Mediterranean Tours

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

6 Days

Spain's Mallorca Family Multi-Adventure Tour

Families with Teens & 20s

Premiere Hotels

Activity Levels 1-3

From $6,999/person

Island-Hopping in the Adriatic from Split to Dubrovnik

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

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

Shot of dinner table among low-hanging trees.

Overhead shot of people eating beneath white umbrellas, stone cliffs, ocean.

Three guests cycling on stone pier, boats, coastal town, ocean behind them.

Multi-Adventure

6 Days

Croatia Family Multi-Adventure Tour

Families with 20s & Beyond

Casual & Deluxe Hotels

Activity Levels 2-4

From $5,899/person

Dolce Tempo Journey from the Mountains to the Sea

Two people on the beach walking next to the ocean with their shoes in hand

Two people paddling on kayaks in the middle of the ocean

Two guests cycling down grassy, golden road, trees on either side, hills behind them.

Two small boats tied to a dock with rustic buildings in the background

Multi-Adventure

6 Days

Greece’s Peloponnese Easygoing Multi-Adventure Tour

Couples, Friends & Solos

Premiere Hotels

Activity Levels 1-2

From $5,999/person

Catania to Mount Etna—Italy's Legendary Isle

Two guests cycling down road, Medit. hilltop town in distance.

Two waving guests cycling down flower-laden road, bushes and hills in background.

House-front shot, wooden door, array of purple flowers.

Guest taking selfie while standing in a small caldera. Mountains behind them.

Multi-Adventure

6 Days

Sicily Family Multi-Adventure Tour

Families with 20s & Beyond

Premiere Hotels

Activity Levels 2-4

From $5,799/person

Italian & French Mediterranean Isles

Guest relaxing in a pool, overlooking ocean and distant hills.

Four guests hiking up rocky staircase, small white lighthouse & ocean in background.

Close-up shot of white and purple flowers, ocean and cliffs in background.

Two guests cycling down road, between large, craggy rock faces.

Wide shot of a large hotel in the hillside, beach, small boats and ocean in foreground.

Multi-Adventure

6 Days

Sardinia & Corsica Family Multi-Adventure Tour

Families with Teens & 20s

Premiere Hotels

Activity Levels 1-3

From $7,449/person

Mountains to Beaches on Spain's Mediterranean Isle

Bird's eye shot of rocky beach, small boat, blue water.

POV shot in tan stone village, sun shining, forested mountains in distance.

Man riding a bike on a road, looking out to the ocean and a cliff covered with trees

Multi-Adventure

6 Days

Spain's Mallorca Family Multi-Adventure Tour

Families with 20s & Beyond

Premiere Hotels

Activity Levels 1-3

From $6,999/person

Coastal Italy's Seaside Charm & Tuscan Villages

Two women and one man smiling while walking on a boat dock by the water

a backroads guest walks through a vineyard

Sky view of brown brick buildings surrounded by a valley of trees and crops

Houses and apartments on a cliff by the ocean

Hiking & Walking

NEW

6 Days

Cinque Terre & Tuscany Hiking & Walking Tour

30s & 40s

Deluxe Hotels

Activity Levels 2-4

From $4,499/person

Italian & French Mediterranean Isles

Two guests sitting on large rocks on coast, one pointing towards ocean.

backroads guests holds up paddle while kayaking

Wide shot of Corsican coastline. Houses dotting the hillside.

Backroads leader prepares meal of lobster

Overhead shot of guests on the beach, some are on small boats in the water.

Multi-Adventure

NEW

6 Days

Sardinia & Corsica Family Multi-Adventure Tour

Families with 20s & Beyond

Casual & Deluxe Hotels

Activity Levels 1-3

From $5,699/person

Southern Italy's Volcanoes, Ancient Cultures & Sun-Warmed Beaches

Woman with two hiking sticks overlooking the ocean

Backroads guests hike through a flowering field

Wide shot of rocky seaside, sand deposits, water, rocky hills.

Two backroads guest pose with their hands up on a hike

Hiking & Walking

6 Days

Sicily & the Aeolian Islands Easygoing Walking Tour

Couples, Friends & Solos

Premiere Hotels

Activity Levels 1-2

From $5,599/person

Catania to Mount Etna - Italy's Legendary Isle

Bird's eye shot of colorful Italian coastline. Blue water and multi-colored houses.

Group of guests walking on trail, one smiling at camera.

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

Bird's eye shot of two guests cycling in Medit. wine country.

Multi-Adventure

6 Days

Sicily Family Multi-Adventure Tour

Families with Teens & 20s

Premiere Hotels

Activity Levels 2-4

From $5,799/person

Coastal Italy's Seaside Charm & Tuscan Villages

Two guests hiking up rocky trail, colorful coastal town in background.

Backroads guests gather celebrate around a dinner table

Archway made of stone, looking out towards the ocean

Cliffside by the ocean with buildings on top

Hiking & Walking

NEW

6 Days

Cinque Terre & Tuscany Family Hiking & Walking Tour

Families with Teens & 20s

Deluxe Hotels

Activity Levels 2-4

From $4,699/person

Catania to Mount Etna—Italy's Legendary Isle

Wide shot of Mount Etna, small boats in water in foreground.

