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That’s why we started 10Adventures Tours, we’re here to make it easy to find a great guide or tour operator. We handpick the best local guides and tour operators for 10Adventures, working to ensure you have great guides and a great trip.
We know it sucks to show up in a different country and find out the tents are junk, the guide incompetent or the route different from what we thought we were getting.
We want to give our users peace of mind that you’ll have a great trip and offer a guarantee that we will work with you to make it right.
How does this work? Well, if you feel that something about your trip didn’t’ meet your expectations, let us know. We will then work to gather the details and figure out where things went wrong. If something indeed wasn’t as described, or went wrong with your trip, and the problem was within the control of either oursleves, the guide or the tour company, we will then work out a refund with you that’s proportional to the scale of the problem.
Obviously the best way to make a great trip is to tell your local guide or tour operator and give them the chance to fix the solution while you are on your trip. Most things can be solved by telling your guide when the issue develops. If that doesn’t solve it, then email us right away. Please don’t wait to voice your concerns until the trip is over, as it’s much harder to solve issues after the fact.
We work hard to make sure you have a great trip. If something isn’t right, please emailhello@10adventures.co and we will get to work right away.
Lifetime Deposit
Lifetime Deposits
Is there anything better than booking a trip, and being able to have peace of mind when doing so? At 10Adventures, you're covered with Lifetime Deposits! As world travellers ourselves, we understand how important this is and that's why we've introduced our Lifetime Deposits program for most tours on 10Adventures.
What Does Lifetime Deposit Mean?
It's simple! You pay your deposit to confirm your trip, and if you have to cancel, we'll keep your full deposit amount on file for you to use towards any future booking with 10Adventures. You can use this deposit within the same year, or even 10 years later...it's your call!
Everything You Need to Know About Lifetime Deposits
A voucher in the amount of your deposit paid will be issued to you by email on cancellation of your tour booking.
Lifetime Deposits are transferable, so if you'd like to give your deposit to someone else to book a tour on 10Adventures, just let us know.
You can only use one lifetime deposit towards a future booking (not multiple).
If your Lifetime Deposit amount is more than the total tour value you're re-booking, no cash value or credit will be issued.
Not all tours on 10Adventures are eligible for Lifetime Deposits.
Lifetime Deposits are transferable, so if you'd like to give your deposit to someone else to book a tour on 10Adventures, just let us know.
Lifetime Deposits cannot be redeemed for cash value.
Bookings with missed payments are not eligible for Lifetime Deposits.
Group travel can be chaotic and messy, which is why going on a trip with family or friends is the fun part and planning the trip, well… isn’t. But what if the group travel experience of your dreams could be organized without the hassle of you needing to plan every detail?
With 10Adventures group tours, you’ll be the mastermind behind an unforgettable trip without the need to worry about logistics, payments, or who can get time off for a holiday.
The VIP-level service of our Travel Advisors allows you to organize the adventure of your dreams, customize it exactly how you want to, and watch the savings roll in as more of your friends and family sign up for the once in a lifetime experience you created. It’s that simple!
Take the first step on your next group adventure by contacting one of our Travel Advisors today.
Make Family Memories That Will Last Generations
The window to travel as a family only narrows with time. Make the most of it by exploring the world together and creating memories that will last a lifetime.
Share Your Mid-Life Crisis With Friends
Why share a travel experience with people you don’t know? Spend your hard-earned vacation surrounded by close friends on the adventure of a lifetime.
Build A Rock-Solid Team Culture Based On Shared Experiences, Not Office Politics
Shared travel experiences strengthen bonds and are the perfect way to come together as colleagues to solve challenges in a way that just can’t be done in an office environment.
Build Better Friendships Travelling The World
Connect with members of your club or social circle over shared interests like food, culture, and the outdoors.
Benefits of 10Adventures Group Tours
VIP Service: Have a dedicated Travel Advisor who is always a call or a click away.
Cost Savings: More people mean a lower cost per person. And there are additional discounts for children and shared rooms.
Customizable: You are in charge and choose the start date, length, itinerary, accommodations, and other services.
Easy Payment: Flexible payment schedule, and most importantly separate invoices so you aren’t left paying for other people.
Private: Just you and your group making memories that will last your lifetime.
Quality Time: There’s no better way to travel than alongside family and or friends. Enjoy quality time exploring the world with those you love most.
