Greece Sailing Adventure: Cyclades Islands

10 days
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Small Ship Cruise
Fulfil your dreams of sailing the Greek Islands on a ten-day seafaring adventure around the renowned Cyclades. Setting off from Santorini, 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 t...
33%
$3,420
From$2,293
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Overview

Trip type
Small Ship Cruise
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Highlights

    • A Santorini sunset around the caldera is a sight to behold. Walk along the volcanic rim of the island past white villages that cling to plunging cliffs and watch as day turns to night in the most stunning of ways.
    • Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
    • Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life. This is island living, Greek style.
    • Step back in time among the Venetian architecture of Naxos and consider learning about rural life with a daytrip to a country village – a couple of the many experiences to be had around the Cyclades.
    • No Greek island adventure is complete without a stop in Mykonos. Embrace your hedonistic side with its boutique culture and nightlife or relax on one of the many beaches dotted along the coast.

What's this trip about?

    Fulfil your dreams of sailing the Greek Islands on a ten-day seafaring adventure around the renowned Cyclades. Setting off from Santorini, 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 the Aegean’s turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places. Trust us – it’s all smooth sailing from here.

Details

Itinerary focusClassic Highlights
Group sizeIntimate group - max of 11 people
Age range15 years and up
Flights and transportAll internal ground transport included
Start CitySantorini
End CitySantorini

Travel Themes

  • Small Ship Cruise
  • Sailing

Destinations

  • Europe
  • Greece

Attractions

  • Mykonos
  • Santorini

Activities

  • Sailing

Popular Trips

Itinerary

Travel Map

Day 1 Santorini – Ios

Welcome to Greece! Meet your skipper and shipmates at Cafe Spartakos at 1pm at Athinios Port, Santorini and take a ferry to Ios where you will board your yacht. If you’ve got time, why not consider arriving a couple of days early to enjoy Santorini. Check out the rang...

Day 2 Amorgos

Sail to the rugged island of Amorgos (approximately 4 hours). This is the stunning location of Luc Bresson's film, 'The Big Blue'. Stop for a swim at Paradisi Beach before continuing along the coast to the port of Katapola. The restaurants, cafes and bars along the wa...

Day 3 Small Cyclades

Cast off and sail to the Small Cyclades this morning (approximately 4 hours). This group of islands boast quaint fishing villages, clear waters and beautiful beaches. While all of these islands once harboured communities in ancient times, the middle ages saw this redu...

Day 4 Naxos

Today you'll make your way to the largest Cycladic island of Naxos. There’s the option of taking a day trip around the island, but you can always stay behind and relax. The island’s best beaches are to the south, where water sports are also on offer. Perhaps hike up t...

Day 5-6 Syros

Sail to the island of Syros (approximately 4 hours), dropping by the Bay of Gaidharos along the way for a swim. Known for its relaxed atmosphere and neo-classical architecture, Syros’ neutral role during the Greek revolution made it a safe haven for the persecuted. Pe...

Day 7 Mykonos

In the morning, raise anchor and set off on a short cruise (approximately 3 hours) to an island packed with beauty and glamour, Mykonos. With a history of around 5000 years, the island is said to be named after Apollo's grandson. It was also the mythological base for ...

Day 8 Sifnos

Set sail for the island of Sifnos, known for its production of high quality ceramics. The island's bare hills belie fertile valleys of wild juniper, terraced olive groves and almond trees. The beach in the main port of Kamares is one of the best on the island and the ...

Day 9 Folegandros

Sail towards the tranquil island of Folegandros this morning. Named after the son of a former King of Crete, Folegandros has suffered a long history of colonisation and occupation like many of the surrounding islands. In the port of Karavostasis, the pebbly beach or a...

Day 10 Santorini

Bid farewell to the open water as you catch the ferry back from Ios to Santorini arriving back at Athinios port just before 12pm midday. With no other activities planned for today, your adventure ends on arrival in Santorini. Your skipper can assist with organising a taxi to drop you off at your hotel or Santorini International Airport.

