Moderate–Difficult Tours


Pietro Perugino fresco, <i>Adoration of the Magi</i>, on display in Perugia, Umbria, Italy.

Umbria

5–10 days from €550

4.7 out of 5

Umbria

Moderate–Difficult Bike Tour in Italy

This bicycle tour in Italy runs through what is often called "the green heart of the country" (or il cuor verde d'Italia): Umbria. Biking in Umbria is perfect for those looking to personally…

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…

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…

Archway in Caceres, Estremadura, Spain. Unsplash:Getty Images

Extremadura: Spanish Land of Conquistadors

7 days from €1209

4.5 out of 5

Extremadura: Spanish Land of Conquistadors

Moderate–Difficult Bike Tour in Spain

This spectacular self-guided bike tour in Spain will see you enveloped in the enchanting beauty of Extremadura. This remarkable region came to be called 'home' by several of Spain's most famous…

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…

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.

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…

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…

The stunning volcanic landscape in the Galapagos Islands. Via ASP -0.968676, -91.843321

Galapagos Islands

7–10 days from $5429

Galapagos Islands

Moderate–Difficult Bike Tour in Ecuador

This bike or multi-adventure tour in Ecuador in the Galapagos Islands has the perfect blend of challenging cross-island rides, leisurely downhill rides, and other activities to intrigue and fascinate…

Portugal's Wild Coast Bike Tour 37.982309, -8.66272

Portugal’s Wild Coast

7–11 days from €1810

5 out of 5

Portugal’s Wild Coast

Moderate–Difficult Bike Tour in Portugal

The Portugal Wild Coast is a cross-country or road bike tour along one of the most beautiful coastlines of Portugal. From the outskirts of Lisbon to the southernmost tip of Europe, you’ll discover…

Old Town of Rab, Croatia. Flickr:Tess

Kvarner Bay

8 days from €1204

5 out of 5

Kvarner Bay

Moderate–Difficult Bike + Boat Tour in Croatia

A bike and boat tour in and around Kvarner Bay is pure magic. Made up of countless islands in crystal-clear water with deeply fissured cliffs, picturesque beaches, and numerous small bays, Kvarner…

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…

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…

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…

Cycling Florence to Rome

Florence to Rome - Self Guided

8 days from €1519

4.3 out of 5

Florence to Rome - Self Guided

Moderate–Difficult Bike Tour in Italy

This self-guided bike tour in Italy offers the chance to discover a different side of the Bel Paese (beautiful country) - one that is quieter, more authentic, and almost mystical. As you pedal…

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…

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

Ionian Islands

8 days from €2134

4.5 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…

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…

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…

Tobermory, the capital of the Isle of Mull in Scotland. Flickr:Frank Pickavant 56.622882, -6.068071

Bike & Sail the Highlands of Scotland

8 days from €2326

3 out of 5

Bike & Sail the Highlands of Scotland

Moderate–Difficult Bike + Boat Tour in Scotland

On this unique bike and boat tour in Scotland - a true sailing adventure - you begin and end in Oban, a resort town nestled in the hills and formally known as the "Gateway to the Isles." On the tall…

Alhambra Palace is a fortress complex in Granada, Andalusia, Spain. Flickr:Jiuguang Wang 37.17604282792531, -3.5891353868543763

Andalusia - Seville to Granada

8 days from €1865

4.4 out of 5

Andalusia - Seville to Granada

Moderate–Difficult Bike Tour in Spain

This diverse riding week blends Andalusia’s three monumental gems - Seville, Cordoba, and Granada - with some of Spain’s finest rural landscapes and pleasant backwaters, where little has changed.

Lanzarote - A Canary Island Bike Tour

Lanzarote - A Canary Island Bike Tour

Prague to Passau

Prague to Passau

Sailing the Greek Isles between Athens and Corfu

Sailing the Greek Isles between Athens and Corfu

Albanian Riviera & Highlands

Albanian Riviera & Highlands

Southern Dalmatia

Southern Dalmatia

Dublin & Wicklow

Dublin & Wicklow

Alaska - Bike & Beer

Alaska - Bike & Beer

Trekking in the Colombian Andes

Trekking in the Colombian Andes

Santa Marta and Colombia’s Lost City

Santa Marta and Colombia’s Lost City

Albanian Highlights

Albanian Highlights

Highlights of Southern Malawi

Highlights of Southern Malawi

Sri Lanka Spice Trails

Sri Lanka Spice Trails

Cycling Vietnam & Cambodia

Cycling Vietnam & Cambodia

Exotic Kerala

Exotic Kerala

Saigon to Bangkok

Saigon to Bangkok