Greek Sailing Adventure
Chat with us on our contact page or fill out the form below!
At 10Adventures, we take care of the details so that our guests can focus on making memories. Enjoy these key features on this tour.
We're Canadian
Book with a Canadian company whose mission is to help you travel the world.
Accommodations
Accommodations for 7 nights on the sailboat are included.
Meals
Don't worry about meals. 7 breakfasts on board are included typically consisting of seasonal fruit, peanut butter and jam, local bread, cheese, bacon, orange juice, coffee and tea.
Transfers
Check out the 'What's Included' tab for more info on personal transfers during your tour.
Local Support
Travel stress-free knowing in-country local support is available by regular phone or WhatsApp to support you during your tour.
Payments Made Easy
Enjoy the flexibility and ease of staggered payments in your own currency using your choice of credit card.
Route Resources
Route notes, maps, and/or a trail app make navigation on this tour a breeze.
Park Entrance Fees
Included where possible! Check the 'What's Included' tab for more info on park entrance fees during your tour.
Luggage transfers
Take a load off, with optional or included luggage transfers. Check inclusions for further details.
Accommodation for Greek Sailing Adventure
Hotels on Standard Tour
Night 1-7
Onboard your private sailboat
Yes, you and your party will have private use of your own sailboat! All boats include 3 spacious, double-bed cabins as well as at least 2 toilets and 2 showers. There is a fully-equipped kitchen and a spacious dining area.
Planning a group trip?
Learn how we help group of friends, outdoor clubs and families get the tour they’ve been dreaming about.
Greek Sailing Adventure Tour Details
Overview
Greek Sailing Adventure Overview
Set sail for adventure in the Aegean Sea on this Western Cyclades sailing adventure! Imagine waking up on your sailboat, with the sunshine on the sparkling water greeting you each morning. Best of all, you don’t need any experience, as each boat comes with an experienced skipper, who will also be your tour guide as you explore the best of Greece.
Starting in Athens, you will spend 8 incredible days sailing around Greece. Start each day with breakfast and a refreshing swim. Then spend your days relaxing on beaches, or add some adventure with snorkelling, dinghy tours, and island hikes.
Your group can personalize a tour that best suits your needs and preferences, so this trip is great for families, but can also be customized for groups that want more vigorous adventure.
End each day under the stars and let yourself be lulled to sleep each night by the gentle rocking of the boat and the sound of lapping waves. This sailing adventure in the Cyclades is everything you’ve ever dreamed that island hopping in Greece could be, with the luxury of a chartered sailboat and your own guide and skipper for the week. The dream trip of a lifetime is within your reach, and there’s no time like the present! Book your Western Cyclades sailing adventure today!
Itinerary
Greek Sailing Adventure Itinerary
1
Day 1
Day 1: Athens – Cape Sounion – Kythnos
Overnight Location - Aboard the sailboat | Meals - None
Depending on your arrival time to Athens, you may have time to explore this historic city or shop for supplies for your sailing adventure. Head to the marina in the afternoon and get settled in on the sailboat that you will call home for this week. After a short orientation, set sail from the marina and head east, with views of some of the suburbs south of Athens. Continue past the Temple of Poseidon, one of the most impressive and iconic landmarks in Greece since ancient times. It sits high on a cliff at Cape Sounion. When you reach the island of Kythnos, spend the night at anchor in Kolona Beach. Here, a natural strip of sand creates a beautiful double bay. Kythnos is considered the gateway to the archipelago, and the island has amazing beaches, a lively town, and many chapels built in the cliffs which boast incredible views of the Aegean Sea.
2
Day 2
Day 2: Kythnos – Serifos
Overnight Location - Aboard the sailboat | Meals - Breakfast
Start your morning with breakfast and a refreshing swim, then spend the morning exploring Kythnos. On the southern side of Kolona beach, there are sea urchin colonies in the cliffs. Snorkel from the boat over to this amazing area. Then take a short, simple hike to a whitewashed chapel that overlooks the Aegean Sea. Bring your camera to take pictures of the view, and of the wild goats who have made themselves at home in the chapel’s courtyard.
Return to the boat and sail to Serifos, stopping for a swim on the eastern side of the island. Dock at a marina for the night and leave the boat to explore the main town on the island. The town of Serifos is everything you picture in an iconic Greek town: narrow alleys, abundant chapels, windmills, plenty of great coffee, and stunning archipelago views. If you enjoy eating fresh, delicious seafood on the beach, here is a great place to do so. Return to the marina and spend the night on the boat.
