Hike & Cruise the Dodecanese: Kos to Rhodes by Gulet

Hike & Cruise the Dodecanese: Kos to Rhodes by Gulet
ACTIVE PERIOD
Sunday to Saturday : May - June - September - October
DIFFICULTY LEVEL
2
DURATION
7 days
Hike & Cruise the Dodecanese: Kos to Rhodes by Gulet
Price from €3200
PRICE FROM € 3200 - DECLARE INTEREST

Overview

Embark on an unforgettable Hike & Cruise adventure through the Dodecanese Islands, where every day brings a new landscape and a new story. Explore Kos’ historic streets, hike along the steaming volcanic crater of Nisyros, wander through the serene villages and wild beaches of Tilos, and discover the colorful harbors and pine-scented trails of Symi.

Traveling aboard a traditional gulet, you’ll glide between islands in comfort, stopping to swim in hidden bays, enjoy fresh local cuisine, and soak in panoramic Aegean views. Each hike is carefully chosen to highlight the natural beauty, cultural landmarks, and tranquil charm of these islands, offering a perfect balance of activity, discovery, and relaxation.

Experience the Dodecanese from sea and shore, walking through landscapes shaped by volcanoes, olive groves, and centuries of history, and return each evening to the comfort of your floating hotel under the stars.

Day 1
Arrival in Kos - Cruise to Nisyros
Day 2
Hike Nisyros - Cruise to Tilos
Day 3
Hike Tilos
Day 4
Cruise to Symi - Hike
Day 5
Symi Cooking Class
Day 6
Cruise to Rhodes
Day 7
Departure

Activities / Schedule

Arrival in Kos - Cruise to Nisyros

Start your adventure in Kos by meeting your guide and safely leaving your luggage at the hotel. Begin with a walking tour of Kos Old Town, where cobbled streets, bustling squares, and historic landmarks tell the story of the island’s past. Discover the medieval castle, the ancient Agora, and charming local shops. Pause to enjoy lunch at a traditional taverna, tasting authentic Greek flavors.

In the afternoon, board the gulet and sail toward Nisyros. Feel the gentle sway of the boat as you cross the sparkling Aegean and admire the islands on the horizon. Upon arrival, relax on deck, enjoy dinner on board, and optionally explore Mandraki, a picturesque village with narrow lanes and seaside charm.

Cruising: 24 N.Miles (approx. 3 hours)

Lunch taverna / Dinner on board

Hike Nisyros - Cruise to Tilos

After breakfast on board, transfer to Nikia, a picturesque village perched on the northern slopes of Nisyros. From here, your volcanic adventure begins. Hike along rugged trails that lead you to the Stefanos Crater, the island’s active volcano. Feel the heat of fumaroles, admire the vivid volcanic soils, and marvel at the jagged rock formations. The panoramic views over the Aegean islands and the crater itself make for a truly unforgettable experience.

After exploring the crater, follow the trail back to Nikia, completing a scenic circular hike that immerses you fully in the volcanic landscape. Return to the gulet for a relaxing lunch on board before setting sail to Tilos, enjoying the sparkling waters of the Aegean along the way. Dinner is on your own in Livadia, giving you time to explore the island at sunset.

 

Hiking: 7 km: Nikia – Volcano – Circular Route (Actual hiking time 3.5 hours & the visit to the volcano)

Cruising: 18 N.Miles (approx. 2.5 hours)

Lunch on board / Dinner on your own

Hike Tilos

After breakfast on board, set out for your next adventure on Tilos, recently awarded the title of the Environmentally Greenest Island in the Mediterranean, powered entirely by solar and wind energy. After a short sailing across the sparkling Aegean and a refreshing swim, you arrive at Livadia, the island’s picturesque main port, where today’s hike begins.

The trail from Livadia takes you along the stunning coastline, passing beautiful beaches, including a red-sand beach, a rare and striking natural wonder. Continue to Lethra Beach, a green, tree-lined paradise, perfect for a pause to enjoy the serene surroundings. From here, begin the ascent to Mikro Chorio, a small village whose narrow alleys, green courtyards, and abandoned houses tell the story of a once-bustling community. Today, only goats roam the quiet streets, and during summer months, a small bar allows visitors to wander this picturesque “ghost village”.

After soaking in the village’s unique charm, descend back to Livadia along trails that reveal sweeping views of the island and Aegean Sea, completing a hike that truly captures the essence of Greece — from wild coastline to tranquil villages, and from pristine beaches to historic settlements.

Return to the gulet for lunch on board, while dinner is on your own, giving you time to relax and enjoy Livadia’s peaceful harbor.

Return to the gulet for lunch on board, and enjoy dinner on your own while relaxing in Livadia harbor.

Hiking: 7.2 km: Livadia – Mikro Chorio – Livadia (Actual hiking time 3.5 hours)

Lunch on board / Dinner on your own

Cruise to Symi - Hike

After breakfast, set sail toward Symi, stopping at the secluded Agios Emilianos Bay for a refreshing swim in crystal-clear waters and a light lunch on board. From here, your hiking adventure begins. Follow scenic trails through a fragrant pine forest, alive with aromatic herbs and dotted with small chapels, as you make your way toward the historic Agios Roukouniotis Monastery, a fortified complex dating back to the 15th century.