People smiling down from outside a church in Sicily

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

Multi-Adventure

6 Days

Sicily Multi-Adventure Tour

Couples, Friends & Solos

Premiere Hotels

Activity Levels 2-4

From $5,999/person

Coastal Italy's Seaside Charm & Tuscan Villages

Wide shot of Cinque Terre coastal village.

Two smiling guests in front of colorful buildings.

Three guests on cliff, gesturing towards colorful coastal city.

Shot of ceiling in domed church, mosaics and art on ceiling.

Hiking & Walking

6 Days

Cinque Terre & Tuscany Family Hiking & Walking Tour

Families with 20s & Beyond

Deluxe Hotels

Activity Levels 2-4

From $4,699/person

From Ancient Matera to Salento

Wide shot of Sassi di Matera and it's mountainside huts.

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

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

Three guests cycling down beach road, large white building on their right.

Two food platters, cheese, cured meats, rice and salads.

Biking

NEW

6 Days

Puglia to Basilicata Family Bike Tour

Families with 20s & Beyond

Premiere & Casual Hotels

Activity Levels 2-4

From $4,599/person

Legendary Journey from the Mountains to the Mediterranean

POV shot of someone walking down beachy stone alleyway.

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

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

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

Wide shot of coastal Mediterranean town during sunset.

Hiking & Walking

6 Days

Greece's Peloponnese Women's Hiking & Walking Tour

Women's Adventures

Premiere Hotels

Activity Levels 2-4

From $6,099/person

Mountains to Beaches on Spain's Mediterranean Isle

Two men biking and smiling, with a castle-like stone building in the background

Leader with charcuterie platter, pretending to eat grapes.

Multi-Adventure

NEW

6 Days

Spain's Mallorca Multi-Adventure Tour

Couples, Friends & Solos

Premiere Hotels

Activity Levels 1-3

From $6,899/person

Sun-Splashed Mythical Greek Isles

People sitting on reclining chairs by the shore of an ocean

POV shot on boat, looking towards Spinalonga fortress.

Two people riding bikes down a road, with a large lake in the distance

Long, empty roads with people biking, with the ocean in the distance

Multi-Adventure

NEW

6 Days

Santorini & Crete Multi-Adventure Tour

30s & 40s

Premiere Hotels

Activity Levels 1-3

From $6,949/person

Majestic Mediterranean Peaks to Island Coves & Beaches

Coastside cliff with boats floating in the ocean

Alleyway lined with stone buildings and red roses

Rocky inlet, stripes lighthouse in distance.

Stone path with view of clear blue water and boats floating in the ocean

Hiking & Walking

NEW

6 Days

Spain's Mallorca & Menorca Easygoing Walking Tour

Couples, Friends & Solos

Premiere Hotels

Activity Levels 1-2

From $6,649/person

From Ancient Matera to Salento

Platter of food, cheese, cured meats, meatballs, fruits, etc.

Woman in a white dress, dancing with a man playing the accordion to her left

Two women and one man riding their bikes and smiling

Two men walking through a flight of stone stairs in a town

Biking

NEW

6 Days

Puglia & Basilicata Bike Tour

30s & 40s

Deluxe Hotels*

Activity Levels 2-4

From $4,849/person

Rugged Beauty & Coastal Bliss on France's Mediterranean Isle

Four guests walking down trail, craggy hills in distance.

Blue lake with an island covered with small trees in the center

Stone walkway with pots filled with plants and a church building in the distance

Wide shot of mountainside town, large valley, trees, snowy peak in distance.

Grassy, rock covered hill with large mountains in the distance

Hiking & Walking

6 Days

Corsica Women's Hiking & Walking Tour

Women's Adventures

Premiere Hotels

Activity Levels 2-4

From $6,099/person

Classic Rides & Mediterranean Bliss

Long road along a cliff, leading to a lighthouse

Group of people wearing biking gear, standing on a ledge looking out to a lake

Biker riding around a bend on the coast of Mallorca.

Large crop field with a stone building in the background

Biking

NEW

6 Days

Spain's Mallorca Bike Tour

30s & 40s

Casual & Deluxe Hotels

Activity Levels 2-5

From $4,599/person

822 Dates

Sort: Date

2026

May 2026

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

Levels 1-4

Premiere Hotels

$6,449/person

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

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Biking

Couples, Friends & Solos

Sicily Bike Tour

6 days

Levels 2-5

Premiere Hotels

$6,749/person

(+$2,100 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

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

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

Levels 2-5

Premiere Hotels

$6,349/person

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

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Man and woman smiling while looking at each other, with a large stone arch in the background

Hiking & Walking

Couples, Friends & Solos

Sicily Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

$6,099/person

(+$1,600 for optional single occ.)

