Mediterranean Tours

White-Sand Beaches & Granite Peaks on Italy's Mediterranean Isle

Two guests cycling down road on tree-filled vista.

Two guests cycling down road, rocky cliffs behind them.

POV shot of local handing guest an oyster.

Guests at meal, one playing guitar, other singing behind them.

Biking

Couples, Friends & Solos

Italy's Sardinia Bike Tour

6 days

Levels 2-5

Premiere & Deluxe Hotels

2026: May-Jun, Sep-Oct

From $5,799/person

A Cyclist's Paradise at the Crossroads of Greek & Turkish Culture

Group of people biking on an empty road with a forest in the background

Large, yellow and orange cliffs overlooking the ocean

Man and woman smiling at each other while standing next to a bike

Views of large mountains with rows of crops and more mountains in the distance

Person smiling while carrying a bike over their head, with the ocean in the background

NEW

Biking

Couples, Friends & Solos

Cyprus Bike Tour

6 days

Levels 2-5

Deluxe & Premiere Hotels

2026: May-Jun, Sep-Dec

From $4,899/person

Sapphire Waters of the Dalmatian Coast

Bird's eye shot of Korcula during sunset.

Two guests in bike gear on bench, overlooking Dalmatian Coast.

Guest in bike gear at meal, smiling at camera.

Shot of Croatian hillside town, Prosek, and 'Olive Oil" sign.

Biking

Couples, Friends & Solos

Croatia Bike Tour

6 days

Levels 2-4

Casual Hotels

From $5,199/person

Coastal Italy's Seaside Charm & Tuscan Villages

Sky view of large lake surrounded by a town of houses and mountains

Group of guests at dinner, cheersing wine glasses.

Two guests walking through arched brick walkway, flowers and hanging plants above.

Cliffside by the ocean with buildings on top

Hiking & Walking

Couples, Friends & Solos

Cinque Terre & Tuscany Hiking & Walking Tour

6 days

Levels 2-4

Casual Hotels

From $4,499/person

Island-Hopping in the Adriatic from Split to Dubrovnik

Shot of the coastal Dubrovnik City Walls.

Six guests in window, drinks in hand, smiling at camera.

Shot of different varieties of bell peppers.

Multi-Adventure

Couples, Friends & Solos

Croatia Multi-Adventure Tour

6 days

Levels 2-4

Casual Hotels

From $5,099/person

Italian Vineyards & Romantic Coast

Wide shot of hilly vineland during sunset.

Backroads guest holding a glass of wine with a vineyard in the background.

Shot of bay full of sailboats, colorful multi-tier housing on hillside in distance.

Biking

Couples, Friends & Solos

Tuscany by the Sea Bike Tour

6 days

Levels 1-4

Premiere Hotels

2026: May-Oct

From $6,399/person

Historic Split to Dubrovnik & the Bay of Kotor

Shot of Croatian houses on coast, boats, mountain in distance.

Bird's eye of Croatian riverside city, mountains all around, boats in river.

Wide shot of Dubrovnik coastline, blue ocean, white and tan houses.

Two guests walking up stone staircase, Croatian village, river below them.

Multi-Adventure

Couples, Friends & Solos

Croatia to Montenegro Multi-Adventure Tour

6 days

Levels 2-4

Premiere Hotels

From $5,799/person

Mountain Lakes, Rolling Vineyards & Enchanted Seaside

Wide shot of Bled Castle, town, lake below, mountain behind.

Man and woman standing on their bikes, looking out into a town center

Woman smiling with a man wearing an apron, holding two plated full of baked bread

Four wooen, boats on blue lake, hills, castle in distance.

Large stone bridge with a bell tower in the background

Biking

Couples, Friends & Solos

Croatia & Slovenia's Alps Bike Tour

6 days

Levels 2-4

Premiere & Casual Hotels

2026: May-Oct

From $5,499/person

Dalmatian Coast & Islands from Split to Dubrovnik

Wide shot of Hvar Island, white stone buildings, blue water, boats.

Town center with white stone and red buildings

Lake connected to the ocean with tall trees to the left

Group of people riding bikes on a road in the middle of a town

NEW

Biking

Couples, Friends & Solos

Croatia Bike Tour

6 days

Levels 2-4

Premiere Hotels

From $5,799/person

Sun-Splashed Mythical Greek Isles

Sunset shot of Santorini, city lit up, church bell in foreground.

Light blue windowsill, overlooking blue and white Mediterranean domed houses.

Two guests walking between large cliffs.

Guest cycling on road, arid coastal town in distance, ocean behind it.

Four guests in biking gear at small rest point building.

Multi-Adventure

Couples, Friends & Solos

Santorini & Crete Multi-Adventure Tour

6 days

Levels 1-3

Premiere Hotels

From $6,499/person

Italian Seaside & Ancient Civilizations

Two bikers posing in front of church with their bikes.

Biking

Couples, Friends & Solos

Sicily Bike Tour

6 days

Levels 2-5

Premiere Hotels

From $5,399/person

World-Class Cycling in the Mediterranean

Two bikers riding around a bend on the coast of Mallorca.

Two bikers riding on a road, doing a peace sign and shaka sign.

Stone monument building in Palma de Mallorca.

Two bikers resting on rocks cliffside in Mallorca.

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

Levels 2-5

Premiere Hotels

2026: Mar-Jun, Sep-Oct

From $6,099/person

Coastlines, Hill Towns & World Heritage Sites

Two bikers riding past stone Truli houses in Puglia, Italy

Someone preparing bruschetta, pouring olive oil.

Three people drinking wine and laughing in a vineyard in Puglia

Point of view shot of sky, tops of white houses and red tapestries flowing between them.

Biking

Couples, Friends & Solos

Puglia's Salento to Matera Bike Tour

6 days

Levels 1-4

Premiere Hotels

From $5,799/person

Path of the Gods, Idyllic Capri & Ischia

Six guests on boat, three looking at one of their phones.

Wide shot of Amalfi Coast, boats dotting the crystal blue water.

Pier on the Amalfi Coast, boast littering the water's edge.

Hiking & Walking

Couples, Friends & Solos

Italy's Amalfi Coast Hiking & Walking Tour

6 days

Levels 2-4

Casual Hotels

From $5,299/person

A Two-Island Adventure in the Mediterranean

Biker riding around a bend on the coast of Mallorca.

Swimmer diving off of a cliff into crystal clear waters.

Two people hugging, walking down a cobblestone alley.

Two bikers posing with a can of wine in a vineyard.

Bikers riding past stone facade houses in Spain.

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

Levels 1-4

Premiere Hotels

2026: Mar-Jun, Sep-Nov

From $5,449/person

Legendary Journey from the Mountains to the Mediterranean

POV shot of someone walking down beachy stone alleyway.

Wide shot of the Castle of Mystras and it's surrounding jungle.

Shot of small island with church, two roads leading onto it, amidst ocean vista.

Shot of small stone shack on cliffside, ocean, mountainous coast, boat behind it.

Group of guests sitting on small cliff over ocean, large boulder in water in front of them.

Hiking & Walking

Couples, Friends & Solos

Greece's Peloponnese Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

From $5,999/person

Italian Enchantments from Palermo to Mount Etna

Guests walking next to ocean cliffside, towards small sandstone building.

Shot of the Cathedral of Cefalù during sunset.

Group of guests, all looking towards camera, wine glasses in hand.

Food spread, cured meat, cheese, tomato, pizza bread, etc.

Hiking & Walking

Couples, Friends & Solos

Sicily Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

From $5,799/person

From Ancient Matera to Salento

Guest overlooking white-rock coast, light blue water in background.

Guest biking in Alberobello, large bush obscuring half the shot.

Guest smiling in front of Alberobello houses.

