Itinerary
Print Itinerary- Day 1
Welcome to the Greek Isles
Arrive in Bodrum and transfer to the harbor where you will meet your guides. You’ll have time to 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 or Kaya Guneri IV**Cabin upgrades available, starting at $1,400 per person
- Day 2
Kalymnos
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. Tonight’s dinner will be served on board under the stars.
Meals: Breakfast / Lunch / Dinner
Destinations: Kalymnos
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 or Kaya Guneri IV - Day 3
Leros and Kos
Breakfast is served on the gulet while cruising from Emporius Bay to Leros. We spend the day biking the entire island of Leros; along the route we’ll explore several 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. Enjoy lunch at a micro-winery where the owners treat us to a tasting and home-cooked meal. After, pedal back to the boat where you’ll have another opportunity to wind down with a beautiful onboard dinner while the captain charts a course for Kos.
Meals: Breakfast / Lunch / Dinner
Destinations: Leros, Kos
Accomplished: 18 miles / 29 km, elevation gain: 1,362 feet / 415 meters
Accommodations: Kaya Guneri Plus or Kaya Guneri IV - Day 4
Kos and Nisiros
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 while sipping our coffee. 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: 13 miles / 21 km, elevation gain: 1,470 feet / 448 meters
Longer Option: 24 miles / 39 km, elevation gain: 2,080 feet / 635 meters
Accommodations: Kaya Guneri Plus or Kaya Guneri IV - 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, the 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
Destinations: Nisiros, Symi
Accomplished: 14 miles / 23 km, elevation gain: 1,624 feet / 495 meters
Longer Option: 22 miles / 36 km, elevation gain: 2,930 feet / 893 meters
Accommodations: Kaya Guneri Plus or Kaya Guneri IV - 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 or Kaya Guneri IV - 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. 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: 16 miles / 25 km, elevation gain: 1,314 feet / 400 meters
Longer Option: 29 miles / 46 km, elevation gain: 2,970 feet / 905 meters
Accommodations: Kaya Guneri Plus or Kaya Guneri IV - 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: The Marmara Hotel Bodrum or Bodrum Airport Pick-Up Time: Marmara Hotel (4:00 pm), Bodrum Airport (4:00-6:00 pm)
Departure Details
Airport City: Bodrum, Turkey Drop-Off Location: Bodrum airport Drop-Off Time: 5:00-11:00 am
Arrival and departure details for 2025 + 2026 tours may be subject to change.
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.
Dates + Availability
Confirm the hotels on your desired date by speaking with a Travel Specialist.
Single Supplement From: $3,200Inclusions + Details
Accommodations
- Thoughtfully selected accommodations that reveal the true character of the region
- Luggage transfers
Meals
- 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
Activities
- 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
Gear
- 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
Support
- 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