Along the route, pass St. John Church, perched above the turquoise waters and offering stunning views of the distant mountains — a perfect spot to pause, reflect, and capture unforgettable photos. Continue to the monastery of Agios Roukouniotis and the Old Windmill viewpoint, where the sun casts its golden glow over the Turkish Coastline.

After soaking in the breathtaking views, a short transfer brings you to Gyalos Town, where you rejoin your gulet. Dinner is on your own, allowing time to stroll the charming harbor streets or unwind on deck under the Aegean sky.

 

Cruising: 30 N.Miles (approx. 5 hours – stops included)

Hiking: 5.8 Km (Actual hiking time 3 hours)

Lunch on board / Dinner on your own

Symi Cooking Class

After a leisurely breakfast on board at Gyalos, we step into the flavors of Symi with a hands-on cooking class. Using fresh, local ingredients sourced from the island, you’ll learn to prepare traditional Greek dishes — from vibrant salads and meze to classic mains — guided by experienced local chefs. It’s a chance to discover the secrets of Greek cuisine, taste your creations, and connect with the island’s culinary culture.

The afternoon is free to explore Symi at your own pace. Wander through the colorful streets, discover hidden corners and charming shops, or simply relax by the picturesque harbor, soaking in the island’s unique atmosphere. Dinner on board.

Lunch in a taverna / Dinner on board

Cruise to Rhodes

On the last day of our Hike & Cruise the Dodecanese Islands, we sail to Rhodes. Rhodes is the largest island of the Dodecanese and boasts the richest history. On our way we will have the opportunity to swim in some more bays, like St George Disalonas (on Symi Island) and enjoy a delicious lunch on board, before reaching Mandraki harbour. Entering the harbour is a truly unique experience due to views of the walls that surround the Old Medieval Town. Your guide will take you out for a last farewell dinner to finish off this adventure in an amazing way.  

Sailing: 25 N.Miles (approx. 3.5 hours)

Walking: 2 Km (Actual walking time 1.5 hours)

Lunch on board / Dinner in a taverna

Departure

Enjoy a final breakfast on board before departure. Optional post-stay arrangements in Rhodes are available if you wish to extend your exploration of the island.

Important Info

In a glance

SURFACE AREA
Dodecanese Islands
CURRENCY
euro (€)
TIMEZONE
UTC+02:00 (EET)

Highlights

  • Nisyros Volcano – Walk along the dramatic Stefanos Crater.
  • Tilos Trail – Hike past beaches, valleys, and the “ghost village” of Mikro Chorio on Greece’s first fully sustainable island powered by solar and wind energy.
  • Historic Kos – Explore old town streets, castles, and ancient ruins.
  • Charming Symi – Wander pine forests and colorful harbors, plus a Greek cooking class.
  • Gulet Island-Hopping – Sail between islands with swims, sunbathing, and breathtaking Aegean views.

Prices

From 3200 euro per person. 

For more information, including pricing, please get in touch. Rates per person vary by travel month (May–October or June–September) and group size (8–12 guests).

 

General Information

Pre- and Post-Tour Stays
To make your journey even more relaxed, we are happy to arrange additional nights in Kos or Athens before the tour begins, allowing you to arrive at an easy pace and start your adventure well rested. Likewise, we can organize extended stays in Rhodes after the tour, with a choice of carefully selected locations and accommodations. Whether you wish to explore more of Greece, enjoy extra time by the sea, or simply unwind, just contact us and we’ll take care of the details.

Equipment

Please consider taking along the following items on your trip. This is not a fixed list, but more of a guideline, so feel free to add and remove items as you see fit.
Greece has a temperate climate. Base your clothing on the “layering system”, if it is hot you can “peel off” layers quickly, if it is cooler and windy you can quickly “dress up”.

Luggage

  • Duffel bag or rolling luggage
  • Day pack to carry camera, water bottle and snacks etc.
  • Luggage locks and tags

Outerwear

  • Mid-weight polar fleece sweater
  • Rain jacket and rain pants, or poncho

Clothing

  • Hiking shorts
  • Casual clothing made of light-weight fabrics
  • T-shirts
  • Long-sleeve shirt
  • Hiking pants, loose and easy to move in
  • Underwear
  • Swimsuit

Clothing Accessories

  • Sun hat or baseball cap

Footwear

  • Lightweight and supportive hiking boots, broken-in with good ankle support
  • Beach sandals
  • Casual, comfortable shoes for evening

Accessories

  • Sunscreen and lip protection
  • Sunglasses and retainer strap
  • Beach towel

Optional Accessories

  • Security pouch or money belt
  • Trekking poles or walking staff
  • Camera, memory and batteries
  • Travel pillow
  • Motion sickness remedies
  • Personal first-aid kit
  • Insect repellent (lowrisk)
  • Electrical adapter plug/converter

The lighter you travel, the easier you travel. Use your best judgment and pack as lightly as possible. You will appreciate light luggage towards the end of your trip.

Hike & Cruise the Dodecanese: Kos to Rhodes by Gulet

Price from €3200

DECLARE INTEREST

FAQs

What should I bring with me?

  • What is listed above in Equipment section

What's the meeting point & time?

Meeting Point: Kos Port

Time: 10.00 am

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