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Dates & Availability

Price From $2,293
Price per day$229
Last Updated: 2/23/2024
Start Date
Finish Date
Base Price
Availability
04 May 2024
13 May 2024
$2,379
3 spots left
14 May 2024
23 May 2024
$2,446
4 spots left
24 May 2024
02 Jun 2024
$2,379
5 spots left
03 Jun 2024
12 Jun 2024
$2,554
3 spots left
07 Jun 2024
16 Jun 2024
$2,374
4 spots left
13 Jun 2024
22 Jun 2024
$2,442
5 spots left
17 Jun 2024
26 Jun 2024
$2,460
10 spots left
23 Jun 2024
02 Jul 2024
$2,460
5 spots left
27 Jun 2024
06 Jul 2024
$2,487
7 spots left
03 Jul 2024
12 Jul 2024
$2,460
7 spots left

Check Current Availability, prices, specials with Intrepid Travel.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

Intrepid Travel Reviews & Ratings

4.5/5  Excellent
Excellent
3,306
Great
672
Average
144
Disappointing
80
Terrible
195
P

Peter

Oct 2015

Written on

I picked this trip due to the

I picked this trip due to the itinerary of seeing numerous islands in a short time, and I had the freedom to be able to do that, getting to most islands by early aft...

E

Eva

Oct 2015

Written on

The trip met all expectations, was a

The trip met all expectations, was a lovely, pleasant e...

J

Janet

Oct 2015

Written on

It's a very unique trip I have

It's a very unique trip I have ever done. Small group is nice, and it's more relax.

R

ROMAIN

Sep 2015

Written on

Great trip leader, brand new boat

Great trip leader, brand new boat

m

margareta

Sep 2015

Written on

I was very pleased with everything.Besides it

I was very pleased with everything.Besides it is the 2nd time I travel with intrepid

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Tour Operator

Intrepid Travel

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The Intrepid Travel Experience

If you’re looking for adventure, you’ve come to the right place. For the past 25 years, we’ve been taking small groups of travelers on unforgettable trips around the world. What makes them unforgettable? Take a look for yourself and discover the Intrepid experience.

Our travelers have three styles of tour to choose from: Basix, Original and Comfort. Each has a different level of inclusions and accommodation, but all have unforgettable real life experiences as part of the package. Travellers can also choose themed trips, such as Family, Sailing or Food, to suit their interests.

Our group size has an average of just ten travellers, which allows us to get off the beaten track, use local accommodation and transport, and really get to know the culture. It also ensures we are contributing to the local economy; by choosing local suppliers we were able to keep AUD 60 million in local economies in 2012. We’re also working hard to reduce our carbon footprint and were the first in our sector to introduce carbon offset trips. This, along with our many corporate sustainability activities, has meant we’re one of the travel industry’s leaders in responsible travel.

Why Intrepid?

  •   Small groups - average of 10 people per trip
  •   Sustainability - pioneers for the industry
  •   Local leaders - authentic perspectives
  •   Local transport - get close and personal
  •   Local accommodation - experience real living
  •   Intrepid travelers - like-minded companions 

History

Intrepid Travel has come a long way since its beginnings in 1989. From two university friends, a typewriter and a kitchen desk, it is now a proud member of The Intrepid Group, taking over 100,000 travelers every year.

Intrepid Travel is part of The Intrepid Group of companies, alongside leading small group adventure companies Peregrine, Urban Adventures and PEAK DMC.

Despite growing into a global business with over 1,000 staff based all over the world and over 800 different trips across every continent, we’ve remained devoted to the same grassroots values and responsible travel philosophies that we had at the very beginning.

 

Values

On every trip we operate and in every interaction we have with a client, supplier or local, we live our core values everyday:

  • Integrity – Doing the right thing
  • Responsible – Think global, act local
  • Growth – Stakeholders in our own success
  • Innovation – Thriving on new ideas and embracing change
  • Fun – It’s engrained into who we are and what we do
  • Passion – We are inspired by the work we do and the trips we offer

 

Why we love this operator
They’re very committed to sustainable and responsible tourism and contribute to important initiatives like climate action.
What they’re known for
Small group tours for active and adventurous travelers at a range of different price points and service levels.

