Greece • Guided

Bike and Cruise in the Dodecanese

Location Greece
Duration 8 Days / 7 Nights
Guests 6-14 Guests
Difficulty
Location Greece
Duration 8 Days / 7 Nights
Guests 6-14 Guests
Difficulty
Price on Request
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Tour Type Fully guided boat & bike tour onboard a private yacht with support vehicle
Language English
Arrival Airport Milas-Bodrum International (BJV)
Departure Airport Milas-Bodrum International (BJV)
Road Condition Asphalt road
Accommodation Luxury private gulet (Kaya Güneri I, II or III) with en-suite cabins
Short Route Daily avg 30-35 km, +500-650 m elevation
Long Route Daily avg 40-50 km, +800-1000 m elevation

Experience

Bike, cruise, and sail along the best-preserved coastline and most scenic routes of the wine-dark Aegean Sea as Homer described in the Iliad. The Aegean Sea has played a crucial role in the emergence of Greek civilization and mythology. The Dodecanese archipelago represents the pinnacle of rugged Mediterranean beauty with whitewashed villages, secluded beaches, and a surprising food and wine scene.

From ancient settlements and temples to medieval castles, mosques, stylish Italian architecture, and submerged wartime wrecks, the past comes alive for visitors in the Dodecanese. Cycle along the never-ending tableau of distant horizons, take pleasure of the limited traffic of the islands, and taste the distinct flavors of the Aegean. Explore Kalymnos, Leros, Kos, Nisyros, and Symi islands on the bike as each Dodecanese Island, large and small, reveals its character and story.

The last ride goes along the Datça Peninsula through almond orchards to the lovely setting of the ancient theater in Knidos overlooking the unspoiled beauty of the ancient harbor. This incredibly rich program combines ancient Greek history with the natural beauty of the Aegean, the Greek cuisine with the pampering service of our diligent crew onboard.

Highlights

  • Enjoy the luxury and comfort of a handcrafted traditional gulet, complete with a private crew and chef serving exquisite local cuisine and wines
  • Immerse yourself in the rich history of Greek civilization, following the routes of ancient sailors and marveling at breathtaking vistas of the Dodecanese Islands
  • Experience the awe-inspiring beauty of the Aegean with dazzling sunsets and find serenity in the crystal-clear waters of pristine coves
  • Explore significant historical sites including the ancient Asclepeion healing center, and venture into Nisyros' active volcano, walking through its fuming crater
  • Delve into the laid-back lifestyle of the Greek islands, savoring Mediterranean flavors and toasting with island wines

Arrive at Milas-Bodrum Airport (BJV) and take the private transfer to the boat for a bit of free time before your tour. We clear the customs paperwork and cruise to Aquarium Bay while toasting to adventure with a welcome drink served by our crew. After anchorage in the bay, enjoy a sunset dinner aboard the gulet and the first night on deck.

Meals Dinner
Destinations Bodrum, Aquarium Bay
Short Route 0 km
Accommodation Luxury private yacht

We take anchor before breakfast and cruise to Kalymnos Island (21 NM – 2h30min). We clear Greek customs while having breakfast. After getting fitted to our bikes, we discover the port town and learn about the sponge diving tradition of Kalymnos. Our next destination is Vathys Bay with its sheer cliff along the narrow bay. After refueling with nutritious snacks and Greek coffee, 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. After lunch onboard, cruise to Leros Island (10 NM – 1h30min) while having a siesta onboard. Enjoy your swim and walk in the port town before dinner onboard.

Meals Breakfast / Lunch / Dinner
Destinations Kalymnos, Vathys Bay, Leros
Short Route 33 km, +815 m
Long Route 47 km, +1,172 m
Accommodation Luxury private yacht

After breakfast onboard cycle around the charming island of Leros by exploring the fascinating chapels scattered in the different bays. Starting from Agios Isodoros located on a picturesque islet, we pedal to Panagia Kavouradena at the south end of the island. Taste the local flavors and wines of the island in a family-run winery during lunch. A 10-minute downhill bike ride takes us back to the boat for a refreshing swim in Alinda Bay. Cruise to Kos Island (28 NM – 3h) while having our afternoon siesta or enjoying the views from the Turkish coastline or the Greek Islands of Kalymnos and Pserimos. Discover Kos town around the harbor before dinner on your own.

