Islands of Spain and Portugal

Waterfalls, Volcanic Craters & Lush Island Landscapes

Aerial view of Lagoa das Furnas located on the Azorean island of Sao Miguel, Azores, Portugal. Lake Furnas (Lagoa das Furnas) on Sao Miguel, Azores, Portugal from the Pico do Ferro scenic viewpoint.

View of Sete Cidades - Boca do Inferno, Sao Miguel, Azores, Portugal

Man smiling at the camera while holding up a glass of wine

Man and woman inside of a kayak, paddling in the middle of a lake

Multi-Adventure

Couples, Friends & Solos

Portugal's Azores Multi-Adventure Tour

6 days

Levels 1-3

Casual & Deluxe Hotels

2026: Apr-Nov

From $4,899/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 $5,549/person

Epic Trails & Ancient Forests on the Atlantic's Garden Isle

Sky view of a oceanside town with large mountains in the background

Man and woman ascending a mountain, surrounded by green and yellow plants

Woman standing on a rock looking at a lake

Large island with cliffs next to the ocean

Dirt trail in a foggy forest surrounded by trees with wavy branches

Hiking & Walking

Couples, Friends & Solos

Portugal's Madeira Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

2025: Dec

2026: Mar-Dec

From $5,399/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 1-4

Premiere Hotels

2026: Mar-Jun, Sep-Dec

From $5,849/person

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

Epic Trails, Dramatic Coastline & Vibrant Island Flora

View of flowers on a mountain and the ocean in Miradouro da Ponta do Sossego Nordeste, Sao Miguel, Azores, Portugal.

Active waterfall in the middle of a forest, with a pond on the grand floor

Pineapples grown on a plantation on the island Sao miguel, Azores

Man smiling while holding a glass of wine

NEW

Hiking & Walking

Couples, Friends & Solos

Portugal's Azores Hiking & Walking Tour

6 days

Levels 2-4

Casual & Deluxe Hotels

2026: Apr-Nov

From $4,399/person

Majestic Mediterranean Peaks to Island Coves & Beaches

Woman with hiking poles, walking on a large mountain

Coastside cliff with boats floating in the ocean

Bowl of paella with cut lemons on the sides

Woman smiling, standing next to a guardrail over a cliff

Leader with charcuterie platter, pretending to eat grapes.

Hiking & Walking

Couples, Friends & Solos

Spain's Mallorca & Menorca Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

2026: Apr-Jun, Sep-Oct

From $6,249/person

Seaside port full of boats and a small cluster of buildings

Multi-Adventure

Families with Kids & Teens

Spain's Mallorca Family Multi-Adventure Tour

6 days

Levels 1-3

Premiere Hotels

From $6,199/person

Waterfalls, Volcanic Craters & Lush Island Landscapes

Three people walking on a dirt path that is on top of a hill, with a large valley in the background

Natural geyser of boiling mineral water and evaporation, located at side of Furnas town on Sao Miguel island of Azores, Portugal.

Sky view of a dirt path cutting in between a field of patterned bushes

Two men sitting on a stone fence playing guitars and smiling

Multi-Adventure

Families with Teens & 20s

Portugal's Azores Family Multi-Adventure Tour

6 days

Levels 1-3

Casual & Deluxe Hotels

From $5,299/person

Dolce Tempo Journey on a Classic Mediterranean Isle

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

People saying cheers with glasses of red wine.

Stone alleyway with stone buildings on either side

Man and woman riding their bike on an alleyway with a church bell tower view in the distance

Biking

Couples, Friends & Solos

Spain's Mallorca Easygoing E-bike Tour

6 days

Levels 1-3

Premiere Hotels

2026: Mar-May, Sep-Oct

From $6,399/person

Waterfalls, Volcanic Craters & Lush Island Landscapes

Sky view of a long path that sits on top of a long, grass-covered cliff

Three men walking on a beach, with a large cliff in the background

Capela de Nossa Senhora das Vitorias Church next to Volcano Crater on Sao Miguel, Azores, Portugal.

Two men on a kayak, paddling in a river by a bridge

Multi-Adventure

Families with 20s & Beyond

Portugal's Azores Family Multi-Adventure Tour

6 days

Levels 1-3

Casual & Deluxe Hotels

2026: May-Aug

From $4,999/person

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

Families with 20s & Beyond

Spain's Mallorca Family Multi-Adventure Tour

6 days

Levels 1-3

Premiere Hotels

From $6,999/person

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

NEW

Multi-Adventure

Couples, Friends & Solos

Spain's Mallorca Multi-Adventure Tour

6 days

Levels 1-3

Premiere Hotels

2026: May, Jul, Sep-Oct

From $6,849/person

Classic Rides & Mediterranean Bliss

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

Landscape view of the coast of Mallorca.

Biker riding on a road along Mallorca coast, with church tower in Background.

