Moderate–Difficult Tours


Gorgeous sunsets at sea! -toRoW
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Sailing the Greek Isles between Athens and Corfu

8 days from €3082

4.8 out of 5

Sailing the Greek Isles between Athens and Corfu

Moderate–Difficult Bike + Boat Tour in Greece

Cycle by day, sail by night, and experience Greece like never before! This adventure blends the thrill of cycling with the elegance of a traditional sailing yacht, carrying you to medieval towns and…

Overlooking Florence, Tuscany, Italy. Flickr:Jiuguang Wang

Best of Tuscany Bike Tour

8 days from €2447

5 out of 5

Best of Tuscany Bike Tour

Moderate–Difficult Bike & Hotel Tour in Italy

On this guided Tuscany bike tour, you’ll cycle from Lucca in the north to Florence in the south, passing through world-famous destinations like Pisa, San Gimignano, Siena, and the birthplace of…

Sunrise at Moraine Lake. Flickr: Lauri Sten

Classic Banff Hiking Tour

7 days

4.8 out of 5

Classic Banff Hiking Tour

Moderate–Difficult Hike & Walk Tour in Canada

The Canadian Rockies offer some of the best hiking in the world with dramatic scenery, varied terrain, and the most sought-after sights in the world. Leave the hustle and bustle of the city behind.

Elephants bathing in Sri Lanka. Flickr:Guido Bramante

Sri Lanka Spice Trails

12 days from $3529

5 out of 5

Sri Lanka Spice Trails

Moderate–Difficult Bike & Hotel Tour in Sri Lanka

A bike tour in Sri Lanka is a kaleidoscope of images, experiences, and smells: tea plantations, cool highlands, ancient cities, and tropical beaches. The extraordinary flora and fauna highlight the…

Gaios village on Paxos (Paxi) Island, Ionian Islands, Greece. CC:Anemos2000 39.196930, 20.186262

Ionian Islands

8 days from €2174

4.6 out of 5

Ionian Islands

Moderate–Difficult Bike + Boat Tour in Greece

Welcome to Greece's Ionian Islands for your bike and boat tour in paradise! The fertile and lush landscape, fragrant with olive and pine, and bursting with vineyards, is the backdrop for your…

River and mountain views in Merano. cc:Tripsite

South Tyrol to Lake Garda Hiking Tour

8 days from €1494

5 out of 5

South Tyrol to Lake Garda Hiking Tour

Moderate–Difficult Hike & Walk Tour in Italy

This self-guided hiking tour connects three distinct parts of northern Italy in one week, beginning in the mountain valleys of South Tyrol and finishing on the warm shores of Lake Garda. The route is…

Atlantic Ocean views on the Ponta do Sol to Cruzinha hiking trail, Santo Antao, Cape Verde. CC:Rosalind Perrett

Cape Verde Hiking Tour - São Vicente & Santo Antão

9 days from €1138

5 out of 5

Cape Verde Hiking Tour - São Vicente & Santo Antão

Moderate–Difficult Hike & Walk Tour in Cape Verde

Welcome to Cape Verde – a spectacular archipelago defined by dramatic mountain landscapes, lush tropical valleys, breathtaking coastal trails, and the spirited motto, "No Stress". This itinerary…

Angkor Wat, Cambodia’s most iconic temple complex. Unsplash@gettyimages

Cycling Vietnam & Cambodia

12 days from $2287

5 out of 5

Cycling Vietnam & Cambodia

Moderate–Difficult Bike & Hotel Tour in Cambodia, Vietnam

Long before highways and borders, the Mekong River was Southeast Asia’s lifeline, a waterway connecting bustling delta villages in Vietnam with Cambodia’s grand temple cities of the Khmer Empire.

Kushida Shrine, Fukuoka, Japan. Unsplash@Romeo A

Cycling Japan’s Kyushu Island

6 days from $4279

Cycling Japan’s Kyushu Island

Moderate–Difficult Bike & Hotel Tour in Japan

This guided cycling tour through northern Kyushu takes you away from the typical tourist areas and deep into Japan’s sacred landscapes. Imagine pedaling through misty mountains, past ancient shrines…

Albanian Riviera & Highlands bicycle tour. Unsplash: Adventure Albania

Albanian Riviera & Highlands

8 days from €1463

5 out of 5

Albanian Riviera & Highlands

Moderate–Difficult Bike & Hotel Tour in Albania

Tucked between Greece and Montenegro, Albania is one of Europe’s most underrated destinations for cycling and adventure travel. On this Albania bike tour, you’ll ride through quiet mountain roads…

On the coast near Santiago de Compostela, Spain. Unsplash:Max Kukurudziak
Book prior to November 30, 2026 before prices increase!

Coastal Route Camino de Santiago

7–15 days from €955

5 out of 5

Coastal Route Camino de Santiago

Moderate–Difficult Hike & Walk Tour in Portugal, Spain

The Way to Santiago, or St. James Way, is an ancient route that has been sojourned by many. There is not just one way but several, all with the final destination of the spellbinding cathedral of…

Camden, Maine. Flickr:Kevin Dooley 44.212181259611626, -69.05073050575403
+ Early bird discount!

