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Dodecanese Hidden Gems Tour

Set sail on a one-week Aegean cruise through the Dodecanese, exploring hidden coves, sacred sites, and authentic islands from Kos.

Trip Highlights 7 featured moments
Pserimos
Kalymnos
Leros Bay
Lakki
Lipsi
Patmos
Levitha

Itinerary

Set sail on a one-week Aegean cruise through the Dodecanese, exploring hidden coves, sacred sites, and authentic islands...

DAY 1 Embark in Kos
DAY 2 Pserimos - Kalymnos
DAY 3 Kalymnos - Leros
DAY 4 Leros - Lipsi
DAY 5 Lipsi - Patmos
DAY 6 Patmos - Levitha
DAY 7 Levitha - Kalymnos Bay -...
DAY 8 Departure Day
DAY 1

Embark in Kos

Day 1 Dinner

Our North Dodecanese cruise starts with boarding at 17:00 at Kos Marina, and disembarkation takes place exactly one week after embarkation at 09:00.

You can spend your first evening settling into your cabin, meeting the crew, and enjoying the lively atmosphere of Kos Town. Highlights of the day include welcome drinks, dinner on board, an opportunity to explore Kos by night, and an overnight stay in Kos Marina.

Embark in Kos
DAY 2

Pserimos - Kalymnos

Day 2 Breakfast,Lunch

Following breakfast, we set sail towards the small island of Pserimos for a refreshing morning swim in the crystal-clear waters, followed by a relaxing lunch served on board.

Afterwards, our journey continues towards Kalymnos, an island world-famous for its fascinating sponge-diving history, dramatic limestone cliffs, and the scenic, fiord-like harbor setting of Vathi or Pothia.

Upon arrival, you will have ample time to explore the charming Kalymnos town and waterfront before settling in for a peaceful overnight stay right in the harbor.

Pserimos - Kalymnos
DAY 3

Kalymnos - Leros

Day 3 Breakfast,Lunch

After departing Kalymnos following breakfast, we cruise towards Leros, an island known for its unique Italian-influenced Neoclassical architecture around Lakki Bay and idyllic beaches near Panteli.

Your day will feature a relaxing swim stop in a secluded Leros bay, accompanied by lunch served on board.

In the evening, you can head ashore to explore the striking architecture of Lakki harbor, visit the historic hilltop Castle of Panteli by night, or enjoy a traditional waterfront meal before settling down for an overnight stay in Leros.

Kalymnos - Leros
DAY 4

Leros - Lipsi

Day 4 Breakfast,Lunch

In the morning, we set sail for the tranquil island of Lipsi, famous for its quiet turquoise bays like Platis Gialos and its serene village center that offers a truly relaxing atmosphere away from the crowds.

Your afternoon can be spent unwinding on pristine beaches, complemented by a delightful lunch served on board and a refreshing swim stop at Platis Gialos Bay.

In the evening, you have the opportunity to explore Lipsi village and savor freshly caught seafood before settling in for a peaceful overnight stay in the harbor.

DAY 5

Lipsi - Patmos

Day 5 Breakfast,Lunch

Today we head towards Patmos, one of Greece's most sacred and historically significant islands, with a relaxing swim stop in Patmos Bay and lunch served on board.

In the afternoon and evening, you can explore Chora to discover the UNESCO World Heritage-listed Monastery of Saint John the Theologian and the Cave of the Apocalypse, followed by dinner overlooking the historic harbor.

Highlights of the day include visiting Chora and the Monastery of St. John by night before settling in for a peaceful overnight stay in Patmos.

DAY 6

Patmos - Levitha

Day 6 Breakfast,Lunch,Dinner

After leaving Patmos, we sail to Levitha, a secluded and virtually uninhabited islet known for its tranquil nature and reliable shelter from Aegean winds.

You can enjoy a full day immersed in pristine nature, featuring a refreshing swim stop in Levitha Bay and lunch served on board. As evening falls, the experience continues with a relaxed dinner at the island's single family-run taverna, followed by a quiet overnight stay anchored in Levitha Bay.

DAY 7

Levitha - Kalymnos Bay - Kos Town

Day 7 Breakfast,Lunch

We begin our long, scenic sail south back toward Kos, stopping along the way in a secluded bay off Kalymnos for a refreshing swim and lunch served on board.