3
Day 3
Day 3: Serifos – Milos
Overnight Location - Aboard the sailboat | Meals - Breakfast
Once again, begin your day with a leisurely breakfast and swim as the boat is prepared for a new day of sailing adventures around the Greek islands. Today, set sail for the island of Milos. This volcanic island is very cosmopolitan, but also boasts fascinating and unique geological formations. Milos offers all the attractions of Santorini without the crowds. Take in the traditional architecture, cafes, restaurants and bistros, and plenty of shopping opportunities. Breathtaking sunsets are guaranteed, and the moon-like landscape of Milos gives your visit a very exotic feel. There is also a vibrant nightlight. Your guide will help you find a restaurant to suit your tastes, whether it’s the best lamb or goat stew on the island or a family-run taverna right on the water that serves incredible fresh fish. End the day on a balcony overlooking the sea, sipping a cocktail.
4
Day 4
Day 4: Milos – Kleftiko Bay
Overnight Location - Aboard the sailboat | Meals - Breakfast
Continue exploring Milos today. You’ll often be reminded that this is a volcanic island, due to the unusual geological formations that can be seen all around the island. After breakfast, sail to two different swimming areas, including the incredible Kleftiko beach on the far southern point of the island. The amazing landscape and sparkling clear waters will enchant you. Discover why Kleftiko cove was previously used by pirates as you take a dinghy tour through the sea caverns and caves. Swim, snorkel, and watch for dolphins, which are often attracted to the sound of music so come prepared! Return by boat to the marina in the evening for more opportunities to explore the things you missed the night before, or repeat your favorites. Your skipper can help you find something fun to do or a great restaurant for dinner.
5
Day 5
Day 5: Milos – Polyaigos – Sifnos
Overnight Location - Aboard the sailboat | Meals - Breakfast
Leaving Milos today, you’ll sail to the northeast past the Strait of Kimolos. Visit the small, uninhabited island of Polyaigos where you can see Mediterranean seals as they hunt for fish. Spend the day swimming and snorkelling on some of Europe’s most amazing beaches on the southern side of the island. You can also choose to go for a hike, where you’re almost certain to find a herd of wild goats grazing. Leave Polyaigos in the evening and sail to Sifnos. On the southern side of this island is the Bay of Vathy, where you’ll find yet another fantastic beach and two family-run tavernas. Many guests consider this meal to be their favorite in Greece, full of fresh, local ingredients.
6
Day 6
Day 6: Sifnos – Kythnos
Overnight Location - Aboard the sailboat | Meals - Breakfast
After breakfast, leave the island of Sifnos and return to Kythnos. This time, visit the eastern side of the island, stopping along the way in a remote southern bay for a midday swim. Today’s destination is Loutra, a small fishing village where you’ll have the opportunity to soak in the hot springs or relax with an inexpensive spa treatment. Early in the evening, follow your guide for a tour of the main town on Kythnos, which is full of the traditional Greek-island atmosphere. The ancient buildings are whitewashed, the narrow streets and alleys are cobblestone, and they offer some of the best meat in the Cyclades. It is everything you ever imagined the Greek islands to be, and you’ll feel as though time truly moves more slowly here. Continue relaxing long into the evening, sitting under the stars with a bottle of cold local beer by the water or relaxing in a natural pool where water from the hot springs meets the sea. Feel your cares washed away into the Aegean Sea and sleep well on the gently rocking boat.
7
Day 7
Day 7: Kythnos – Temple of Poseidon – Athens
Overnight Location - Aboard the sailboat | Meals - Breakfast
Start the day today with a traditional cup of coffee in the village of Loutra, then sail toward the mainland. Your first stop will be the Temple of Poseidon at Cape Sounion. The sailboat will sit at anchor as we take the dinghy to shore and hike up to the temple. The Temple of Poseidon archaeological site is considered to be one of the most important in the world and you’ll be able to experience it up close. Later in the afternoon it will be time to set sail back to Athens, but not without one more swimming stop on the way. From the marina in Athens, your guide will escort you to historic central Athens where you’ll enjoy a farewell dinner. Return to the boat for one last night onboard.
