Island Hopping in the South Greek Aegean Sea

7 nights
20 miles/day
Guided from EUR € 2201
Countries: Greece and Turkey
Rider Level: Leisure Electric bike tours Bike and boat tours

Island Hopping in the South Greek Aegean Sea

Rider Level: Leisure Electric bike tours Bike and boat tours

7 nights
20 miles/day

Guided from EUR € 2201
Bike and Boat Tour aboard Admiral or Boreas
Countries: Greece and Turkey

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  • Cycle Greece's Dodecanese Islands from Bodrum on an Unforgettable E-Bike and Boat Tour.

    Set sail on an unforgettable bike and boat tour through the stunning South Aegean! This tour takes you to some of the most beautiful islands in Greece and Turkey, where sparkling blue waters, charming villages, and scenic coastal rides await.

    Starting in Bodrum, you'll head to the lively Island of Kos, home to ancient ruins and sandy beaches. Next up is Nisyros, where a dramatic volcanic crater makes for an epic ride. On Tilos, tranquility reigns, with quiet roads and untouched nature, while Chalki charms with its pastel-hued harbor and laid-back vibe. The colorful Island of Symi is a feast for the eyes, perfect for a swim or a stroll, before your tour reaches a spellbinding finale on the Datça Peninsula, a hidden gem with rugged landscapes and breathtaking views.

    With the perfect mix of cycling, sailing, and exploring, this tour is all about soaking up island life at its best!

    • Island of Chalki viewed from the sea, Greece. Unsplash:Gary Parfoot
    • Cocktails by a swimming pool, Island of Kos, Greece. Unsplash:Martijn Hendrikx
    • Volcanic crater, Island of Nisyros, Greece. Unsplash:Margit Umbach
    • Restaurant in Bodrum, Turkey. Unsplash:Gokhan Polat

    View more photos

    Highlights

    • Island of Kos - Ancient Greek & Roman landmarks
    • Island of Nisyros - Vast volcanic crater
    • Island of Tilos - Greece's greenest island
    • Island of Chalki - Tiny island with secluded beaches
    • Island of Symi - Colorful neoclassical waterfront
    • Datça Peninsula - Stunning, serene coastline
    • Ascelepion - Hippocrates' ancient healing temple
    • Castle of Spiliani - 14th-century hilltop monastery
    • Bay of Knidos - Ancient history & crystal-clear waters


    Island Hopping in the South Greek Aegean Sea

    Photos 

  • Tour Photos


    Island Hopping in the South Greek Aegean Sea

     Tour Description Daily Program 

  • Daily program

    Day 1: Arrival in Bodrum (or Yalı Çiftlik)
    Arrive in Bodrum, where your beautiful adventure begins! If you’re flying into Bodrum, a group transfer from the airport is available (just let us know in advance). Alternatively, you can fly into Kos and hop on a ferry to Bodrum—just make sure your flight lands before 2 PM to catch the connection.

    Spend the evening soaking up Bodrum’s lively atmosphere, sipping a classic Turkish tea, or wandering through the charming old town. Later, meet your fellow travelers over a delicious group dinner onboard.

    Note: If you’re on the Admiral, you’ll embark in Yalı Çiftlik, a peaceful village just outside Bodrum. A transfer will be arranged to take you there.

    Day 2: Island of Kos (23 mi. / 38 km)
    After breakfast, set off on a short cruise to Yalı Çiftlik, where your first ride begins. Pedal through fragrant pine forests, stopping for a quick coffee break in Camlik before continuing through olive groves to the traditional village of Etrim. Here, you’ll see how locals have kept their semi-nomadic lifestyle alive for generations. Enjoy a tasty local lunch before cycling back to Yalı Çiftlik, where your boat awaits to take you to Kos.

    Once you dock, you’ll have time to explore Kos Town—packed with history from Roman ruins to Ottoman mosques. In the evening, you can kick back in one of the town’s buzzing cafés or bars.

    Day 3: Island of Kos – Island of Nisyros (19 mi. / 30 km)
    Start the day with a ride to Asclepion, the world-famous ancient healing center tied to Hippocrates, the father of modern medicine. After exploring, cycle back along the coast to Kos Town where you’ll hop back on board and cruise toward the stunning volcanic island of Nisyros.

    Day 4: Island of Nisyros – Island of Tilos (19-25 mi. / 30-40 km)
    Today’s ride is truly epic. You’ll bike up to Nikia, a picture-perfect village perched on the rim of the Stefanos Crater, sitting at 1,400 ft (430 m) above sea level. The views from here are fascinating! Take in the sights of steaming sulfur springs, wander through charming whitewashed streets, and soak in the peaceful atmosphere before heading down into the crater itself.

    After the ride, you’ll return to Mandraki, Nisyros’ charming little port town, where your boat will be waiting to sail you to Tilos, an island steeped in history and wild natural beauty.

    Day 5: Island of Tilos – Island of Chalki (14 mi. / 22 km)
    Start the day with a scenic ride from Livadia to Megalochorio, where those with an interest in history can check out the Pygmy Elephant Museum. Afterward, enjoy lunch onboard as you cruise to the peaceful island of Chalki, where colorful neoclassical houses and a slow-paced vibe make it the perfect place to unwind.

    Day 6: Island of Symi (16 mi. / 25 km)
    This morning, sail to Panormitis Bay on Symi, home to a beautiful monastery worth a quick visit. Then it’s time to tackle a scenic climb full of switchbacks, leading to breathtaking island views (don't worry - your e-bike will take the strain)!

    Your ride ends in Symi Town, a postcard-perfect harbor filled with neoclassical mansions and waterfront tavernas. In the evening, take a hike up to the old town for stunning sunset views over the bay, followed by dinner in a tucked-away taverna.

    Day 7: Datça Peninsula – Bodrum (26 mi. / 41 km)
    After a morning cruise, you’ll arrive on Turkey’s stunning Datça Peninsula for your final ride—a gorgeous coastal route leading to the ancient ruins of Knidos, a once-thriving city dating back to the 4th century BC. Wander through its well-preserved amphitheater and soak in the history before enjoying lunch with a sea view.

    Depending on departure schedules, you’ll either spend the night in Knidos or sail back to Bodrum. Tonight, enjoy a farewell dinner with your fellow travelers and guides, celebrating an incredible journey.

    Day 8: Departure from Bodrum (or Yalı Çiftlik)
    After breakfast, it’s time to say goodbye. If you’re flying out of Bodrum, a group transfer to the airport can be arranged. If you're traveling home from Kos, the ferry leaves at 9:15 AM—just be sure your flight is no earlier than 1 PM.

    Note: If you’re on the Admiral, disembarkation is in Yalı Çiftlik.


    Mountain Biking Option

    Interested in off-road adventures? A mountain bike version of this tour runs simultaneously, with one guide leading the e-bike/road bike group whilst another takes a MTB group on more challenging trails. Get in touch for details!


    Optional 4-Day Extension in Istanbul

    Day 1: Arrival in Istanbul
    A private transfer will take you to your hotel in the 'City on Seven Hills'. Istanbul is famous for being the only city in the world that spans two continents - Europe and Asia.

    Day 2: Ancient Istanbul
    Visit the Hagia Sophia, Topkapi Palace, and the Blue Mosque, then explore the Basilica Cistern and the ancient Hippodrome.

    Day 3: Modern Istanbul
    Enjoy a boat ride on the Bosphorus, check out the Galata Tower for panoramic views, and wander through the artsy district of Beyoğlu.

    Day 4: Departure from Istanbul
    Bid farewell to Istanbul as a private transfer takes you to the airport.


    Island Hopping in the South Greek Aegean Sea

     Photos Accommodation 

  • Accommodation

    Boats

      The Admiral is a stunning Turkish gullet with three majestic masts and sails. It offers 15 roomy guest cabins equipped with AC and private bathrooms, all adorned with beautiful wood. The ship features a cozy salon and a well-stocked bar for relaxation and socializing. Read more

      Overview

      • 15 cabins (11 - 13 square meters)
      • Luxurious wooden interior
      • A swimming platform
      • Tables and chairs on the upper deck for outdoor dining
      • Spacious outdoor deck with upholstered seating and lounge chairs
      • Wifi (only available in Turkey)

      Explore the Aegean Sea aboard the Boreas, a luxurious Turkish gulet crafted for ultimate comfort and relaxation. This elegant sailing yacht features two majestic masts and pristine white sails, making it ideal for cruising the stunning islands and bays of Turkey and Greece. Read more

      Overview

      • Spacious outdoor deck with upholstered seating and lounge chairs
      • Swimming ladder
      • Daily cabin service and mid-week towel and bedding change
      • Large tables and chairs on the upper deck
      • Various water sports equipment available to borrow on board

    Island Hopping in the South Greek Aegean Sea

     Daily program Bikes 

  • Bikes

    Standard Touring Bike (Gravel Bike)

    Canyon Grizl 6 RAW

    • Shimano GRX FC-RX600-10 & GRX RD-RX400 gears
    • Canyon Grizl 6

    Electric Bike

    GIANT Explore E+ 2 STA

    • Giant SyncDrive Sport 2 Yamaha motor
    • 9-speed shifter
    • GIANT Explore E+ 2

    Island Hopping in the South Greek Aegean Sea

     Accommodation Dates & Prices 

  • Dates & Prices

    Questions about pricing or options? Call +1-215-613-0874 to talk to a Tour Advisor now.




    Jun 7, 2025Jun 7, 2025 (2 cabins left)Admiral from 2494Book
    Sep 6, 2025Sep 6, 2025 (fully booked)Admiral from 2694
    Oct 18, 2025Oct 18, 2025 (fully booked)Boreas from 2344
    Apr 17, 2026Apr 17, 2026 (15 cabins left)Boreas from 2201Book
    May 1, 2026May 1, 2026 (11 cabins left)Boreas from 2451Book
    May 15, 2026May 15, 2026 (15 cabins left)Boreas from 2701Book
    May 29, 2026May 29, 2026 (14 cabins left)Boreas from 2701Book
    Jun 12, 2026Jun 12, 2026 (12 cabins left)Boreas from 2701Book
    Jun 26, 2026Jun 26, 2026 (15 cabins left)Boreas from 2701Book
    Sep 4, 2026Sep 4, 2026 (15 cabins left)Boreas from 2901Book
    Sep 18, 2026Sep 18, 2026 (15 cabins left)Boreas from 2901Book
    Oct 2, 2026Oct 2, 2026 (15 cabins left)Boreas from 2901Book
    Oct 16, 2026Oct 16, 2026 (fully booked)Boreas from 2451

    Required fees (not included in prices):

    • 2025 Port & Transit Tax: € 250/person (for tours in 2025)
    • 2026 Port & Transit Tax: € 200/person (for tours in 2026)

    Pricing details and extra options

    Season B

    Season C

    Season A

    Extra options

    • Extra options
      Meals
      Special dietary requirements
      Gluten-free, lactose-free, or vegan
      70
      Extension in Istanbul
      Minimum 2 participants
      Price
      Double occupancy 1190
      Single occupancy 1750
      Group Transfers
      Available on embarkation/disembarkation days only, minimum 2 persons.
      Price
      To/from Bodrum Airport 45
      Discounts Price
      Children
      under 16 yrs old in a double occupancy cabin
      Discount -200
      Exclusive transfers on request.
      Extra nights in Bodrum on request.

    Season A

    Season B

    Season C

    Season D

    Extra options

    • Boreas
      Meals
      Special dietary requirements
      Gluten-free, lactose-free, or vegan
      70
      Extension in Istanbul
      Minimum 2 participants
      Price
      Double occupancy On request
      Single occupancy On request
      Group Transfers
      Available on embarkation/disembarkation days only, minimum 2 persons.
      Price
      To/from Bodrum Airport On request
      Discounts Price
      Children
      under 16 yrs old in a double occupancy cabin
      Discount -200
      Exclusive transfers on request.
      Extra nights in Bodrum on request.

    Included services

    8-Day Tour

    • 7 nights' accommodation aboard Admiral or Boreas
    • Breakfasts
    • 7 days w/ lunch or dinner
    • Drinking water (on board)
    • Guided bike tours & sightseeing
    • E-bike w/ Ortlieb saddle bag
    • Overview maps (on board)
    • Entrances to museums & archaeological sites (group visit only)
    • English-speaking guide

    4-Day Extension in Istanbul

    • 3 nights' accommodation in a boutique hotel in Istanbul
    • Breakfast
    • Private airport transfers (arrival and departure)
    • Entrance fees to Hagia Sophia, Topkapı palace (incl. Harem and Hagia Irene), Basilica Cistern and Galata Tower
    • Bosporus boat tour
    • Visit to the Grand Bazaar
    • 2-day guided cultural tour with English-speaking guide
    • Detailed travel information booklet

    Tour Company


    Island Hopping in the South Greek Aegean Sea

     Bikes Other Details 

  • Map

    Maps are for information purposes only and reflect typical routes between overnight locations. They may not reflect your actual route.

    Surface and terrain

    E-bikes will be used by most participants, setting the group pace. For e-bike users, the tour can be easy, moderate or difficult depending on how much they utilize the assistance levels! Those on road bikes will need to ride harder to keep up with the e-bike group and will find the tour moderate to difficult depending on fitness.

    There are some long, steep climbs on mountainous terrain which are managed well by e-bikes. The altitude ranges from 200-700 m with daily riding distances of 12-26 miles (20-42 km). The days have no time constraints.

    The tour takes place on mostly asphalted roads with little traffic.


    How to get there

    The nearest airport is Bodrum Airport (BJV). An alternative is flying to Kos and catching the ferry to Bodrum. If planning to fly into Kos, please let us know so that we can help you with travel information to Bodrum (this is more complicated than flying into Bodrum direct). If flying to Kos, please book your return flight with a departure after midday.

    We advise booking one of the fee-based group transfers on the first and last day - see Pricing.

    Check in begins at 2:00 pm on arrival day in the port of Bodrum. Actual mooring location may not be available until arrival day, so we recommend the organized transfer to the boat, which will remain in port on Night 1.


    Island Hopping in the South Greek Aegean Sea

     Dates & Prices Tour Reviews 

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    Island Hopping in the South Greek Aegean Sea

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