Island Hopping in the South Greek Aegean Sea

7 nights
20 miles/day
Guided from EUR € 2361
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 € 2361
Bike and Boat Tour aboard 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!

    • View of the Island of Chalki from the sea, showing colorful buildings along the waterfront in Greece.
    • Two cocktails with orange slices and umbrellas by a swimming pool, featuring Greek flags.
    • A person cycling along a coastal road with blue water and mountainous terrain in the background, in Greece.
    • A coastal view of the town of Mandraki on the island of Nisyros, Greece, featuring traditional white buildings and the nearby sea.
    • Bright pink bougainvillea flowers climb over whitewashed walls and blue doors in a traditional Greek setting.
    • A volcanic crater with visitors walking on its surface, located on the island of Nisyros, Greece.
    • Three cyclists wearing helmets ride along a narrow road lined with flowering bushes in a village setting.
    • Two dolphins swim near the surface of a clear blue sea, with one visible alongside a boat's chain.
    • A narrow, cobblestone alley in Bodrum, Turkey, featuring buildings with turquoise accents and a view of the sea with moored boats in the distance.
    • A herd of sheep crosses a road as cyclists approach in a mountainous landscape on a clear day.

    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! Check-in starts at 4pm. 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.

    In the evening, meet your fellow travelers and tour guides 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 (24 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.

    In the evening, 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!


    Island Hopping in the South Greek Aegean Sea

     Photos Accommodation 

  • Accommodation

    Boats

      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.



    Apr 17Apr 17 (8 cabins left) from 2361Book
    May 1May 1 (10 cabins left) from 2611Book
    May 15May 15 (14 cabins left) from 2861Book
    May 29May 29 (13 cabins left) from 2861Book
    Jun 12Jun 12 (fully booked) from 2861
    Sep 4Sep 4 (8 cabins left) from 3061Book
    Sep 18Sep 18 (3 cabins left) from 3061Book
    Oct 2Oct 2 (6 cabins left) from 3061Book
    Oct 16Oct 16 (15 cabins left) from 2611Book

    Required fees (not included in prices):

    • 2026 Port & Transit Tax: € 200 per person (for tours in 2026)

    Pricing details and extra options

    • Boreas
      Meals
      Special dietary requests (lactose-free/gluten-free/vegan)
      *request must be made in advance, with payment made on board
      70
      Extension in Istanbul
      Minimum 2 participants
      Price
      Double occupancy On request
      Single occupancy On request
      Transfers Price
      Collective Transfers
      Available on embarkation/disembarkation days only
      To/from Bodrum Airport On request
      Discounts Price
      Children up to 16 years old
      Cannot be combined with other discounts
      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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