Coastal Maine

7 days from $2829

5 out of 5

Coastal Maine

Moderate–Difficult Bike & Hotel Tour in United States

During this self-guided or guided bike tour in New England, you bike the best of the diverse and dramatic Maine Coast. As you pedal the quiet beauty of Pemaquid Point, travel up the coast, exploring…

Maasai people scattered across northern Tanzania & Kenya! Flickr:Ninara

Kilimanjaro Walking Safari

8 days from $2854

Kilimanjaro Walking Safari

Moderate–Difficult Hike & Walk Tour in Tanzania

A walking safari in Tanzania you say? Absolutely! Take a remarkable journey into the cultural and nomadic lives of the Maasai people and experience their traditions and local way of life. Set on the…

Sightseeing in Bogotá, Colombia. Flickr:Pedro Szekely

Trekking in the Colombian Andes

10 days from $1768

Trekking in the Colombian Andes

Moderate–Difficult Hike & Walk Tour in Colombia

Colombia is full of hidden treasures just waiting to be discovered. Spectacular vistas, snow-capped mountains, historical cities, and exciting cultural experiences are just a part of this incredible…

Ciudad Perdida (Lost City) of Colombia. CC:Dwayne Reilander 11.048874608925248, -73.91654678565479

Santa Marta and Colombia’s Lost City

10 days from $1612

5 out of 5

Santa Marta and Colombia’s Lost City

Moderate–Difficult Hike & Walk Tour in Colombia

Colombia: A diverse and unique nation home to some of the most incredible landscapes on the planet. Natural wonders, unique flora and fauna, gastronomic delights, and world-famous coffee abound on…

Standing in an arch in Wadi Rum, Jordan. Unsplash@Lior Dahan

Bike & Hike Jordan

8 days from $1879

5 out of 5

Bike & Hike Jordan

Moderate–Difficult Multi-Sport Tour in Jordan

During this bike and hike tour in Jordan, you will experience a varied biking experience from desert tracks to scenic backroads, with the perfect balance between climbs, rewarding views, and the…

Pausing for a snack in Munnar, Kerala bike tour, India. Unsplash@Arnold Antoo

Exotic Kerala

14 days from $2029

5 out of 5

Exotic Kerala

Moderate–Difficult Bike & Hotel Tour in India

India! How do we begin to describe a bike tour in India? It is a country that is an exotic blend of color, charm, and, yes...chaos. However, this bike tour in Kerala, a state in Southern India, will…

La Concha Bay in San Sebastián, Basque Country, Spain. CC:Panorama from Monte Igueldo

Classic Basque Country

8 days from €1249

5 out of 5

Classic Basque Country

Moderate–Difficult Bike & Hotel Tour in Spain

The Basque Country is an ancient land, and this bike tour will provide a cycling adventure that you will not soon forget! This unique region of Spain has its own language, culture, and world-famous…

Green cliffs of Santander, Spain. Unsplash:Getty Images

Green Coast of Spain

8 days from €1322

4.5 out of 5

Green Coast of Spain

Moderate–Difficult Bike & Hotel Tour in Spain

This self-guided bike tour is a cycling journey exploring the spectacular green northern coast of Spain from Santander to Gijón. This area of Spain enjoys a very appealing, mild, and balanced climate…

Azenhas do Mar | Atlantic West Coast & Sintra | Photo by TO

Atlantic West Coast & Sintra

7 days from €1490

5 out of 5

Atlantic West Coast & Sintra

Moderate–Difficult Bike & Hotel Tour in Portugal

This cycling tour in Portugal is an incredible journey along the Atlantic west coast of Europe. You will visit typical fishing villages, including Nazaré, the place where the famous surfer Garrett…

Denali National Park, Alaska. Photo via Flickr:blarrggg

Alaska - Bike & Beer

10 days

Alaska - Bike & Beer

Moderate–Difficult Bike & Hotel Tour in United States

Welcome to the last frontier! This guided bike tour in Alaska combines two of cyclists' favorite past times into one grand adventure: cycling through awe-inspiring landscapes and relaxing and…

Lanzarote - A Canary Island Bike Tour

Lanzarote - A Canary Island Bike Tour

Galapagos Islands

Galapagos Islands

Extremadura: Spanish Land of Conquistadors

Extremadura: Spanish Land of Conquistadors

Saigon to Bangkok

Saigon to Bangkok

Albanian Highlights

Albanian Highlights

Portugal’s Wild Coast

Portugal’s Wild Coast

Bike & Sail the Highlands of Scotland

Bike & Sail the Highlands of Scotland

Dublin & Wicklow

Dublin & Wicklow

Umbria

Umbria

Southern Dalmatia

Southern Dalmatia

Prague to Passau

Prague to Passau

Kvarner Bay

Kvarner Bay

Florence to Rome - Self Guided

Florence to Rome - Self Guided

Central Greek Aegean Sea

Central Greek Aegean Sea

Bordeaux Wine Country

Bordeaux Wine Country

Andalusia - Seville to Granada

Andalusia - Seville to Granada

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