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2026

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2027

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $3,632 per person

Sailing & Hiking the Dodecanese Islands

5 days
From Kos to Rhodes
5.0
1 traveler review
From
US $3,632 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Booking needs min. 2 travelers

Select Date

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2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:
Sailing
Catch the wind and set sail for new horizons
Fully Guided
An experienced guide will be with you for the entire tour
Medium Intensity
Travelers should be comfortable with somewhat-demanding activities
Guided in English
Ages 10+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Kos to Nisyros

    Meals
    Lunch (Lunch on board)
    Accommodation
    Berth / Cabin (Sailing boat Armida (HANSE, 37 feet) or similar)

    Included Activities

    • Swimming and snorkeling at Gyali
    • Hike through Stefanos volcanic crater (approximately 1 hour)
    • Walk with professional guide

    Optional Activities

    • Dinner at a restaurant in Nisyros
    • Stargazing on board
    Landmarks
    Gyali
    Nisyros
    Stefanos Crater
    Itinerary Image 1Itinerary Image 2
  2. Day 2

    Nisyros to Tilos

    Meals
    Lunch (Lunch on board), Breakfast
    Accommodation
    Berth / Cabin (Sailing boat Armida (HANSE, 37 feet) or similar)

    Included Activities

    • Hike from Livadia to Mikro Chorio and back (7.5 km, approximately 3 hours actual hiking time)
    • Walk with professional guide
    • Swimming stops during sailing

    Optional Activities

    • Dinner at a restaurant in Livadia
    • Evening walk around Livadia bay
    Landmarks
    Tilos
    Livadia
    Mikro Chorio
    Lethra Beach
  3. Day 3

    Tilos to Symi

    Meals
    Breakfast, Lunch (Lunch on board)
    Accommodation
    Berth / Cabin (Sailing boat Armida (HANSE, 37 feet) or similar)

    Included Activities

    • Swimming at Agios Emilianos Bay
    • Hike through pine forest to Agios Roukouniotis Monastery and Old Windmill viewpoint (5.8 km, approximately 3 hours actual hiking time)
    • Walk with professional guide
    • Visit St. John Church

    Optional Activities

    • Dinner at a restaurant in Gyalos
    • Stroll the charming harbor streets of Gyalos
    • Stargazing on deck
    Landmarks
    Symi
    Agios Emilianos Bay
    St. John Church
    Agios Roukouniotis Monastery
    Old Windmill
    Gyalos
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 4

    Symi

    Meals
    Breakfast, Lunch (Lunch in a taverna), Dinner (Dinner on board)
    Accommodation
    Berth / Cabin (Sailing boat Armida (HANSE, 37 feet) or similar)

    Included Activities

    • Guided walk through Symi town including Kali Strata and Upper Village (approximately 1.5 hours)
    • Hands-on cooking class with local chefs preparing traditional Greek dishes
    • Walk with professional guide

    Optional Activities

    • Afternoon exploration of Symi at own pace
    • Shopping in local shops
    • Relax by the harbor
    Landmarks
    Symi
    Kali Strata
    Upper Village neighborhood
  5. Day 5

    Symi to Rhodes

    Meals
    Breakfast, Lunch (Lunch on board)
    Accommodation
    Berth / Cabin (Sailing boat Armida (HANSE, 37 feet) or similar)

    Included Activities

    • Swimming at St George Disalonas bay
    • Arrival at Mandraki harbour with views of the medieval town walls

    Optional Activities

    • Explore the Old Medieval Town of Rhodes
    • Dinner at a restaurant in Rhodes
    Landmarks
    Rhodes
    St George Disalonas
    Mandraki Harbour
    Old Medieval Town of Rhodes
    Itinerary Image 1

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Where You'll Stay

All accommodations are subject to change
Rating
5(1 review)
Response time
10 hours
Response rate
100%
Cancellation policy

Reviews from other tours by Trekking Hellas Rhodes

  • Anatoli
    October 31st, 2023
    All good. We have enjoyed it. Staff were very friendly and helpful

Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
  • From Saturday
    30 May, 2026
    To Wednesday
    3 Jun, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    6 Jun, 2026
    To Wednesday
    10 Jun, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    13 Jun, 2026
    To Wednesday
    17 Jun, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    20 Jun, 2026
    To Wednesday
    24 Jun, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    27 Jun, 2026
    To Wednesday
    1 Jul, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    5 Sep, 2026
    To Wednesday
    9 Sep, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    12 Sep, 2026
    To Wednesday
    16 Sep, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    19 Sep, 2026
    To Wednesday
    23 Sep, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    26 Sep, 2026
    To Wednesday
    30 Sep, 2026
    English
    From:
    US $3,632 per person
  • From Saturday
    3 Oct, 2026
    To Wednesday
    7 Oct, 2026
    English
    From:
    US $3,632 per person

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

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Can’t find the answer to your question?
Reach out to the experts at Trekking Hellas Rhodes with your enquiry, they usually respond within 10 hours.
From
US $3,632 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Booking needs min. 2 travelers

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

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Good to Know

Tour ID: 239676

  • Currency
    Euro
    Greece
  • Plugs & Adapters

  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Greece. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Greece. Ideally 2 months before travel.
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before June 29th, 2026 a full payment is necessary. For tours departing after June 29th, 2026, a minimum payment of 30% is required to confirm your booking with Trekking Hellas Rhodes. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 35 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Trekking Hellas Rhodes will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Trekking Hellas Rhodes" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec