Moderate–Difficult Tours


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…

Cycling | Atlantic West Coast & Sintra | Photo by TO

Atlantic West Coast & Sintra

7 days from €1430

5 out of 5

Atlantic West Coast & Sintra

Moderate–Difficult Bike 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…

Green cliffs of Santander, Spain. Unsplash:Getty Images

Green Coast of Spain

8 days from €1226

4.5 out of 5

Green Coast of Spain

Moderate–Difficult Bike 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…

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 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…

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

Exotic Kerala

14 days from $2030

5 out of 5

Exotic Kerala

Moderate–Difficult Bike 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…

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

Bike & Hike Jordan

8 days from $1775

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…

Sunrise at Moraine Lake. Flickr: Lauri Sten

Classic Banff Hiking Tour

7 days from $3595

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.

Overlooking Florence, Tuscany, Italy. Flickr:Jiuguang Wang

Best of Tuscany Bike Tour

8 days from €2412

5 out of 5

Best of Tuscany Bike Tour

Moderate–Difficult Bike 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…

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…

Denali National Park, Alaska. Photo via Flickr:blarrggg

Alaska - Bike & Beer

10 days from $5825

Alaska - Bike & Beer

Moderate–Difficult Bike 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…

Elephant herd in Liwonde. ©TO

Highlights of Southern Malawi

12 days from $4855

Highlights of Southern Malawi

Moderate–Difficult Hike + Walk Tour in Malawi

Looking for an African safari with an adventurous twist? Look no further! Malawi, also known as the ‘Warm Heart of Africa’ - because of the friendly people - will lure you in with incredible…

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

Kilimanjaro Walking Safari

8 days from $2855

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…

Camden, Maine. Flickr:Kevin Dooley 44.212181259611626, -69.05073050575403

Coastal Maine

7 days from $2625

5 out of 5

Coastal Maine

Moderate–Difficult Bike 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…

On the coast near Santiago de Compostela, Spain. Unsplash:Max Kukurudziak
Book before November 30, 2025 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…

Gorgeous sunsets at sea! -toRoW
30% off - 9+ months in advance

Sailing the Greek Isles between Athens and Corfu

8 days from €2823

5 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…

Vlora, Albania. Albanian Riviera & Highlands bicycle tour. Unsplash: Valeria Bosi

Albanian Riviera & Highlands

8 days from €1275

5 out of 5

Albanian Riviera & Highlands

Moderate–Difficult Bike 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…

Kushida Shrine, Fukuoka, Japan. Unsplash@Romeo A

Cycling Japan’s Kyushu Island

6 days from $3980

Cycling Japan’s Kyushu Island

Moderate–Difficult Bike 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…

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

Cycling Vietnam & Cambodia

12 days from $2288

Cycling Vietnam & Cambodia

Moderate–Difficult Bike 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.

Sheep grazing the green pastures of Ireland. Flickr:Guiseppe Milo

Dublin & Wicklow

8 days from €1442

4.5 out of 5

Dublin & Wicklow

Moderate–Difficult Bike Tour in Ireland

Discover the magic of Ireland's east coast! Begin in Dublin’s lively streets and the nearby seaside retreat of Dun Laoghaire before heading into the serene beauty of the Wicklow Mountains, known as…

Wine region of Blaye along the River Gironde. CC:michael clarke stuff 45.126978, -0.663244

Bordeaux Wine Country

6 days from €1081

4.5 out of 5

Bordeaux Wine Country

Moderate–Difficult Bike Tour in France

Dotted with châteaux, the Médoc region is home to the greatest Bordeaux wines and unbelievable scenery! The city of Bordeaux is known all over the world thanks to its famous vineyards, so it is a…

Patmos Island, Greece. Flickr:Giacomo Gasperini

Central Greek Aegean Sea

8 days from €2386

4.2 out of 5

Central Greek Aegean Sea

Moderate–Difficult Bike + Boat Tour in Greece, Turkey

Greece... the land of the ancients! On this bike and boat tour, you will explore the sunny islands of the Greek Aegean and stay on board a comfortable Turkish Gulet. Although this tour begins in…

Florence to Rome - Self Guided

Florence to Rome - Self Guided

Ionian Islands

Ionian Islands

Kvarner Bay

Kvarner Bay

Prague to Passau

Prague to Passau

Southern Dalmatia

Southern Dalmatia

Umbria

Umbria

Andalusia - Seville to Granada

Andalusia - Seville to Granada

Bike & Sail the Highlands of Scotland

Bike & Sail the Highlands of Scotland

Portugal’s Wild Coast

Portugal’s Wild Coast

Albanian Highlights

Albanian Highlights

Saigon to Bangkok

Saigon to Bangkok

Extremadura: Spanish Land of Conquistadors

Extremadura: Spanish Land of Conquistadors

Sri Lanka Spice Trails

Sri Lanka Spice Trails

Galapagos Islands

Galapagos Islands

Lanzarote - A Canary Island Bike Tour

Lanzarote - A Canary Island Bike Tour