We arrive at Kos Marina in the late afternoon, giving you ample time to explore any remaining sights in Kos Town and enjoy a final farewell party and dinner either on board or ashore. Highlights of the day include the scenic coastal cruise, a relaxing swim stop, and a memorable evening in Kos Town before settling in for our final overnight stay in Kos Marina.

DAY 8

Departure Day

Day 8 Breakfast

As the sun rises over the marina, our journey around Kos and the Dodecanese comes to a close. Take your time to savor a final, delicious Mediterranean breakfast on board, soaking in the view one last time.

Disembarkation takes place at 09:00 AM where we say our final goodbyes. 

Included and Excluded

Included

  • Transportation by Gulet boat
  • 7 nights gulet accommodation in a double cabin
  • Services of captain and supporting crew
  • 7 Breakfasts, 6 Lunches, 2 Dinners (day of 2nd dinner may vary)

Excluded

  • International Flights
  • Airport transfers
  • Port Fees (€100.00 per person, payable at the start of your trip)
  • Government imposed cruise tax (€50.00 per person)
  • Pre/Post tour Accommodation
  • Compulsory Travel Insurance
  • Suggested optional activities
  • Tips - Captain and Gulet crew
  • Drinks, snacks and personal expenses

Notes

  • Gulet cruises and itineraries are subject to alterations while en-route or before departure. These are subject to the final decision of the boat captain and out of our control and may be made at short notice due to weather conditions, the number of other boats in certain bays or other practical reasons. The same overall experience will be maintained.
  • Port Fees ((€100.00 per person, payable at the start of your trip)

Departure Dates

Guaranteed departures with confirmed dates. Book early to secure your preferred date.

Departure Date Return Date Availability From price Notes
No departure dates currently available.
No departure dates currently available.
Private Tours

Private Tailor-Made

Travel exclusively with your family or friends on a private tour tailored to your pace and preferences.

  • Flexible dates
  • Personalized experience
  • Premium comfort

Frequently Asked Questions

Frequently asked questions for this tour are being updated. Please contact our team if you need help before booking.

Still have questions?

Contact our travel team.

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Traveler Reviews

4.7
Excellent
Based on 1,738 reviews
5
80.9%
4
12.6%
3
3%
2
2.2%
1
1.3%
92% of travelers recommend this tour
AB
Angela B
Egypt
Aug 01, 2023
Our recent Discover Egypt tour was just magic! A brilliant tour of Egypt's amazing ancient History. With a few extra excursions, we added the Roman and Greek history and more 'recent' Christian and Islamic time. The reps in the cities were beyond amazing. They made themselves available 24/7 and would move Heaven and Earth to make us happy! I particularly need to mention Hassan in Cairo and Mohammed in Hurghada. They looked after us as if we were their family.
Also our tour guide from Aswan to Luxor, Emad Aiad, was brilliant! Hilarious and so knowledgeable. He tailored the days to work for our family and we have learnt things we will never forget. Fayid in Cairo, was also exceptional and also arranged the tour to work for us best.

In addition, we were expecting a big group but ended up having a private tour around Egypt. This was so special. Fantastic holiday. It made travelling easy!!
LM
Lakisha M
Egypt
Jul 01, 2023
My husband and I previously used Encounters Travel for a vacation to Egypt and Greece and therefore jumped at the opportunity to use them for our journey to Jordan. The expectations bar was high given our previous trips being absolutely amazing and something we wanted to replicate in many areas. Our trip to Jordan delivered on those expectations! From the encyclopedic knowledge of our guide, Omar, who explained the historical significance of various sites encompassing the folklore of the civilizations responsible for such wonders as the temples, amphitheaters around Amman, As-Salt, Jerash, all the way to the remoteness of Wadi Rum. Plus, who could forget the marvels of Petra with its Hellenistic design. The highlights were many. One of which was floating on the waters of the Dead Sea being magical. Omar also kept the entire group updated via What's App.

One improvement or thing to note is the preservation of water in Jordan might mean if you're taking a shower at a particular hour expect it to be freezing cold. During the trip, we were provided bottled water; however, the water was never cold. It would have been nice if the refrigerated unit used to hold the water on the coach bus worked and would keep the water cold.

The expectations for the culinary choices were something my husband and I were particularly thrilled with offerings such as Makloubeh. Nothing could beat the desert item called Kanafeh which was scrumptious and if you're into Baklava, there is no shortage of places to purchase.