8
Day 8
Day 8: Departure
Overnight Location - Aboard the sailboat | Meals - Breakfast
Sadly, your Western Cyclades sailing adventure has come to an end. Pack your bags after breakfast and say farewell to your boat and skipper. Pleasant travels home or on continued adventures!
Tour Highlights
Highlights for Greek Sailing Adventure
Sail between islands in the Cyclades archipelago of Greece and explore them with experienced guides.
View native wildlife, such as wild goats, Mediterranean seals, and dolphins, in their natural habitats.
Swim, snorkel, and explore sandy beaches and rocky coves in the clear waters of the Aegean Sea.
Experience the history and culture of the region, touring archaeological sites, meeting locals, and eating incredible local food.
What's Included
What’s included in the Western Cyclades Sailing Adventure?
Meals
7 breakfasts on board are included typically consisting of seasonal fruit, peanut butter and jam, local bread, cheese, bacon, orange juice, coffee and tea.
Accommodations
Accommodations for 7 nights on the sailboat are included.
Transportation during the Tour
Sailboat charter and all related expenses (fuel, marina fees, etc.) are included in the price of the tour.
Also Included
Services of a skipper for a week
Services of a bilingual tour guide for a week
Guided hiking, walking and sightseeing tours of all the places visited by a professional guide
All taxes (including VAT)
Not included
Airfare to/from Athens, Greece
Transfers where needed (can be arranged for an extra fee)
Meals not listed in inclusions (a shopping trip for supplies can be arranged free of charge in Athens). Dinners are typically in Greek tavernas in villages each night, and are not included.
Personal expenses
Gratuities to your guide and skipper
Travel insurance (required)
Optional Extras
Extra night in a hotel in Athens
SUP or Paddleboard Rental
Private cultural and culinary walking tour of Athens
Private archaeological tour of Athens with a professional archaeologist
Trip extensions to other parts of Greece
Dates & Prices
Dates & Prices
Tours begin and end on Saturdays. Tours are typically available each Saturday between May and October, though custom bookings are available outside those months.
Pricing varies depending on the standard of boat you choose:
Hanse 418 42’: from $13,495USD per boat (from $2,250USD per person)
Hanse 508 51’: from $16,575USD per boat (from $2,075USD per person)
Hanse 548 55’: from $18,425USD per boat (from $2,325USD per person)
Boat Details for Greek Sailing Tours
Beneteau Oceanis Sailboat– 46 feet
She sports 2 double cabins (2 in the stern) and 1 bathroom/shower for the guests. There is also one extra double cabin in the bow and 1 bathroom/shower for the crew. She also boasts a fully equipped kitchen and a very large dining room area in her galley, as well as an impressively large sundeck. She has a 57 hp motor engine that we use when there's not enough wind to power the sails. She comes equipped with snorkeling gear. br>
Total price for a group of up to 6 guests: from $13,495USD
Hanse 508 – 51 feet
Brand new 2020 model luxurious sailboat that includes 4 spacious double-bed cabins, one of which is reserved for the crew, all with en-suite toilets and showers. There is a fully-equipped kitchen and a large dining room. High-powered solar panels keep everything running smoothly and air conditioning will keep you cool even on the hottest day. This boat is larger, wider and has foldable water platform to make sunbathing and swimming in an open sea more entertaining.
Total price for a group of up to 8 guests: from $16,575USD
Hanse 548 – 55 feet
Brand new 2020 model luxurious sailboat that includes 4 spacious double-bed cabins, one of which is reserved for the crew, all with en-suite toilets and showers. All cabins have air conditioning thanks to a generator. There is a fully-equipped kitchen and a large dining room. High-powered solar panels keep everything running smoothly. This boat is larger, wider and has foldable water platform to make sunbathing and swimming in an open sea more entertaining.
Total price for a group of up to 8 guests: from $18,425USD
Yes, you and your party will have private use of your own sailboat! All boats include 3 spacious, double-bed cabins as well as at least 2 toilets and 2 showers. There is a fully-equipped kitchen and a spacious dining area.
We rate this tour as a 1 / 5, though it can be customized to more difficulty depending on your group. All activities and destinations can be customized to your interests and abilities. Guests should be able to swim.
Is this trip appropriate for families?
Yes! The sample itinerary is fine for families with children ages 4 and up. Arrangements can be made to accommodate families with children ages 3 and younger. Please make a note of this when booking your tour.
Will the tour company help me prepare for my trip?