Meals Breakfast / Lunch
Destinations Leros, Agios Isodoros, Panagia Kavouradena, Kos
Short Route 33 km, +600 m
Long Route 45 km, +903 m
Accommodation Luxury private yacht

After a Mediterranean breakfast onboard, cycle the island from northeast to southwest through central hills dotted with picturesque villages. Pause at the ruins of the ancient healing temple of Asclepeion where the Hippocratic Oath was formulated, then climb to the mountain village of Zia for a scenic look at Kalymnos Island. After free time for shopping and lunch on your own, cycle back to sea level in Zipari Village where you taste the local wine of the Triantafyllopoulos family. Cycle another 18.5 km from Zipari to Kardamena along the southern coastline or opt for a short transfer (20 min) to our boat. Dive in the azure waters and cruise to Nisyros Island (10 NM – 1h20min). Visit the well-preserved 4th-century acropolis with breathtaking scenery, watch the sunset from the volcanic black beach, and walk through the city's whitewashed amphitheater of flat-roofed homes before dinner onboard.

Meals Breakfast / Dinner
Destinations Kos, Asclepeion, Zia, Zipari, Kardamena, Nisyros
Short Route 27 km, +490 m
Long Route 45.5 km, +846 m
Accommodation Luxury private yacht

Enjoy breakfast with freshly baked bread from the island and start pedaling early morning. A climb to the top of Nisyros offers infinite views of the Aegean Sea, Greek Islands, and Türkiye's imposing coastline. Arrive in Nikia, the island's highest village, and walk through the best-preserved Greek village overlooking the volcanic crater. After refreshing homemade snacks, peer into the mouth of the volcano below. After the last challenging climb to the rim of the crater, make your way downhill back to the boat. Enjoy lunch onboard and cruise along Datça Peninsula towards Symi (35 NM – 4h), the most charming harbor of the Dodecanese. Anchor in one of the bays for an afternoon swim, then walk through the town to explore unique architectural treasures. Dinner on your own at a restaurant tucked between neo-classic houses and late 19th-century churches.

Meals Breakfast / Lunch
Destinations Nisyros, Nikia, Volcano Crater, Symi
Short Route 36 km, +729 m
Long Route 48 km, +899 m
Accommodation Luxury private yacht

We return to our bikes first thing in the morning and ascend to a scenic ridge perched above the sea. The most charming port of the Dodecanese spreads under our feet with sailing boats and picturesque architecture. Nearing the water once again, our epic ride ends with a visit to the remote monastery in Panormitis for an illuminating glimpse of Greek Orthodox monastic life. A short ride takes us back to our boat at Marathounta Bay. Enjoy a swim from the beach to the boat or take the dingy back to dive in the Mediterranean before lunch. Then it's onto the Turkish town of Datça (16 NM – 2h cruise) where we explore the traditional town with our local guide. Enjoy free time shopping for local products before dinner onboard.

Meals Breakfast / Lunch / Dinner
Destinations Symi, Panormitis Monastery, Marathounta Bay, Datça
Short Route 30 km, +713 m
Accommodation Luxury private yacht

After breakfast ride through the hospitable town of Datça famous for organic food and the best almonds as a warm-up and hit a 5.5 km climb to the highest pass of the peninsula. Descent to Mesudiye Village back to sea level and ride strolling hills along the southern edge with a breathtaking vista of the Aegean Sea and Symi Island. Pass through the charming villages of Palamutbükü and Yazı for a break in a tea house. Continue the last descent to Knidos along the ancient road. The fantastic ruins of Knidos at the end of the peninsula welcome you with the theater and monuments around the ancient harbor. Explore the ancient city while listening to the myths about Aphrodite, the patron goddess. After lunch, swim in the ancient harbor and cruise to Bodrum (22 NM – 2h45min). Upon arrival visit the town and enjoy shopping before a festive farewell dinner.

Meals Breakfast / Lunch / Dinner
Destinations Datça, Mesudiye, Palamutbükü, Knidos, Bodrum
Short Route 35 km, +450 m
Long Route 47 km, +905 m
Accommodation Luxury private yacht

After our breakfast onboard say goodbye to your crew and guides, and transfer to Milas-Bodrum Airport. Fly back home and see you next time!

Meals Breakfast
Destinations Milas-Bodrum Airport (BJV)
Short Route 0 km

We include more on our tours than any other company to provide our guests with the most unforgettable travel experience.

Included Services

  • Stunning and comfortable accommodation with en-suite facilities onboard luxury gulet
  • Meals as indicated: all breakfasts, 6 lunches, and 5 dinners
  • Unlimited bottled water, coffee, and tea onboard, plus snacks and water during the rides
  • Expert English-speaking guide with extensive local knowledge
  • Complete van support with assistant guide during the rides
  • Group sizes not exceeding 14 guests onboard a private boat
  • All visits, entrance fees to historic sites, museums, and natural parks
  • All anchorage and harbor fees
  • Arrival and departure airport transfers
  • Taxes

Not Included

  • International and domestic flights, taxes, and surcharges
  • Gratuities for guides and crew
  • Alcoholic and non-alcoholic drinks onboard and on land
  • Travel and health insurance
  • Bike rentals
  • Visa if applicable

Price on Request

Please contact us for current pricing and availability. We'll be happy to create a personalized offer for you.

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Price on Request
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