Encounters Travel gets both thumbs up for the trips and locations they put together and we will definitely use them for future travel adventures.
C
Coachman16
Italy
Oct 01, 2019
We just returned from our Oct 6 - Oct 20 Encounter Tours Best of Italy and Greece. What a FANTASTIC experience! Every aspect of the trip was exceptional. The hotels were all as advertised, 4 Star and centrally located. The transportation was always on time, in a nice vehicle and with a pleasant driver. The food at each breakfast was plentiful, full of choices and very tasty. All tours were “Skip the Line” so we never had to wait. The groups were very small and the tour guides were very polite, knowledgeable and spoke excellent English (our language). We were allowed to make trip modifications at very nominal cost. For example, our trips to Florence and Venice were on a fast train instead of a bus. We flew to Greece from Venice rather than take the ferry. Chevy was always available. I had a few questions and he responded within a few hours and answered our questions perfectly. We will definitely consider working with Encounter Tours and Chevy again. We expected a glitch or two over the 2 weeks, but experienced a 100% perfect experience. Thanks for everything and memories we will never forget.
L
L5985SDpeterc
Egypt
Oct 01, 2018
I have had the pleasure of experiencing many of the Mayan, Greek and Roman architectural monuments around the world. So I was quite keen on experiencing first-hand the Egyptian treasures. No photo or HD documentary can do justice to what you witness in Cairo, Luxor or Aswan! I convinced two good friends to tag along for this journey (we also added Israel with a very easy Air Sinai 45 minute flight to Tel Aviv!) and had the time of our lives. Mind you---this is not a "sit in the sun trip" ---this is getting up early to hop on early flights at the airport or getting to the hot air balloon launching pads before the sun rises----its a true Egyptian ADVENTURE. Comfy sneaks are imperative because there is lots of rigorous walking over uneven terrain in very warm conditions. Only casual wardrobe is necessary. Encounters made is all very easy ---with very organized/professional transfer agents on the ground, hotels and guides. We NEVER felt unsafe or uncomfortable. The Egyptian people have an amazing twinkle in their eye and can be unabashedly warm-hearted. For most of our trip we had Housam as our trusted guide----he is very knowledgeable and has a great sense of humor----so much fun to be in his company. There is a lot of history to be covered on this trip---and he makes it an enjoyable lesson. Jump at the chance to take advantage of this marvelous journey thru Encounters!----now with all that said----please keep the following in mind:
- We visited in early October and it was still over 100 degrees on some days
- Drinks LOTS of water---I had a kidney stone attack--which can come from dehydration----Experiencing the local hospital was another "adventure" ---Housam and the doctors at Aswan's Mission Hospital were TERRIFIC. Just keep in mind that the local ambulances don't have any equipment on them---so get doctor's care first!
- Le Meridian Hotel--best to ask for the upgrade room. Spa services great and inexpensive. The DOLLAR goes very far in Egypt!
- TIPPING is part of the culture--take this very seriously and keep small bills ALWAYS handy--ATM's only dispense big bills---and difficult to find ATM that would allow credit cards.
- The local merchants can BADGER you to death--you MUST not give them any attention---which can be sometimes difficult to do.
-If at all possible--I would try to research hieroglyphics---to have some basic knowledge--it would so increase your interpretative skills at the historic sites.
- Luxor's Winter Palace Hotel and Aswan's Cataract Hotel (both Sofitel properties) were great places for lunch and wonderful old world glamorous hospitality.

Happy travels-------peter
2
212joan
Egypt
Oct 01, 2017
Waleed guides us through limestone, alabaster, and marble antiquities.
And in a short time we forget present day iniquities.

We follow the route of the Pharaohs and Nile.
While listening to his stories, we are left beguiled.

Greece has its athenaeum, and Rome its Coliseum.
Now we stand awed before pyramids and mausoleums.

Through a Nubian dinner and a felucca cruise,
This exceptional man becomes our muse.

We discover Aswan, Abu Simbel, and Luxor,
And we take from our guide his wisdom and more.

The kings and the pharaohs become our best friends,
As we all point at Ramses with our zoom lens.

Constantly with us are the desert and Red Sea.
We swim and absorb, and converse over tea.

In only nine days there are so many sights,
As Waleed encourages us to climb to new heights.

We have been blessed with this brilliant and exceptional guide.
Whose country and history energize him with pride.

We thank the heavens for his skills and enthusiasm.
For Waleed has indeed found his guiding passion.

