Western Cyclades Hiking Holiday: Sifnos, Milos, and Kimolos

Things to know

• What’s included?

  Included:

  • • An experienced mountain guide with extensive knowledge of the area
    • 10-day Western Cyclades hiking holiday (7 days of hiking)
    • Accommodation for 9 nights in 3-star and 4-star hotels, based on double occupancy (or if you’re joining a 2025 departure, accommodation is at 4 and 5-star hotels)
    • All meals, from dinner on Day 1 to breakfast on Day 10 (as listed in the itinerary)
    • Ferry tickets
    • Private transfers during the stay
    • Airport transfers
    • Luggage transport
    • Accommodation and government taxes

  Add-ons (available to add at checkout):

  • • Single occupancy room

  Not included:

  • • Flights to Greece
    • Beverages
    • Meals that are not included in the itinerary
    • Personal expenses (e.g. laundry, phone…)
    • Site visits apart from those included in the itinerary
    • Guide gratuities — optional
    • Insurance — mandatory, available to add at checkout

  Should you need to make any changes to your booking after confirmation, please be aware that a €50 administrative fee applies to each modification.

• How fit do I need to be?

  In order to join this Western Cyclades hiking holiday, you need to enjoy walking and be in good shape. There’s 2 to 5 hours of walking per day. Elevation gain ranges between 100 and 720m (maximum) per day. The most you’ll hike in a day is 14 km (8.7 mi). Learn about day-by-day distances and elevation changes in the itinerary.

  All you need to carry is a small backpack with your day’s essentials, a picnic lunch and food for the day. You will have to transfer all your luggage from the boat to the vehicle that transports luggage to the islands, and then to your room (and vice versa).

• What do I need to bring?

  Here’s a list of the equipment you need to bring:

  • • Day pack large enough to carry your personal belongings, water, and picnic food during the day (around a 30-50L bag)
    • A rucksack, travel bag, or compact suitcase up to 15kg for your personal belongings
    • Telescopic hiking poles — optional, but recommended: very important for making walking easier on steep or rocky parts of the paths
    • Water bottle or hydration bladder (2L capacity)
    • Good quality waterproof walking boots with a sturdy molded sole, deep tread, and good ankle support are essential for the walking program on this tour
    • Long-sleeved shirts for sun protection
    • Comfortable hiking clothes (quick-drying material recommended)
    • Spare clothes for layering
    • Waterproof rain jacket or a small umbrella
    • Sunhat
    • Light sport shoes
    • Toiletries (sunscreen (high SPF), hand sanitizer, bug spray, toilet paper, etc.)
    • Headlamp or flashlight
    • Sunglasses
    • A bathing suit
    • Towels
    • Camera — optional (but recommended)

  Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

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• What’s the weather like in the Cyclades?

  The climate of the islands is Mediterranean, meaning hot and dry in summer and mild and rainy in winter, but with significant differences between regions and archipelagos. The Cyclades regularly suffer from a lack of rain, and during the summer season, which here lasts almost 6 months, there is little or no rainfall from late May to early October. The Cyclades also enjoy relatively cool summers (for Greece) thanks to the famous ‘Meltem’, a seasonal wind that pleasantly refreshes the atmosphere during the summer months, but which sometimes gets so strong that boats are immobilized in port for a few hours.

  The average temperature on the Cyclades ranges from around 11/12 °C (52/53 °F) in January and February to around 26 °C (79 °F) in July and August.

• Travel by ferries

  You’ll be traveling from island to island on regular ferries from Piraeus. These big boats are a guarantee of arrival on the islands. Greek ferries can sail at up to force 9/10, depending on their size. There can be a lot of wind at sea without you even realizing its effects on the islands. You just need to be in a sheltered cove or bay (or on the right side of the island) not to feel the effects.

  Please note that in the Mediterranean, the weather can change, and boats can be delayed. We adapt to the circumstances. All boat timetables are subject to change.

• Group sizes and age requirements

  Group sizes and pricing

  • • For this Western Cyclades hiking holiday, the usual client-to-guide ratio is 14:1.
    • It takes a minimum of 5 people for this tour to operate. The maximum group size is set at 14 participants.
    • The standard price is based on twin-share rooms. Single occupancy can be arranged at an additional fee—you can add it to your booking at checkout.

  Western Cyclades hiking holidays can be arranged for larger groups. Contact us to make arrangements.

  Min. age requirements

  • • If you are older than 18, you’re good to go.
    • Minors younger than 18 may be permitted to join the Western Cyclades hiking holiday on a case-by-case basis, but must be in the presence of a parent or legal guardian.

  If your group has hikers under the age of 18, contact us prior to booking to make arrangements.

• Getting there and meeting location

  The starting point of your Western Cyclades Hiking Tour is Athens. To get there, most people fly into Athens International Airport (AIA). From there, a transfer to a hotel in Piraeus awaits (all transfers are included in this trip).

  Once you’re there, you will meet your guide. The exact time and place, along with the name and contact details of the guide, will be provided before departure.

• Safety measures and insurance

  We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout.

  Redpoint—the official 57hours insurance partner—tailors protection packages for adventure travel, offering a comprehensive travel program, even in remote locations! Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

• Deposits and cancellation policy

  Deposits

  Secure your spot with a 30% deposit upon booking! The remaining 70% of the trip price must be paid 90 days prior to departure at the latest. If booking within 90 days of departure, the full amount is required at the time of booking.

  Cancellations

  Booking fees are non-refundable after a 48-hour grace period. During checkout, however, you can choose one of 57hours’ flexibility options—Basic, Flexible, or Super Flexible. Depending on which one you choose, a different cancellation policy will apply to your booking.

  Basic

  • • If cancelled within 48 hours of booking, a full refund will be issued.
    • If cancelled 60 or more days before departure, a 70% refund of the total trip price will be issued.
    • If cancelled within 59 days of departure, no refund will be issued.

  Flexible

  • • If cancelled within 48 hours of booking, a full refund will be issued.
    • If cancelled 60 or more days before departure, a full refund of the total trip price will be issued.
    • If cancelled 30-59 days before departure, a 50% refund of the total trip price will be issued.
    • If cancelled within 29 days of departure, no refund will be issued.

  Super Flexible

  • • If cancelled within 48 hours of booking, a full refund will be issued.
    • If cancelled 30 or more days before departure, a full refund of the total trip price will be issued.
    • If cancelled within 29 days of departure, a 50% refund of the total trip price will be issued.