Greek Isles Yacht + Bike Tour

Sail the Aegean: Kos, Symi, Bodrum + Beyond

8 days / 7 nights Level: 3Price From: $8,395Collection: Classic, Cycle + SailNon-Rider Options

Tour Highlights

  • Cruise aboard a yacht to the neo-classical town of Symi, volcanic island of Nisiros, and lesser-known islands in between
  • Discover ancient sites with a lasting impact on modern society, from the Asclepion of Kos to the Mausoleum at Halicarnassus
  • Dine on Mediterranean fare prepared by your private chef, including vine-ripened vegetables, handmade cheese, local honey, and fresh-caught seafood
  • Experience a spectrum of natural beauty in a single day, biking to the lip of an active volcano before swimming in the Aegean Sea


Mediterranean mezes like stuffed calamari, hearty moussaka, feta with aromatic oregano and olives, colorful salads, and the daily catch grilled to perfection


Unexpected wines of Greece and Turkey including Malagousia, an ancient variety of white wine

As featured in:
Print Itinerary
  • Pre-tour

    Istanbul Pre-Tour Package

    Begin in Istanbul, the cultural capital of modern Turkey that converges on two continents. From the airport, we’ll transfer you to your hotel for your first restful evening. On our second day in Istanbul, explore the city’s heritage on foot with our local guide: marvel at the Hagia Sophia, the Hippodrome, mesmerizing Byzantine monuments, and an opulent underground cistern. After lunch in a local restaurant, we’ll weave through the stalls of the labyrinthine Grand Bazaar and tour the iconic Blue Mosque. On the third and final morning, meet your guide after breakfast to visit Topkapi Palace, residence of the Ottoman sultans. Then it’s time for our flight to Bodrum where we’ll meet our boat and the rest of the group. The amount listed is the starting price. 

    Inclusions: Airport transfer, Local Guide, Hotel, Breakfast, One Lunch, Flight to Bodrum
    AccommodationsFour Seasons Hotel Sultanahmet or Vogue Supreme 
    Price per person in double occupancy: from $1,100
    Price in single occupancy: from $1,550

    To reserve call +1 888 396 5383

  • Day 1

    Welcome to the Greek Isles

    Meet our guides at the Bodrum airport and transfer to the harbor for a bit of free time before your tour. Get settled aboard your private yacht, or gulet, a wooden sailing vessel originating from southwestern Turkey. Toast to adventure with a welcome drink served by the five-person sailing crew as we enjoy a sunset dinner aboard the gulet and our first night on deck.

    Meals: Dinner
    Destinations: Bodrum
    Accommodations: Kaya Guneri Plus

    *Cabin upgrades available, starting at $1,100 per person

  • Day 2

    Kalymnos and Leros

    Savor a leisurely breakfast before we clear customs and cruise to Kalymnos Island, dropping anchor in the harbor and getting fitted to our bikes before today’s ride to Emporios Bay. Challenge yourself with a gradual climb to the island’s highest pass and soak in impressive vistas of the Aegean Sea before descending to the island’s eastern shores. Refuel with a Greek coffee in a local taverna, then pedal back to meet the boat. Lunch is served on board after a refreshing swim in the Aegean. In the afternoon, navigate to Leros Island and stroll the small town, stopping at a micro-winery where the owners will treat us to a tasting and home-cooked dinner.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Kalymnos, Leros
    Accomplished: 20 miles / 33 km, elevation gain: 2,240 feet / 683 meters
    Longer Option: 28 miles / 46 km, elevation gain: 2,976 feet / 907 meters
    Accommodations: Kaya Guneri Plus

  • Day 3

    Leros and Kalymnos

    Breakfast is served on the gulet before we spend the day biking the entire island of Leros; along the route we’ll explore several of the fascinating chapels harbored in different bays. Our ride begins in the village of Agios Isidoros and we’ll pedal all the way to the church of Panagia Kavouradena, arriving back to the boat in time for lunch. Then, cruise to Palionissos Bay for a sea kayaking sojourn along the sheer cliffs of Kalymnos, followed by some blissful time on the beach. Tonight is another opportunity to wind down with a beautiful onboard dinner while the captain charts a course for Kos.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Leros, Kalymnos
    Accomplished: 16 miles / 26 km, elevation gain: 1,226 feet / 375 meters
    Longer Option: 22 miles / 35 km, elevation gain: 1,968 feet / 594 meters
    AccommodationsKaya Guneri Plus

  • Day 4

    Kos and Nisiros

    Today we chart an early course back to the Island of Kos. In the morning, bike the island from north to south through central hills dotted with picturesque villages. Pause at the ruins of the ancient healing temple of Asclepion where the Hippocratic Oath was formulated, then continue climbing to the mountain village of Zia for a scenic look at Kalymnos Island and a light lunch. Return to sea level, arriving in Zipari Village for a tasting of local wine with our friends, the Triantafyllopoulos family. This afternoon, choose to cycle along the southern coastline of Kos or head straight back to the boat. Enjoy a swim along the sandy beaches of Kardamaina before cruising to the island of Nisiros, where we’ll visit the 4th-century acropolis that still stands atop ancient walls. As evening descends, stroll back through the port town in time to catch a spectacular sunset from a volcanic black beach, followed by dinner in a friendly taverna.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Kos, Zia, Zipari, Nisiros
    Accomplished: 16 miles / 26 km, elevation gain: 1,610 feet / 491 meters
    Longer Option: 28 miles / 45 km, elevation gain: 2,777 feet / 845 meters
    Kaya Guneri Plus

  • Day 5

    Nisiros and Symi

    Greet the day over breakfast in the charming port of Nisiros, surrounded by the city’s whitewashed amphitheater of flat-roofed homes. After, climb to the top of Nisiros offers infinite views of the Aegean Sea, Greek Islands, and Turkey’s imposing coastline. Arrive in Nikia, the island’s highest village, and peer into the mouth of an active volcano down below. Catch a cool breeze on our descent back to the boat in time for a well-earned lunch. Then, it’s time for a siesta or cocktails as we chase the sunset towards Symi. Dinner is on your own at a restaurant tucked between neo-classic houses and late 19th-century churches.

    Meals: Breakfast / Lunch 
     Nisiros, Symi
    : 14 miles / 23 km, elevation gain: 1,624 feet / 495 meters
    Longer Option: 29 miles / 47 km, elevation gain: 2,949 feet / 898 meters
    AccommodationsKaya Guneri Plus

  • Day 6

    Symi to Datca

    We’re on our bikes early this morning to begin climbing towards a scenic ridge high above the ocean. The views of Symi are well worth it, and we’re likely to spot our own gulet at sea, headed to meet us in a remote bay. Keep pedaling to a unique waterfront monastery in Panormitis, pausing for a glimpse into Greek Orthodox monastic life. Back on board, the afternoon is yours to enjoy a leisurely lunch, a swim in the spectacular turquoise waters, or even a siesta en route to our next destination in Datca, Turkey—our berth for the night. After clearing customs, you are free to explore the sleepy town of Datca and dine on your own in one of the countless seafood restaurants.

    Meals: Breakfast / Lunch
    Destinations: Symi, Datca
    Accomplished: 18 miles / 29 km, elevation gain: 2,252 feet / 686 meters
    Longer Option: 30 miles / 46 km, elevation gain: 3,780 feet / 1,152 meters
    Accommodations: Kaya Guneri Plus

  • Day 7

    Knidos to Bodrum

    After breakfast onboard, head out for a ride that follows the southern shores of the Datca Peninsula. It’s a classic day of Mediterranean scenery, with azure blue bays and sun-baked villages, plus a taste of baklava or börek at a Turkish tea house. Our route finishes in Knidos at the Temple of Aphrodite, the Greek goddess of love. Round out the afternoon with a leisurely lunch and go snorkeling in the ancient harbor or stretch out on the bow with a cold beer. Later, we set sail towards Bodrum and enjoy one final dinner prepared by the boat’s private chef.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Datca Peninsula, Knidos, Bodrum
    Accomplished: 20 miles / 33 km, elevation gain: 1,366 feet / 416 meters
    Longer Option: 28 miles / 44 km, elevation gain: 2,921 feet / 890 meters
    Accommodations: Kaya Guneri Plus

  • Day 8

    Goodbye, Greece!

    A final breakfast on our gulet is followed by goodbyes with your guides before they see you off.

    Meals: Breakfast
    Destinations: Bodrum

DuVine itineraries may be subject to slight route changes, hotel substitutions, and other modifications.

Arrival Details

Airport City: Bodrum, Turkey Pick-Up Location: Bodrum airport Pick-Up Time: After 2:00 pm
Departure Details

Airport City: Bodrum, Turkey Drop-Off Location: Bodrum airport Drop-Off Time: 5:00-11:00 am
Travelers Take Note

Because this tour relies on calm sailing conditions, weather and winds may dictate itinerary changes or prevent sailing at certain times, at the discretion of the captain and Tour Guides.

Please note that a travel visa is required for this destination. Each traveler is responsible for securing their own visa. Further information can be found here.

Any scheduled tour can be made private. Your group, your dates. Go Private

2023Single Supplement From: $3,000
2024Single Supplement From: $3,000

See our cancellation policy

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  • Thoughtfully selected accommodations that reveal the true character of the region
  • Luggage transfers


  • Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
  • 5 gourmet dinners at our favorite local restaurants and renowned culinary establishments
  • Carefully selected local wine, beer, or spirits with every meal


  • Wine tastings and activities as outlined in the tour itinerary
  • Entrance fees to historic sites, museums, parks, and all other exclusive events
  • Gratuities for baggage, porters, and hotel service


  • Top-of-the-line bicycle selection
  • Bike helmet
  • Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
  • GPS in most destinations


  • Expert bilingual guides with extensive local knowledge
  • Support vehicle that follows the day’s route, distributes refreshments, and offers lifts
  • Pick-up and drop-off before and after your tour from predetermined meeting points
  • Daily bike maintenance to ensure optimal performance

Additional Inclusions

  • Open bar onboard
  • One complimentary laundry service onboard

See our FAQs page for answers to common questions.

See FAQs

Synapse Ultegra Di2

Manufacturer: Cannondale

Type: Road


Manufacturer: Merida

Type: Hybrid

Electric Assist

Type: E-Bike