Accommodation

The hotels and accommodations listed below are the ones we most often use on this tour. From time to time we may exchange these for similar properties at the same level.

Options

Our tours are designed to include all that you need to enjoy a really special time in the country you're visiting. However, we do also offer some extra options to complement the tour and add some additional sightseeing or activities, or some extra time at either end of the tour.

All accommodation based options (e.g. Single supplements, extra nights, upgrades) should be booked and paid for in advance so that we can make the appropriate arrangements. Most other options can be booked and paid for in advance or while you are on the tour, though we recommend booking in advance to ensure there are no issues with availability.

Most options are priced the same throughout the year, though some may have seasonal pricing or minimum number requirements - our sales team will advise the final pricing based on your travel date and number of passengers on your booking.

No optional extras are currently listed for this tour.

Tour Notes

The detailed Tour Notes below provide important practical information about how the tour runs, what to expect, and how to prepare for your holiday.

1. Gulets in Greece

Spending a few days on a traditional gulet (a handmade, motorised wooden yacht) is one of the highlights of exploring the Greek Islands. You can enjoy plenty of swimming and snorkelling and explore loads of natural and historical sites along the way. As you cruise you can sunbathe on the deck, or read a book or play games on the cushioned seating in the shadow of the aft deck.

Most of the gulets we use feature an interior salon/bar area, both indoor and outdoor eating areas, and a fully equipped galley. The gulets we use in Greece generally carry up to 25 passengers, in 9 cabins (on our Mykonos Gulet, we use a larger vessel carrying up to 46 passengers). All cabins have ensuite toilet & shower facilities. Please note that the shower in Standard cabins is in the form of a wet room, whereas the Premium Cabins have a separate shower cubicle. Single or twin bedded cabins are not generally available unless we have an odd number of people travelling so be prepared for a same-sex room share if you are travelling alone (where a same sex room share cannot be arranged, a single cabin supplement will be applicable). This being said, many people choose to sleep under the beautiful Mediterranean sky on mattresses on the deck, and only use their cabins as a wardrobe.

Premium Cabins: Where premium cabins are offered, these are the same as standard level cabins, the difference relates to the bathroom facilities, where standard cabins have a wet-room and premium cabins have a separate shower cubicle.

The gulets we use are motorised pleasure craft with sails, and while they can manoevre under sail, the majority of the time the motor will be used. This is particularly the case during July and August when winds are very low. Strong winds also cause them to bank steeply and so time actually under sail is generaly very limited. These are not sailing vessels where you are expected to help with the rigging or take part in sailing as an activity. 

The gulets come with facilities for both outdoor and indoor dining. There are freezers to keep drinks cold, a CD/cassette player (so bring your music!), snorkels and masks, fishing lines and some board games.

You will need to bring your own beach towel and other personal items with you. Charging points are available for your electronic devices in your cabin (you will need to bring an adapter).

Health & Safety:
A dinghy with outboard, a ship-to-shore radio, mobile telephone and life jackets are also provided.
Please keep away from ropes and hawsers while sailing. Do not jump into the sea while the engine is running. In case of fire please check the position of your nearest life jacket and fire extinguisher - alert everybody on board and put on your life jacket immediately.
All the gulets we use are government approved with fully qualified captains.

Accessibility:
The boats we use are not suitable for passengers with special mobility needs. Embarkation gangways do not fit all types of wheelchairs and cabin bathrooms and staircases have restricted space and are generally unsuitable for people with limited mobility. 
If you have other physical disabilities please contact us with any queries. It is expected that any passengers requiring special attention, assistance or treatment will be travelling with an escort. 

Final details: 
We will receive the final boat name and exact docking location from the boat captain a week before the trip starts. You should therefore expect to receive this information from us, along with your final tour confirmation voucher with emergency contact info, 6 days before your trip starts, rather than our normal 2 weeks. 

2. Group Size/Tour Leaders/Guides
3. Dates & Prices
4. Transport
5. Accommodation
6. Tipping
7. Health and Vaccinations
8. Entrance fees, Hotel fees & permits
9. Time
10. Language - Greece
11. Passports and Visas
12. Money
13. What to take
14. Transfers
15. International flights
16. Booking & Payment
17. Financial Security
18. Responsible Tourism
19. Follow Us Online
20. Travel Insurance
21. Before you travel
22. Reduce Plastic Waste with Water-to-Go Filter bottles
23. Private & Tailor-made Tours
24. Voltage

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