NEW TOUR! Greek Isles Yacht + Bike Tour

  • Region: Greater Europe
  • Destination: Greece
  • Duration: 8 Days / 7 Nights
  • Level: Three
  • Price From: $6695
  • Single Supplement: $1000
Tour Dates
Oct 7 - Oct 14, 2017 $6695 Sold out
May 26 - Jun 2, 2018 $6695 Book Now
Jun 9 - Jun 16, 2018 $7295 Book Now
Sep 1 - Sep 8, 2018 $7295 Book Now
Oct 6 - Oct 13, 2018 $6695 Book Now

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Sail the Mediterranean to the unspoiled Greek islands on our Greek Isles Yacht + Bike Tour. Moor in pristine coves before returning nightly to your cabin on a stately Turkish gulet. The ancient history of this archipelago is revealed as we pedal on coastal roads that wind past ruins overrun with wildflowers, along scorched volcanic craters, and through stacked villages in shades of bright white and cobalt. Swim in the Aegean after a day of cycling or opt to kayak or paddle board in lieu of longer rides. Sample Mediterranean cuisine at its most authentic: fresh grilled fish drizzled with olive oil, salad topped with slabs of herb-dusted feta, and flaky pastry held together by homemade honey. Pay homage to Dionysus as you sip Rhodian wines in sloping island vineyards.


Optional Pre-Tour

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. Optional Pre-Tour Package: starting at $650 per person, call to book.

Accommodations: Electra Palace Athens

Tour by Day

Day One: Kos Island
Meet our guides at the Kos airport and depart for the marina to get settled aboard the Princess Karia 2, our private yacht. Toast to adventure with a welcome drink served by the five-person sailing crew. We’ll begin our discovery of the Dodecanese isles in the town of Kos, birthplace of Hippocrates and early hub of medicine and healing, before returning to the gulet for a sunset dinner and our first night on deck.

Meals: Dinner
Destinations: Kos
Accommodations: Princess Karia 2*

Day Two: Pserimos and Kalymnos
Savor a leisurely breakfast as we make a brief visit to Turgutreis to process maritime paperwork, then sail on to uninhabited Pserimos island and swim in its azure waters. This afternoon, we drop anchor in Kalymnos where you’ll get fitted to your bike and set off for 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 northern end where the boat awaits us. Cool off with a refreshing dip or sip a Greek coffee. You have the option to sit back for a scenic cruise or continue riding back to the western coast of Kalymnos.

Meals: Breakfast / Lunch / Dinner
Destination: Pserimos, Kalymnos
Accomplished: 19 miles / 28 km, elevation gain: 732 meters
Accommodations: Princess Karia 2*

Day Three: Kos
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 in the mountain village of Zia for a scenic look at Kalymnos Island and a quick snack, then continue to the ruins of the ancient healing temple of Asclepion where the Hippocratic Oath was formulated. Return to sea level and arrive on the northern shore to meet our ship in the harbor for lunch. Pass the rest of the day swimming in the Aegean Sea or getting lost in the laneways of Old Town.

Meals: Breakfast / Lunch / Dinner
Destinations: Zia, Kos
Accomplished: 22 miles / 35 km, elevation gain: 608 meters
Accommodations: Princess Karia 2*

Day Four: 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
Princess Karia 2*

Day Five: 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. Here you can choose the extra ride back to town or transfer by van. Our next stop is a secluded cove only accessible by boat for an idyllic lunch onboard 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: 13.5 miles / 21 km, elevation gain: 585 meters
Accommodations: Princess Karia 2*

Day Six: Rhodes
After breakfast we’ll be cycling the island of Rhodes from its northern tip, starting with a flat run-up to a Greek micro-winery. Meet the proprietress in her vineyard and select a few wines to drink later with lunch. Now begins the ascent towards Butterfly Valley where a magical walk reveals an oasis filled with flitting butterflies and waterfalls. Reach Psinthos after two more uphill miles for a well-deserved lunch, then breeze down the rest of the way across the island. A shorter ride retreats to the van right from the winery and heads to the stunning beach named for actor Anthony Quinn—our berth for the night.

Meals: Breakfast / Lunch / Dinner
Destinations: Rhodes
Accomplished: 16 miles / 26 km, elevation gain: 152 meters (Longer option: 32.5 miles / 52 km, elevation gain: 785 meters)
Accommodations: Princess Karia 2*

Day Seven: Lindos and Kolympia, Rhodes
Our gulet cruises down the eastern edge of Rhodes and delivers you to Lindos for a serious day of riding in the island’s center. Pedal past the coastal towns of Pefki and uphill to Laerma, arriving in Apollona via the region’s hills and valleys. Hop off among the olive trees for a satisfying lunch in a local taverna before cruising downhill through evergreen forests and hidden lakes. Tonight is a very special farewell dinner onboard capped off with a stroll through Rhodes’ medieval streets.

Meals: Breakfast / Lunch / Dinner
Destinations: Rhodes
Accomplished: 38 miles / 61 km, elevation gain: 914 meters
Accommodations: Princess Karia 2*

Day Eight: Rhodes
A final breakfast onboard is followed by goodbyes with the gracious crew before your guides see you off to the airport in Rhodes.

Meals: Breakfast
Destinations: Rhodes
Accommodations: Princess Karia 2*

*Cabin upgrades for $1,000 per person available, call to book.