharp-looking yachts.
  • Ios Island Excursion: Stop at Ios island and get up close to the hillside clusters of blue-roofed white buildings, explore an amphitheatre and stand on the golden beaches. Look out at the sapphire sea while soaking in the Greek island ambience. Take a scenic 25 minute walk up the hill to the old town of Hora. If there’s time visit the tomb of the famous poet Homer or head the famous Manganari beach on the south side of the island to enjoy the sun and clear water.
  • Naxos Island Excursion: Set off on one of the favourite day trips around Naxos, the largest of the Cycladic islands, with insights and tips from a knowledgeable local expert. Grab your license and explore the island by car, uncovering highlights like the ancient Temple of Demeter, a local microbrewery, and the Church of Panagia Drosiani, home to rare 6th-century wall paintings. Take in panoramic views of Mount Zeus where mythical giant stone gods meet nature, before settling in for a delicious meal at a traditional taverna. * Please note: Non-EU drivers will need an International Driving License to rent a car.
  • Naxos Wildlife and Conservation Awareness Experience: Prepare for an immersive educational experience led by the experts at the Naxos Wildlife Protection Association—an established Wildlife Rescue, First Aid Station & G Adventures-supported initiative —providing valuable insights into sea turtle conservation. During this community tourism visit, travellers will gain a deeper understanding of sea turtle biology, the threats they face, and the essential rescue protocols for assisting injured or sick turtles. Enjoy an informative discussion around the program and leave with a heightened awareness of the responsible actions needed to safeguard these beautiful marine creatures and their natural habitats.

Arrive to Mykonos and opt to visit the local windmills and enjoy a cocktail on a veranda overlooking Little Venice. The beaches and nightlife add excitement to this picturesque island.
Included Experiences
  • 17m (57 ft) Mediterranean Sailing Yacht: Get into the thick of things swiftly aboard one of our sharp-looking yachts.
  • Mykonos Island Excursion: Explore the island of Mykonos, Greece’s most famous cosmopolitan island. Named for the grandson of the Greek God Apollo, Mykonos’ vibe is uniquely glam yet simple and has something for everyone. A vivid nightlife, beautiful beaches and historical sites draw in all kinds of travellers including celebrities, families, and students. Visit the local windmills and maybe enjoy a cocktail on a veranda overlooking Little Venice.

Spend the next few days enjoying more of the Cyclades. Depending on where the wind will take us, stroll through the markets of Syros, uncover the beauty of the Venetian ruins in Paros and walk and hike through the trails and paths of Sifnos. Wander the breathtaking cliffside city of Hora or enjoy cocktails at sunset. Find countless treasures and must-grab deals while strolling through the markets of Syros. Explore the Venetian ruins in Paros. Walk and hike 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 or enjoying cocktails at sunset over the whitewashed buildings that scatter the landscape.
Included Experiences
  • 17m (57 ft) Mediterranean Sailing Yacht: Get into the thick of things swiftly aboard one of our sharp-looking yachts.
  • Syros Island Excursion: Stretch those sea legs on the island of Syros while on a short hike, visiting local markets or admiring the Medieval architecture unique to the island. The major port city of Ermoupolis is the financial centre and capital of Syros as well as the Cyclades. Depending on where the group decides to explore, head to some of the small beaches on the island or try scuba diving.
  • Paros Island Excursion: Visit the island of Paros in the heart of the Cyclades, known for its hidden beaches, quaint villages and bountiful plant life. The countryside is filled with vineyards, olive groves and fruit trees while in the spring the scenery is dotted with bursts of colour from blooming flowers. Explore or sit back at a tavernas and enjoy the view while savouring some yummy Greek food. History buffs tend to flock to the North side of Paros to Naousa to see the town’s historic port and Venetian ruins.
  • Sifnos Island Excursion: Walk around the island of Sifnos past snowy white houses, little churches with blue domes on green hills that lead to sandy beaches. Hike along the walking trails with spectacular views of olive groves and wild juniper. The island hosts a number of small, locally-owned and operated ceramic workshops, some of which are open to the public. Stop in and pick up a unique, authentic keepsake to take home.
  • Folegandros Island Excursion: Explore one of the must see islands in the Cyclades, Folegandros, and the beautiful city of Hora. The capital which is located up in the hills, boasts a traffic-free main street with plenty of green spaces to explore. Spend some time hiking the trails, taking photos of the classic whitewashed houses decorated with colourful bougainvillea or exploring under the waves while snorkeling.