Two guests talking with local guide, wine glasses and bottle in hand.

Close-up of building, white and red walls, red door and purple flowers visible.

Biking

Couples, Friends & Solos

Puglia to Basilicata Bike Tour

6 days

Levels 2-4

Deluxe Hotels

From $4,599/person

Volcanic Trails & Tropical Retreats at the Crossroads of Continents

Person riding their bike on a road with large, grassy mountains in the distance

Road surrounded by tall cliffs full of plants and tall trees

Alleyway with colorful houses and plants along a brick road

Man and woman with hiking poles, pointing and looking out to mountains

Sky view of a small town next to the ocean shore

NEW

Multi-Adventure

Couples, Friends & Solos

Spain's Canary Islands Multi-Adventure Tour

6 days

Levels 2-4

Premiere Hotels

2026: Mar-Jun, Sep-Dec

From $5,849/person

Cascades, Canyons & Cultural Treasures on the Dalmatian Coast

Large forest with a lake in the center, with the ocean to the left of the cliff

Woman smiling while pouring wine into a glass

Large waterfall with a forest in the background

Large, dry hills with the ocean to the right

NEW

Hiking & Walking

Couples, Friends & Solos

Croatia Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

From $5,199/person

Mountains to Beaches on Spain's Mediterranean Isle

Group of people hiking on a trail along a cliff, with the ocean and an island in the distance

People swimming in a clear blue body of water, Portugal.

Man and woman inside of a white cave, looking up along the walls

Wide shot of vineyard, stony building, craggy mountains in distance.

Multi-Adventure

Families with Teens & 20s

Spain's Mallorca Family Multi-Adventure Tour

6 days

Levels 1-3

Premiere Hotels

2026: Jun-Jul

From $6,999/person

Sun-Splashed Mythical Greek Isles

Guest emoting to camera, white walled coastal buildings behind her.

Two guests cycling along golden coastline, ocean to their right.

Close-up of blue door on white building.

Wide shot of Santorini cliffside, white houses, ocean, sunset.

Multi-Adventure

Families with Kids & Teens

Santorini & Crete Family Multi-Adventure Tour

6 days

Levels 1-3

Premiere Hotels

2026: Jun-Aug

From $6,399/person

Dolce Tempo Journey from Historic Split to Dubrovnik & the Bay of Kotor

Guest cycling past vineyard, towards mountain.

Wide shot of coastal Croatian town, white and tan buildings, boats, forest in distance.

Shot from inside building, looking out window, ocean, boat, hill in background.

Multi-Adventure

Couples, Friends & Solos

Croatia to Montenegro Easygoing Multi-Adventure Tour

6 days

Levels 1-2

Premiere Hotels

2026: May-Oct

From $5,699/person

977 Dates

Sort: Date

2026

March 2026

Multi-Adventure

Couples, Friends & Solos

Spain's Canary Islands Multi-Adventure Tour

6 days

2-4

Premiere Hotels

$5,849/person

(+$1,300 for optional single occ.)

Available

Mar 1, 2026

Sunday

Mar 6, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Spain's Canary Islands Multi-Adventure Tour

6 days

2-4

Premiere Hotels

$5,849/person

(+$1,300 for optional single occ.)

Available

Mar 15, 2026

Sunday

Mar 20, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

2-5

Premiere Hotels

$6,099/person

(+$1,300 for optional single occ.)

Solo Room Savings

Available

Mar 22, 2026

Sunday

Mar 27, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

1-4

Premiere Hotels

$5,449/person

(+$1,100 for optional single occ.)

Available

Mar 22, 2026

Sunday

Mar 27, 2026

Friday

Two women smiling while walking through an alleyway and stone buildings surrounding them

Biking

Couples, Friends & Solos

Spain's Mallorca Easygoing E-bike Tour

6 days

1-3

Premiere Hotels

$6,399/person

(+$1,750 for optional single occ.)