Going fast! 2 spaces left

May 3, 2026

Sunday

May 8, 2026

Friday

Biking

Couples, Friends & Solos

Puglia to Basilicata Bike Tour

6 days

Levels 2-4

Deluxe Hotels

$5,099/person

(+$950 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Biking

Couples, Friends & Solos

Cyprus Bike Tour

6 days

Levels 2-5

Deluxe & Premiere Hotels

$5,549/person

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

Request to Book

May 3, 2026

Sunday

May 8, 2026

Friday

Two locals on boat during sunset, large mountain in distance.

Hiking & Walking

Couples, Friends & Solos

Sicily & the Aeolian Islands Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

$5,699/person

(+$700 for optional single occ.)

Solo Room Savings

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Two women and a man smiling and waving, while standing on a cliff next to the ocean

Hiking & Walking

Couples, Friends & Solos

Italy's Amalfi Coast Hiking & Walking Tour

6 days

Levels 1-3

Premiere Hotels

$8,399/person

(+$2,300 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Sardinia & Corsica Multi-Adventure Tour

6 days

Levels 1-3

Casual & Deluxe Hotels

$5,149/person

(+$950 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 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

Levels 1-3

Premiere Hotels

$6,799/person

(+$2,150 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Hiking & Walking

Women's Adventures

Greece's Peloponnese Women's Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

$6,099/person

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

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Spain's Mallorca & Menorca Easygoing Walking Tour

6 days

Levels 1-2

Premiere Hotels

$6,649/person

(+$2,100 for optional single occ.)

Available

May 3, 2026

Sunday

May 8, 2026

Friday

Bird's eye shot of Korcula during sunset.

Biking

Couples, Friends & Solos

Croatia Bike Tour

6 days

Levels 2-4

Casual & Deluxe Hotels

$5,749/person

(+$550 for optional single occ.)

Request to Book

May 4, 2026

Monday

May 9, 2026

Saturday

Two guests cycling down coastal road, light blue water in background.

Biking

Couples, Friends & Solos

Puglia & Basilicata Easygoing E-bike Tour

6 days

Levels 1-3

Premiere Hotels

$6,549/person

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

Available

May 4, 2026

Monday

May 9, 2026

Saturday

Hiking & Walking

Couples, Friends & Solos

Cinque Terre & Tuscany Hiking & Walking Tour

6 days

Levels 2-4

Deluxe Hotels

$5,399/person

(+$1,500 for optional single occ.)

Request to Book

May 5, 2026

Tuesday

May 10, 2026

Sunday

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

Biking

Couples, Friends & Solos

Croatia & Slovenia's Alps Bike Tour

6 days

Levels 2-4

Premiere & Deluxe Hotels

$6,199/person

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

Available

May 5, 2026

Tuesday

May 10, 2026

Sunday

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

Biking

Couples, Friends & Solos

Croatia Bike Tour

6 days

Levels 2-4

Premiere & Casual Hotels

$7,049/person

(+$1,600 for optional single occ.)

Available

May 5, 2026

Tuesday

May 10, 2026

Sunday

Multi-Adventure

Couples, Friends & Solos

Sardinia & Corsica Multi-Adventure Tour

6 days

Levels 1-3

Premiere Hotels

$6,699/person

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

Available

May 5, 2026

Tuesday

May 10, 2026

Sunday

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

Levels 1-4

Premiere Hotels

$6,399/person

(+$1,700 for optional single occ.)

Request to Book

May 5, 2026

Tuesday

May 10, 2026

Sunday

Biking

Couples, Friends & Solos

Tuscany by the Sea Bike Tour

6 days

Levels 1-4

Premiere Hotels

$7,249/person

(+$2,500 for optional single occ.)

Available

May 6, 2026

Wednesday

May 11, 2026

Monday

Hiking & Walking

Couples, Friends & Solos

Greece's Peloponnese Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

$6,199/person

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

Available

May 6, 2026

Wednesday

May 11, 2026

Monday

Hiking & Walking

Couples, Friends & Solos

Cinque Terre & Tuscany Hiking & Walking Tour

6 days

Levels 2-4

Deluxe Hotels

$4,899/person

(+$900 for optional single occ.)

Available

May 7, 2026

Thursday

May 12, 2026

Tuesday

Biking

Couples, Friends & Solos

Croatia & Slovenia's Alps Bike Tour

6 days

Levels 2-4

Premiere & Deluxe Hotels

$6,199/person

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

Available

May 7, 2026

Thursday

May 12, 2026

Tuesday

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

Multi-Adventure

Couples, Friends & Solos

Croatia to Montenegro Multi-Adventure Tour

6 days

Levels 2-4

Premiere Hotels*

$6,299/person

(+$1,000 for optional single occ.)

Available

May 7, 2026

Thursday

May 12, 2026

Tuesday

Two bikers riding past stone Truli houses in Puglia, Italy

Biking

Couples, Friends & Solos

Puglia's Salento to Matera Bike Tour

6 days

Levels 1-4

Premiere Hotels

$6,499/person

(+$1,500 for optional single occ.)

Request to Book

May 8, 2026

Friday

May 13, 2026

Wednesday