Spend the next few days enjoying more of the Cyclades. Depending on where the wind will take us, stroll through the markets of Syros, uncover the beauty of the Venetian ruins in Paros and walk and hike through the trails and paths of Sifnos. Wander the breathtaking cliffside city of Hora or enjoy cocktails at sunset. Find countless treasures and must-grab deals while strolling through the markets of Syros. Explore the Venetian ruins in Paros. Walk and hike 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 or enjoying cocktails at sunset over the whitewashed buildings that scatter the landscape.
Included Experiences
  • 17m (57 ft) Mediterranean Sailing Yacht: Get into the thick of things swiftly aboard one of our sharp-looking yachts.
  • Syros Island Excursion: Stretch those sea legs on the island of Syros while on a short hike, visiting local markets or admiring the Medieval architecture unique to the island. The major port city of Ermoupolis is the financial centre and capital of Syros as well as the Cyclades. Depending on where the group decides to explore, head to some of the small beaches on the island or try scuba diving.
  • Paros Island Excursion: Visit the island of Paros in the heart of the Cyclades, known for its hidden beaches, quaint villages and bountiful plant life. The countryside is filled with vineyards, olive groves and fruit trees while in the spring the scenery is dotted with bursts of colour from blooming flowers. Explore or sit back at a tavernas and enjoy the view while savouring some yummy Greek food. History buffs tend to flock to the North side of Paros to Naousa to see the town’s historic port and Venetian ruins.
  • Sifnos Island Excursion: Walk around the island of Sifnos past snowy white houses, little churches with blue domes on green hills that lead to sandy beaches. Hike along the walking trails with spectacular views of olive groves and wild juniper. The island hosts a number of small, locally-owned and operated ceramic workshops, some of which are open to the public. Stop in and pick up a unique, authentic keepsake to take home.
  • Folegandros Island Excursion: Explore one of the must see islands in the Cyclades, Folegandros, and the beautiful city of Hora. The capital which is located up in the hills, boasts a traffic-free main street with plenty of green spaces to explore. Spend some time hiking the trails, taking photos of the classic whitewashed houses decorated with colourful bougainvillea or exploring under the waves while snorkeling.

Spend the next few days enjoying more of the Cyclades. Depending on where the wind will take us, stroll through the markets of Syros, uncover the beauty of the Venetian ruins in Paros and walk and hike through the trails and paths of Sifnos. Wander the breathtaking cliffside city of Hora or enjoy cocktails at sunset. Find countless treasures and must-grab deals while strolling through the markets of Syros. Explore the Venetian ruins in Paros. Walk and hike 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 or enjoying cocktails at sunset over the whitewashed buildings that scatter the landscape.
Included Experiences
  • 17m (57 ft) Mediterranean Sailing Yacht: Get into the thick of things swiftly aboard one of our sharp-looking yachts.
  • Syros Island Excursion: Stretch those sea legs on the island of Syros while on a short hike, visiting local markets or admiring the Medieval architecture unique to the island. The major port city of Ermoupolis is the financial centre and capital of Syros as well as the Cyclades. Depending on where the group decides to explore, head to some of the small beaches on the island or try scuba diving.
  • Paros Island Excursion: Visit the island of Paros in the heart of the Cyclades, known for its hidden beaches, quaint villages and bountiful plant life. The countryside is filled with vineyards, olive groves and fruit trees while in the spring the scenery is dotted with bursts of colour from blooming flowers. Explore or sit back at a tavernas and enjoy the view while savouring some yummy Greek food. History buffs tend to flock to the North side of Paros to Naousa to see the town’s historic port and Venetian ruins.
  • Sifnos Island Excursion: Walk around the island of Sifnos past snowy white houses, little churches with blue domes on green hills that lead to sandy beaches. Hike along the walking trails with spectacular views of olive groves and wild juniper. The island hosts a number of small, locally-owned and operated ceramic workshops, some of which are open to the public. Stop in and pick up a unique, authentic keepsake to take home.
  • Folegandros Island Excursion: Explore one of the must see islands in the Cyclades, Folegandros, and the beautiful city of Hora. The capital which is located up in the hills, boasts a traffic-free main street with plenty of green spaces to explore. Spend some time hiking the trails, taking photos of the classic whitewashed houses decorated with colourful bougainvillea or exploring under the waves while snorkeling.

Depart after breakfast. Depending on weather conditions and access, the drop-off location may vary. A shuttle transfer will take you to Santorini, where you can explore or relax before your onward journey. We highly recommend booking post-tour accommodation on the island.
Included Experiences
  • 17m (57 ft) Mediterranean Sailing Yacht: Get into the thick of things swiftly aboard one of our sharp-looking yachts.