Available

Mar 22, 2026

Sunday

Mar 27, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

2-5

Premiere Hotels

$6,099/person

(+$1,550 for optional single occ.)

Solo Room Savings

Available

Mar 29, 2026

Sunday

Apr 3, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

1-4

Premiere Hotels

$5,449/person

(+$1,400 for optional single occ.)

Available

Mar 29, 2026

Sunday

Apr 3, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Spain's Canary Islands Multi-Adventure Tour

6 days

2-4

Premiere Hotels

$5,849/person

(+$1,300 for optional single occ.)

Available

Mar 29, 2026

Sunday

Apr 3, 2026

Friday

April 2026

Hiking & Walking

Couples, Friends & Solos

Cinque Terre & Tuscany Hiking & Walking Tour

6 days

2-4

Casual Hotels

$4,499/person

(+$1,100 for optional single occ.)

Available

Apr 5, 2026

Sunday

Apr 10, 2026

Friday

Biking

Couples, Friends & Solos

Sicily Bike Tour

6 days

2-5

Premiere Hotels

$5,399/person

(+$1,800 for optional single occ.)

Available

Apr 5, 2026

Sunday

Apr 10, 2026

Friday

Biking

Couples, Friends & Solos

Puglia's Salento to Matera Bike Tour

6 days

1-4

Premiere Hotels

$5,799/person

(+$850 for optional single occ.)

Solo Room Savings

Available

Apr 5, 2026

Sunday

Apr 10, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

1-4

Premiere Hotels

$5,449/person

(+$1,400 for optional single occ.)

Available

Apr 5, 2026

Sunday

Apr 10, 2026

Friday

Woman with hiking poles, walking on a large mountain

Hiking & Walking

Couples, Friends & Solos

Spain's Mallorca & Menorca Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$6,249/person

(+$1,900 for optional single occ.)

Available

Apr 5, 2026

Sunday

Apr 10, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

1-4

Premiere Hotels

$5,449/person

(+$1,200 for optional single occ.)

Available

Apr 7, 2026

Tuesday

Apr 12, 2026

Sunday

Biking

Couples, Friends & Solos

Sicily Bike Tour

6 days

2-5

Premiere Hotels

$5,399/person

(+$1,800 for optional single occ.)

Unplugged

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

2-5

Premiere Hotels

$6,099/person

(+$1,550 for optional single occ.)

Solo Room Savings

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Biking

Couples, Friends & Solos

Puglia's Salento to Matera Bike Tour

6 days

1-4

Premiere Hotels

$5,799/person

(+$850 for optional single occ.)

Solo Room Savings

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

1-4

Premiere Hotels

$5,449/person

(+$1,400 for optional single occ.)

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Sicily Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,799/person

(+$1,400 for optional single occ.)

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Spain's Canary Islands Multi-Adventure Tour

6 days

2-4

Premiere Hotels

$5,849/person

(+$1,300 for optional single occ.)

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Spain's Mallorca & Menorca Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$6,249/person

(+$1,900 for optional single occ.)

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Two guests walking past vineyard, Italian hillside in background.

Hiking & Walking

Women's Adventures

Cinque Terre & Tuscany Women's Hiking & Walking Tour

6 days

2-4

Casual Hotels

$4,499/person

(+$850 for optional single occ.)

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

White buildings in the distance with an orange brick church building in the distance

Hiking & Walking

Couples, Friends & Solos

Puglia Home Base Hiking & Walking Tour

5 days

1-3

Premiere Hotels

$5,099/person

(+$1,800 for optional single occ.)

Available

Apr 12, 2026

Sunday

Apr 16, 2026

Thursday

Biker going around a curve on an elevated road on the coast of Mallorca.

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

2-5

Casual Hotels

$4,299/person

(+$500 for optional single occ.)

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

2-5

Premiere Hotels

$6,099/person

(+$1,300 for optional single occ.)

Unplugged

Solo Room Savings

Available

Apr 14, 2026

Tuesday

Apr 19, 2026

Sunday