Greek Isles Yacht + Bike Tour

Sail the Aegean from Athens to Rhodes

8 days / 7 nights Level: 3Price From: $6,895Collection: ClassicNon-Rider Options

Tour Highlights

  • Sail aboard a yacht to the neo-classical town of Symi, medieval port of Rhodes, and lesser-known islands in between
  • Discover ancient sites with a lasting impact on modern society, from the Panormitis monastery to the 4th-century acropolis in Nisiros
  • 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 Mandilaria, a red varietal grown on the island of Rhodes

As featured in:
Print Itinerary
  • Pre-tour

    Athens Pre-Tour Package

    Begin in Athens, the beating heart of ancient Greece. We’ll meet you at the airport and whisk you to your home base at the Electra Palace hotel. After a night’s rest, explore the city’s classical heritage on foot with our local guide. Marvel at the staggering columns of the Parthenon and the Ancient Agora flanked by storied temples and rocky outcroppings, then lunch on your own at one of the Plaka’s restaurants. We’ll then board a flight to the island of Kos to meet the rest of our group.

    Accommodations: Electra Palace Athens

    Price Per Person: $800

    To reserve call +1 888 396 5383

  • Day 1

    Kos Island

    Meet our guides at the Kos airport and depart for the harbor. After a ferry ride to Turgutreis, get settled aboard the Kaya Guneri Plus, our private yacht. 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: Kos, Turgutreis
    Accommodations: Kaya Guneri Plus or Arif Kaptan A*

    *Cabin upgrades available for $1,000 per person

  • Day 2

    Pserimos and Kalymnos

    Savor a leisurely breakfast as we cruise to Kalymnos Island, dropping anchor in the harbor and getting fitted to our bikes before today’s ride to Argoninta 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 western shores. Refuel with a Greek coffee in a local taverna, then pedal back to meet the boat, completing a full circle around the island. Lunch is served on board, followed by an afternoon of exploring the port town on your own. This evening, sail on to the uninhabited Pserimos Island, perhaps seizing the opportunity for a refreshing swim before dinner on the gulet.

    Meals: Breakfast / Lunch / Dinner
    Destination: Kalymnos, Pserimos
    Accomplished: 25 miles / 40 km, elevation gain: 830 meters
    Accommodations: Kaya Guneri Plus or Arif Kaptan A

  • Day 3

    Kos to Kefalos

    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 Kaya Guneri Plus. Our next stop is Kefalos, with a cocktail hour and dinner served en route.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Kos, Zia, Zipari, Kefalos
    Accomplished: 15 miles / 25 km, elevation gain: 580 meters
    Longer Option: 26 miles / 42 km, elevation gain: 750 meters
    AccommodationsKaya Guneri Plus or Arif Kaptan A

  • Day 4

    Nisiros and Symi

    Greet the day over breakfast at sea en route to the island of Nisiros. Once on land, a 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. We’ll stop by the well-preserved 4th-century acropolis in Mandraki and make our way through the city’s whitewashed amphitheater of flat-roofed homes and pumice stone streets before breaking for lunch in a friendly taverna. Back on the boat, 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
    : 26 miles / 42 km, elevation gain: 863 meters
    Kaya Guneri Plus or Arif Kaptan A

  • Day 5

    Symi and Rhodes

    We return to our bikes first thing in the morning and ascend to a scenic ridge perched above the sea. Nearing the water once again, our epic ride ends with a visit to a remote monastery in Panormitis for an illuminating glimpse of Greek Orthodox monastic life. Our next stop is a secluded cove only accessible by boat for an idyllic lunch on board and swimming in secret waters. Then it’s onto the island of Rhodes where you are free to explore the lively town and dine in one of the many local restaurants.

    Meals: Breakfast / Lunch
    Destinations: Symi, Rhodes
    Accomplished: 13 miles / 21 km, elevation gain: 585 meters
    AccommodationsKaya Guneri Plus or Arif Kaptan A

  • Day 6


    Breakfast is served on the gulet as we cruise to our first destination, a stunning beach named for actor Anthony Quinn. Today, we cycle Rhodes from east to west. A gradual climb brings us to Psinthos: pause for a coffee, then pedal the rest of the way down to a well-deserved lunch at a local micro-winery. A short transfer takes us back to the boat in Rhodes’ harbor. After clearing Greek customs, we part the Aegean to reach Marmaris—our berth for the night. There’s another opportunity to swim in the spectacular turquoise waters, then wind down with a beautiful onboard dinner.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Rhodes
    Accomplished: 20 miles / 33 km, elevation gain: 630 meters
    Longer Option: 33 miles / 52 km, elevation gain: 780 meters
    Accommodations: Kaya Guneri Plus or Arif Kaptan A

  • Day 7

    Ciftlik, Turunc, and Rhodes

    Today’s ride begins in secluded Ciftlik Bay, ascending gradually to the hilltop village of Bayir. Here, we’ll sample some traditional delicacies as we glimpse Turkish daily life. Our ride continues through rolling hills and plateaus before breezing down to Turunc Bay to meet our boat. Take a quick dip in the Mediterranean and lunch on dishes prepared by the boat’s private chef. A short cruise takes us to Marmaris, followed by a ferry ride back to Rhodes for the evening. Tonight, there will be time to explore this ancient city before a final dinner at one of our favorite restaurants.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Ciftlik Bay, Turunc Bay, Rhodes
    Accomplished: 20 miles / 33 km, elevation gain: 590 meters
    Accommodations: Rodos Park Suites & Spa

  • Day 8


    A final breakfast in the hotel’s garden is followed by goodbyes with your guides before they see you off to the airport in Rhodes.

    Meals: Breakfast
    Destinations: Rhodes

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

Arrival Details

Airport City: Kos, Greece Pick-Up Location: Kos Airport Pick-Up Time: Until 4:15 pm
Departure Details

Airport City: Rhodes, Greece Drop-Off Location: Rhodes Drop-Off Time: 9:00 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.

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

2018Single Supplement From: $1,200
2019Single Supplement From: $1,200

See our cancellation policy


  • 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 and 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


Type: E-Bike

Cyclo Cross 500

Manufacturer: Merida

Type: Cross

Square Cross 6

Manufacturer: Ghost

Type: Hybrid