Trip Inclusions

  • Sail through the pristine waters of the Greek Islands aboard a yacht.
  • Capture the ultimate Greek snapshot on Santorini.
  • Wander through whitewashed villages on Paros.
  • Enjoy the party on Mykonos.
  • Discover Venetian architecture on Naxos.

  • Your G for Good Moment: Naxos Wildlife and Conservation Awareness Experience, Naxos
  • 9 nts aboard a 17m (57 ft) Sailing yacht
  • Fully licensed Skipper
  • Snorkelling equipment
  • 17m (57 ft) sailing yacht
  • Skipper/CEO (Chief Experience Officer) throughout

  • 5 Twin/double Bed Cabins With En Suite Or Shared Facilities
  • A NOTE REGARDING SMALL SPACES ON SAILBOATS: - Please note that the rooming for these boats is assigned upon arrival and neither particular cabins, nor berths can be guaranteed. You will be sharing a bunk or double bed with your travel partner or one of your fellow passengers of the same sex and sharing the bathrooms onboard. - Please be aware that as this is a real sailboat and not a cruise vessel, the space on board is tight. The sleeping quarters on sailboats are generally kept to a minimum size in order to maximize public space and performance. - It may be possible to smell engine and/or diesel fumes when in the cabins, due to their proximity to the engine room. Most travel is done during the day, so it is unlikely you will be in the cabin when the engine is running. - Some people are not comfortable with the type of close quarter arrangements typically found on sailboats, however if a real sailing experience on a real sailboat is what you are after, then this experience should more than make up for cramped quarters. - Opportunities to sleep in open air on main deck are often available. - Please note that the Skipper CEO will also be sharing the ship's quarters and amenities with you. - Power onboard is 220V on European 2-pin sockets. Please note that this is not suitable for sleeping aid machines(CPAP), as the power source will not always be available. Bringing a battery pack for charging is recommended.
  • Cabin Types and Bookings: - Sailboats offer a mix of different cabin types and sizes. Some cabins have bunk beds, others have double beds, and in some cases there are ensuite bathrooms while in others bathrooms are shared. - Specific cabins cannot be guaranteed unless pre-booked, but you may choose to book a particular cabin type in advance with our sales team, where availability allows. Booking an ensuite option provides the added convenience of a private bathroom, while shared facilities are common in standard cabin arrangements.

  • No meals included

  • Accommodation, itinerary and inclusions subject to change.
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included.

Operator

G Adventures
G Adventures came from a desire to deliver authentic and responsible small group travel adventures that were equally life-changing for travellers and the communities they visit. And we’re been doing just that for almost 30 years. Our award-winning trips span seven continents and over 100 countries, giving you meaningful more experiences with people, cultures, landscapes and wildlife, as well as offering you the freedom and flexibility to explore on your own.

On all of our tours, you get to know locals every step of the way, from the places you visit and stay to where you eat and drink. You’ll also get to experience our ‘G for Good’ social impact initiatives on-trip, including our industry-leading ‘Ripple Score’. This score measures, as a percentage, the amount of money that stays in the local community through on-trip services like accommodation, restaurants and transport.

Dates & Pricing USD USD

Wednesday 22 Apr 2026 22 Apr 26 Santorini
Friday 01 May 2026 01 May 26 Santorini
Details
Definite Departure
Exclusive Savings
Was: $2,349
US$1,409
Save $940
Twin Share (Per Personpp)
Note
A definite departure means minimum numbers have been reached for this departure to operate. Your Global Journeys Travel Advisor will check the availability of your departure date when you Inquire. Additional savings may apply. T&C’s apply.
Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by G Adventures. For cruise itineraries, cabin images are sourced from the cruise-line and should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

Similar Cruises

11 Day Realm of the Polar Bear in Depth (G Adventures)

11 Days Longyearbyen Longyearbyen

Operated By: G Adventures

From 5,004
Save 2,145
11 Day Beyond the Arctic Circle: Tromsø to Svalbard (G Adventures)

11 Days Tromso Longyearbyen

Operated By: G Adventures

From 4,322
Save 2,327
11 Day Antarctica Classic (G Adventures)

11 Days Ushuaia Ushuaia

Operated By: G Adventures

From 8,399
10 Day Galápagos – West & Central Islands aboard the Reina Silvia Voyager (G Adventures)

10 Days Quito Quito

Operated By: G Adventures

From 5,844
Save 2,505