Island Adventures

The ultimate getaway.

What's an island adventure? Anything you want it to be – from the world's biggest island, to icy archipelagos, to islets in tropical paradise. We've got self-powered expeditions, island hopping explorations, sea kayaking journeys, coast to coast traverses... take your pick.

Explore the Adventures

Portugal

Coast to Coast Traverse of Madeira

Level 4
6 nights from…
4.8(205 reviews)Available Apr-Nov

Ecuador

Island Hopping Adventure in the Galapagos

Level 2
9 nights from…
4.9(138 reviews)Available Year round

Portugal

Wild Island Adventure in the Azores

Level 2
7 nights from…
4.8(62 reviews)Available Apr-Oct

Portugal

Hiking and Yoga in Madeira

Level 3
5 nights from…
4.9(19 reviews)Available Feb-Nov

Greece

Greek Island Hopping Adventure in the Cyclades

Level 2
7 nights from…
4.8(34 reviews)Available May-Oct

Portugal

Wild Island Adventure in Madeira

Level 3
5 nights from…
4.9(61 reviews)Available Feb-Nov

Italy

Canyons to Coast Adventure in Sardinia

Level 3
6 nights from…
4.9(35 reviews)Available May-Sep
Premium

Spain

Premium: Hiking and Yoga on the Wild Side of Mallorca

Level 3
4 nights from…
4.9(66 reviews)Available Apr-May | Sep-Oct

New Zealand

Coast to Coast Expedition Across New Zealand

Level 4
10 nights from…
4.9(7 reviews)Available Nov-Apr

Italy

Trek the Selvaggio Blu Trail in Sardinia

…
Level 6
6 nights from…
5.0(67 reviews)Available Apr-Jun, Sep-Oct

Greece

Sail and Explore Greek Islands

…
Level 1
4 nights from…
4.7(95 reviews)Available Apr-Oct

Japan

The Ultimate Adventure Through Japan: 2027 Edition

Level 3
11 nights from…
4.9(54 reviews)Available Mar-Jun, Sep-Nov

Greece

Hiking and Yoga on Greece's Evia Island

Level 3
5 nights from…
4.9(30 reviews)Available Apr-May | Sep-Oct

Ecuador

The Ultimate Galapagos and Amazon Adventure

Level 2
14 nights from…
5.0(91 reviews)Available Year round

Iceland

Trek the Laugavegur Trail in Iceland: The Hut-to-Hut Edition

Level 4
5 nights from…
4.8(79 reviews)Available Jun—Sep

Norway

Hike, Kayak and Chase the Aurora in Lofoten

Level 4
5 nights from…
4.9(45 reviews)Available Jan-Mar
Premium

Portugal

Premium: Hike the Trails of Madeira

…
Level 3
5 nights from…
NEW!Available Mar-Nov

Croatia

Hike, Kayak and Snorkel a Hidden Croatian Island

Level 3
6 nights from…
5.0(110 reviews)Available Apr-Jun | Sep-Oct

Spain

Hike The Volcanic Island of Gran Canaria

Level 5
5 nights from…
4.9(267 reviews)Available Oct-July

Italy

Sea Kayak in Sardinia

…
Level 3
4 nights from…
4.8(206 reviews)Available Apr—Oct

Sao Tome and Principe

Journey to the Equator in Sao Tome and Principe

Level 3
10 nights from…
4.7(56 reviews)Available Dec-Feb | Jun-Aug

Taiwan

The Ultimate Adventure Through Wild Taiwan

Level 2
10 nights from…
4.9(14 reviews)Available Oct-May

Greece

Hike and Wild Swim Crete's Hidden Coves

…
Level 3
7 nights from…
5.0(72 reviews)Available Jun-Oct

Iceland

Trek the Laugavegur Trail in Iceland: The Camping Edition

Level 4
6 nights from…
4.9(28 reviews)Available Jun—Sep
View All 54 Adventures
  • Explore places you couldn't yourself

    Explore places you couldn't yourself

    All trips are led by certified expert guides, unlocking life experiences in places most never see.

  • Go with the outdoor specialists

    Go with the outdoor specialists

    Choose from 250+ award-winning active outdoor adventures in wild places — whatever your mood.

  • JOIN A SMALL, LIKE-MINDED GROUP

    JOIN A SMALL, LIKE-MINDED GROUP

    75% join our trips solo, with most in their 30s–50s. 95% give our group dynamic five stars.

  • SUPPORT THAT TRAVELS WITH YOU

    SUPPORT THAT TRAVELS WITH YOU

    From first questions to final goodbyes, we’re here to guide you every step of the way.

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