Greek Odyssey Yacht + Bike Tour

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: Mezcal II

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
Destination: 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: Mezcal II

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
Accommodations: Mezcal II

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
Accommodations: Mezcal II

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
Destinations: Nisiros, Symi
Accomplished: 14 miles / 23 km, elevation gain: 1,624 feet / 495 meters
Longer Option: 29 miles / 47 km, elevation gain: 2,949 feet / 898 meters
Accommodations: Mezcal II

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: Mezcal II

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: Mezcal II

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

Meals: Breakfast
Destinations: Bodrum