Yes! The tour company will arrange 3 different video chats in preparation for your trip. By the time you arrive in Athens, you and your guide will have gotten to know each other, customized your tour to your preferences, and talked through everything you need to know to have a great trip!
What can I expect the tour company to provide prior to my tour?
The tour company offers access to online resources such as packing lists and interactive sightseeing maps. They can also offer advice and help booking extra hotel nights or transportation. If you would like to extend your trip to visit other parts of Greece, they can organize that as well.
What add-ons or additional services are available?
For an additional fee, guests can rent a paddleboard or SUP, arrange for a private cultural and culinary walking tour of Athens, take a private archaeological tour of Athens with a professional archaeologist, or extend their trip in other parts of Greece.
Do I need a Visa?
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
Are meals included?
7 breakfasts are included. Other meals and snacks are at your own expense. A shopping tour can be arranged to purchase supplies. Dinner will often be in a restaurant (at your expense).
Do I need insurance?
Yes, it is mandatory to have Health and Medical insurance to join this trip. Get your Travel Insurance.
Can you accommodate guests with disabilities?
Generally, it is expected that guests be able to get on and off of the sailboat unassisted by walking over a gangway. They should also be able to climb the 4 steps between the deck and the galley. However, arrangements can sometimes be made to accommodate guests with mobility challenges, so please reach out so we can learn more about your individual needs.
How do I get to Athens to start this tour?
Make your own way to Athens, flying to Athens International Airport (ATH). The tour begins at the Lavrion Marina, which can be reached from the airport via public transportation or by arranging a private transfer.
When and where should I arrive to begin my sailing adventure?
Please meet at the Lavrion Marina in Athens on the Saturday that your trip begins between 1-3 PM. If your travel plans require this time to be adjusted, please contact your tour guide. In the case of needing to change marinas, you will be contacted directly.
Where does the tour end?
The tour ends in Athens where it began. Checkout on the last day of your trip (Saturday) is at 9:00AM, which allows time to travel to the airport in time for most departing flights.
What can I expect from a typical day of sailing?
Your day begins with breakfast and time for a refreshing swim or a stroll on the island. By late morning, set sail toward the next destination. In the early afternoon, stop at point of interest along the way, or simply take a break to swim or snorkel in an uninhabited bay. Early in the evening, you’ll reach the place where you’ll spend the night, either dropping anchor in a bay or pulling into a marina. Spend the evening on the island sightseeing and end with an authentic Greek dinner in a local restaurant.
Do you sail at night?
Rarely. We only sail at night if the need arises, such as an unfavorable weather forecast or a guest’s need to leave later for a specific reason.
What if there’s bad weather?
Your guide and your skipper will monitor weather conditions and forecasts and choose an alternative itinerary if necessary.
Are the tours in English?
Yes, the tour guide is English speaking.
How much should I plan for food and personal expenses?
Compared with North America, Greece is relatively inexpensive. A budget of $40-60 USD per day will allow for a nice dinner (including alcohol) and personal snacks throughout the day.
Can I rent any water-sport equipment?
Yes, you can rent a paddleboard or SUP for an additional charge.
What is the weather like in Greece?
Expect summers in Greece to be hot and humid. In May and October, there is higher likelihood of cooler temperatures and occasional rain, but in July and August, temperatures range between 25-40°C. While open seas are always unpredictable, typically the seas are calm and ideal for sailing in the summer.
What should I pack?
Remember that space is limited on a sailboat, so please try to pack light. You’ll need clothes appropriate for the weather, and a water/windproof jacket in case of wet or cool weather. Bring sun protection such as a hat and sunscreen, swimwear, snorkelling gear and good walking shoes for hikes. Remember that wearing shorts is not permitted in monasteries and churches, so have at least one pair of long trousers or a long skirt. A flashlight and an umbrella may prove useful, and you can also consider bringing a camping mat and sleeping bag if you choose to sleep on deck.
Do I need vaccines?
Check with your family doctor.
Are there any travel restrictions for this country?
Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview on the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provides advice on foreign travel. Note that the travel advice may change depending on your nationality.
Tour Difficulty
Tour Difficulty
Very Easy
We rate this tour as a 1 / 5, though it can be customized to more difficulty depending on your group. All activities and destinations can be customized to your interests and abilities. Guests should be able to swim.
Start filling out your booking details. Once you submit your request, we'll review availability for this tour and contact you within 24 hours to further customize your perfect adventure.