From
NZ $7,597 per person

Sailing & Hiking the Dodecanese Islands

7 days
From Kos to Rhodes
5.0
1 traveler review
From
NZ $7,597 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

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2025

Jan
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2026

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2027

Jan
Feb
Mar
Apr
May
Jun
Jul
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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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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

    You'll arrive in Kos and get settled into your hotel. Once you've dropped your bags, head down to the lobby where your Trekking Hellas trip leader will be waiting for a briefing about what's ahead. After that, you'll walk with your leader through the medieval castle of Kos and wander the streets of the new town before heading to dinner together.

    Meals
    Dinner (Dinner at taverna in Kos)

    Optional Activities

    • Walk to dinner location passing through medieval castle of Kos and new town streets
    Landmarks/POIs
    Castle of Kos
  2. Day 2

    Nisyros

    After breakfast, you'll board the sailing boat that becomes your base for the next few days and meet the crew. You'll get a rundown of sailing information, then sail toward Gyali island for swimming and snorkeling. Lunch happens on board, and later you'll dock at Nisyros to hike through the volcanic crater of Stefanos (about an hour). The evening is yours to arrange dinner or relax on deck watching the stars.

    Meals
    Breakfast, Lunch (Lunch on board)

    Included Activities

    • Sailing to Gyali island
    • Swimming and snorkeling in Gyali
    • Hike through Stefanos volcanic crater

    Optional Activities

    • Dinner on board or at local restaurant
    Landmarks/POIs
    Gyali Island
    Stefanos Crater
    Nisyros Island
  3. Day 3

    Tilos

    The boat heads to Tilos, an island powered by solar and wind energy. You'll have swimming stops and lunch on board before pulling into Livadia port. From there, you'll hike the coastline and check out several beaches including one with distinctive red sand. Later, you'll climb up to the abandoned village of Mikro Chorio with its narrow passages and green courtyards, then make your way back down to Livadia. Spend the evening however you like, whether that's finding dinner or taking a walk along the bay.

    Meals
    Breakfast, Lunch (Lunch on board)

    Included Activities

    • Sailing to Tilos
    • Hike from Livadia along coastline to red beach and Mikro Chorio abandoned village

    Optional Activities

    • Dinner at local restaurant or walk at Livadia bay
    Landmarks/POIs
    Tilos Island
    Livadia Beach
    Red Beach (Tilos)
    Lethra Beach
    Mikro Chorio
  4. Day 4

    Halki

    You'll sail to the deserted island of Alimia, which has been an uninhabited protected site since World War II. The hike takes you through untouched trails where you'll find a Hellenistic tower and ruins of a Medieval Castle built by the Knights of Saint John in 1475. After exploring, you'll swim in the clear water and then head back to the boat for lunch. Later you'll sail to Halki and have the evening free to explore the port with its colorful buildings or grab dinner at one of the seaside restaurants.

    Meals
    Breakfast, Lunch (Lunch on board)

    Included Activities

    • Hike on Alimia Island among Hellenistic tower and Medieval Castle ruins
    • Swimming at Alimia bay

    Optional Activities

    • Alternative visit to Alimia bay with walk on Halki (if strenuous hike not completed)
    • Dinner at Halki seaside promenade
    Landmarks/POIs
    Alimia Island
    Hellenistic Tower (Alimia)
    Medieval Castle (Alimia)
    Halki Island
  5. Day 5

    Symi

    An early sail gets you headed to Symi, known as both the most cosmopolitan and remote island in the Dodecanese. You'll stop at several bays including Seskli for swimming in green waters, and lunch happens on board. By early afternoon you'll arrive at Symi port and walk over to Pedi bay. At St Nicolas taverna, you'll learn how to prepare famous Greek dishes. As the sun sets, you'll walk back to port taking in the views of Symi along the way.

    Meals
    Breakfast, Lunch (Lunch on board)

    Included Activities

    • Sailing to Symi with stops at multiple bays
    • Cooking class at St Nicolas taverna learning Greek dishes
    • Walk from Symi port to Pedi bay and return at sunset
    Landmarks/POIs
    Symi Island
    Seskli Bay
    Pedi Bay
  6. Day 6

    Rhodes

    The boat heads to Rhodes, the largest island in the Dodecanese with the most history. You'll stop for swimming at bays like St George Disalonas, and lunch comes on board. Entering Mandraki harbour gives you views of the medieval walls surrounding the Old Town. You'll then walk through the UNESCO World Heritage Medieval Old Town, check out the castle, and wander the narrow alleys. The day ends with a farewell dinner and checking into your hotel.

    Meals
    Breakfast, Lunch (Lunch on board), Dinner (Farewell dinner in Medieval Old Town)

    Included Activities

    • Sailing to Rhodes
    • Walk through Medieval Old Town of Rhodes
    Landmarks/POIs
    Rhodes Island
    St George Disalonas Bay
    Mandraki Harbour
    Medieval Old Town of Rhodes
    Palace of the Grand Masters
  7. Day 7

    Departure

    It's time to head out. You'll get a transfer to the airport unless you've already arranged to stay longer and extend your trip.

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services
5.0
(1 review)

Number of tours

3

Age Range

10 to 80 years old

Response time

less than 1 hour

Response rate

50%

Trekking Hellas Rhodes base was founded on 2015. Owners, nature lovers and...

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Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

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

Dates & Availability

Select departure month and travellers

Select Date

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2025

Jan
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2026

Jan
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Aug
Sep
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Dec

2027

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

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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    • Free eSim with every purchase

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From
NZ $7,597 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

2025

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

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
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:

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 December 8th, 2025 a full payment is necessary. For tours departing after December 8th, 2025, 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

2025

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

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