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

Levels 2-5

Casual Hotels

2026: Apr-Jun, Aug-Sep

From $4,299/person

Epic Trails & Ancient Forests on the Atlantic's Garden Isle

Sunset hitting a small town, filled with white and red buildings on cliffs

Woman smiling while grabbing meat from a large, metal skewer

Pink and blue building with a wooden door on the right, and plants on the left

Bananas hanging from a green banana tree

Hiking & Walking

Women's Adventures

Portugal's Madeira Women's Hiking & Walking Tour

6 days

Levels 2-4

Premiere Hotels

2026: May, Sep, Nov

From $5,399/person

Waterfalls, Volcanic Craters & Lush Island Landscapes

Man walking on a beach, with grassy mountains in the background

NEW

Multi-Adventure

Families with Kids & Teens

Portugal's Azores Family Multi-Adventure Tour

6 days

Levels 1-3

Casual & Deluxe Hotels

From $4,899/person

Epic Trails, Dramatic Coastline & Vibrant Island Flora

Two women walking up stairs on a grassy hill, with the ocean in the background

Two women smiling while walking on a dirt trail surrounded by large plants

Long wooden bridge leading to a forest full of tall trees

NEW

Hiking & Walking

Women's Adventures

Portugal's Azores Women's Hiking & Walking Tour

6 days

Levels 2-4

Casual & Deluxe Hotels

2026: May-Jun, Sep-Oct

From $4,499/person

Classic Rides & Mediterranean Bliss

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

NEW

Biking

30s & 40s

Spain's Mallorca Bike Tour

6 days

Levels 2-5

Casual Hotels

2026: Jun

From $4,499/person

Majestic Mediterranean Peaks to Island Coves & Beaches

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

NEW

Hiking & Walking

Couples, Friends & Solos

Spain's Mallorca & Menorca Easygoing Walking Tour

6 days

Levels 1-2

Premiere Hotels

2026: May, Sep

From $6,549/person

223 Dates

Sort: Date

2025

December 2025

Hiking & Walking

Couples, Friends & Solos

Portugal's Madeira Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,399/person

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

Request to Book

Dec 14, 2025

Sunday

Dec 19, 2025

Friday

2026

March 2026

Multi-Adventure

Couples, Friends & Solos

Spain's Canary Islands Multi-Adventure Tour

6 days

1-4

Premiere Hotels

$5,849/person

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

Available

Mar 1, 2026

Sunday

Mar 6, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Portugal's Madeira Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,399/person

(+$1,250 for optional single occ.)

Request to Book

Mar 8, 2026

Sunday

Mar 13, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Spain's Canary Islands Multi-Adventure Tour

6 days

1-4

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

$6,199/person

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

Solo Room Savings

Available

Mar 22, 2026

Sunday

Mar 27, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Portugal's Madeira Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,399/person

(+$1,450 for optional single occ.)

Available

Mar 22, 2026

Sunday

Mar 27, 2026

Friday

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

$6,199/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

$5,549/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

1-4

Premiere Hotels

$5,849/person

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

Available

Mar 29, 2026

Sunday

Apr 3, 2026

Friday

April 2026

Multi-Adventure

Couples, Friends & Solos

Portugal's Azores Multi-Adventure Tour

6 days

1-3

Casual & Deluxe Hotels

$4,899/person

(+$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

$5,549/person

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

Available

Apr 5, 2026

Sunday

Apr 10, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Portugal's Madeira Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,399/person

(+$1,350 for optional single occ.)

Available

Apr 5, 2026

Sunday

Apr 10, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Portugal's Azores Hiking & Walking Tour

6 days

2-4

Casual & Deluxe Hotels

$4,399/person

(+$650 for optional single occ.)

Available

Apr 7, 2026

Tuesday

Apr 12, 2026

Sunday

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

2-5

Premiere Hotels

$6,199/person

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

Solo Room Savings

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Portugal's Azores Multi-Adventure Tour

6 days

1-3

Casual & Deluxe Hotels

$4,899/person

(+$900 for optional single occ.)

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

$5,549/person

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

Available

Apr 12, 2026

Sunday

Apr 17, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Portugal's Madeira Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,399/person

(+$1,350 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

1-4

Premiere Hotels

$5,849/person

(+$1,300 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

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

$6,199/person

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

Unplugged

Solo Room Savings

Available

Apr 14, 2026

Tuesday

Apr 19, 2026

Sunday

Biking

Couples, Friends & Solos

Spain's Mallorca & Menorca Bike Tour

6 days

1-4

Premiere Hotels

$5,549/person

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

Available

Apr 14, 2026

Tuesday

Apr 19, 2026

Sunday

Biking

Couples, Friends & Solos

Spain's Mallorca Bike Tour

6 days

2-5

Premiere Hotels

$6,199/person

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

Available

Apr 19, 2026

Sunday

Apr 24, 2026

Friday

Multi-Adventure

Couples, Friends & Solos

Portugal's Azores Multi-Adventure Tour

6 days

1-3

Casual & Deluxe Hotels

$4,899/person

(+$900 for optional single occ.)

Available

Apr 19, 2026

Sunday

Apr 24, 2026

Friday

Hiking & Walking

Couples, Friends & Solos

Portugal's Madeira Hiking & Walking Tour

6 days

2-4

Premiere Hotels

$5,399/person

(+$1,350 for optional single occ.)

Request to Book

Apr 19, 2026

Sunday

Apr 24, 2026

Friday