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Logistics

Accommodation

Overnight boat (9 nights),

Transportation & Flights

Boat,

Transportation & flights

Boat
Guides
On this trip you will be accompanied by one of our skippers. Your skipper's role involves taking charge of the sailing, the safety of the vessel and safety for all passengers on board. Skippers all hold a Yacht Master Offshore license or higher and have completed an intense training and review process before sailing with us. They are also fully qualified in CPR and First Aid. The aim of the skipper is also to take the hassle out of your travels by organizing the overall operation and smooth-running of the trip, managing trip logistics and coordinating the kitty (where applicable). Your skipper will provide information on the places you are travelling through, offer suggestions for things to do and see, recommend great local eating venues and introduce you to our local friends. While not being guides in the traditional sense you can expect skippers to have a broad general knowledge of the places visited on the trip, including historical, cultural, religious and social aspects.
Travel Insurance
Travel insurance is compulsory on all our trips for those travelling internationally. We require that at a minimum you are covered for medical expenses including emergency repatriation. If you are travelling within your home country or region please confirm before travel that you are entitled to access the public medical system easily should an accident occur. We strongly recommend all travellers have a policy that also covers personal liability, cancellation, curtailment and loss of luggage or personal effects. For international trips, you will not be permitted to join the group until evidence of travel insurance and the insurance company's 24-hour emergency contact number has been sighted by your group leader or local representative. If you have credit card insurance your group leader or local representative will require details of the participating insurer/underwriter, the level of coverage, policy number, and emergency contact number rather than the bank's name and your credit card details. Please contact your bank for these details prior to arriving in-country. For travellers who reside within the European Union, Switzerland or USA the requirement to purchase travel insurance cannot be compulsory. However the purchase of travel insurance is still highly recommended, and travellers from these regions who decline travel insurance when travelling outside of their home region must sign a Travel Insurance Waiver Form at the Group Meeting, recognizing personal responsibility for emergency medical and repatriation costs should they arise. For assistance with travel insurance or other services, please visit the link below: https://www.intrepidtravel.com/booking-resources/our-services Many insurance companies will only cover you on a sailing trip if you are within a certain distance off the coast.  Noted below are the maximum distances (nautical miles) we travel off shore in Europe: Amalfi: 7 NM Sardinia: 2 NM France: 3NM Greece: 7NM Croatia: 5NM
Visa requirements
PASSPORT You’ll need a valid passport to travel internationally and most countries require your passport to have a minimum of 6 months validity, so remember to check the expiry date. We need your passport information to get everything ready for your trip so it’s important that the information on your booking matches your passport exactly. Please take care to provide the correct details. We recommend carrying a copy of the photo page of your passport while travelling and leaving a copy at home with family or friends. VISAS & ENTRY REQUIREMENTS Many countries require a visa and obtaining the correct visa for your trip and any countries you may transit through is your responsibility. We recommend you check your visa requirements as soon as you have booked your trip. This will ensure you have time to prepare your documents and for your visa application to be processed. You can check the entry requirements for your nationality on your government's foreign travel advisories, consular websites or on our page here:  www.intrepidtravel.com/visa-entry-requirements
Health & Safety
Many national governments provide a regularly updated advice service on safety issues involved with international travel. We recommend that you check your government's advice for their latest travel information before departure. Please refer to our website's safety page for links to major travel advisories and updates on safety issues affecting our trip. We strongly recommend the use of a neck wallet or money belt while travelling, for the safe-keeping of your passport, air tickets, cash and other valuable items. Leave your valuable jewellery at home - you won't need it while travelling. Many of our hotels have safety deposit boxes, which is the most secure way of storing your valuables. A lock is recommended for securing your luggage. In addition to any included activities on your trip you'll have some free time to pursue your own interests, relax and take it easy or explore at your leisure. Our local representative may be able to assist you with available options in a given location, please note that any optional activities you undertake are not part of your Intrepid itinerary, and Intrepid makes no representations about the safety of the activity or the standard of the operators running them. Please use your own good judgement when selecting an activity in your free time. Please also note that our local representative has the authority to amend or cancel any part of the trip itinerary if it's deemed necessary due to safety concerns. For more details on the type of conditions and safety standards you can expect on your trip, please refer to Intrepid's operational safety policy on our website. We recommend that you take a moment to read through this information before travelling, and would appreciate any feedback on how well it's being implemented in the field: https://www.intrepidtravel.com/safety-guidelines WATER SAFETY AT SEA: Travellers that are able and confident swimmers will be able to enjoy swimming & snorkelling off the boat, but please always note the skipper's advice and instructions on when and where to swim and what precautions to consider. Travellers who are not able to swim are certainly welcome on this trip, but you will be required to wear a life jacket when we are sailing. LIFE JACKETS: Intrepid will provide life jackets for private boats, but cannot guarantee that all public ferries will have enough life jackets or life rings for all clients. ALCOHOL CONSUMPTION: Alcohol abuse will not be tolerated onboard for safety reasons. The availability and consumption of alcohol on our sailing trips will be up to the skipper's discretion.
Age Requirements
15 years and up
Additional Information
Finish point Cafe Spartakos Athinios Port Santorini GREECE
Trip ID
intrepid-ZSRV

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