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Island Hopping

Holiday Results

50 holidays match your criteria.

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The RYA Day Skipper is a valuable qualification and recognised as evidence of competence by insurance and charter companies worldwide. Perfect if you are considering a flotilla or bareboat holiday.

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See Scotland's most distinctive lochs, mountains, moors and castles while touring on the world-renowned West Highland and Kyle Lines on a guided train tour.

  • Holiday duration: 7 days
  • Price from: £2,545
  • Operator: McKinlay Kidd
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On St. Vincent we discover the historic Botanical Gardens, endemic parrots and colonial architecture. Staying at luxury beachfront suites on Bequia, we walk on country lanes through fishing villages, explore a historic plantation and a model boat workshop, have opportunities to swim and snorkel and take sailing trips to Mustique & the Tobago Cays.

  • Holiday duration: 11 days
  • Price from: £7,298
  • Operator: Kudu Travel
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A week aboard a luxury yacht from Greek Islands Luxury Sailing is an exhilarating holiday in Greece. Available from 1 May 2015 to 31 Oct 2030 this 8 day trip costs from £1,560 and has a maximum group size of 8 persons.

  • Holiday duration: 8 days
  • Price from: £1,560
  • Operator: Fleewinter
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From São Miguel’s lush gardens to Madeira’s towering cliffs, explore Portugal’s Atlantic islands aboard Bolette. Sail past volcanic calderas, hidden bays, and sunlit terraces with fellow One Travellers. Enjoy local wine, pineapples, and artisanal cheeses on this small-group island-hopping adventure rich in culture and nature.

  • Holiday duration: 15 days
  • Price from: £5,790
  • Operator: One Traveller
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After enjoying the stunning beaches, cenotes, ruins, and vibrant towns along the coast, we’ll take you by boat to Isla Holbox. There, you can unwind, soak up the sun, and engage in beach activities. Whether you prefer relaxation or adventure, By the end of your trip, you’ll return home refreshed with incredible memories.

  • Holiday duration: 14 days
  • Price from: £5,000
  • Operator: Fleewinter
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From Britain's oldest human imprints to Scotland’s geographical extremities, this new small group tour mixes breathtaking vistas with great rail trips.

Maximum of 15 people per departure. Departure dates are fixed.

  • Holiday duration: 7 days
  • Price from: £2,695
  • Operator: McKinlay Kidd
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Palawan Holidays

The island province of Palawan is the largest province in the Philippines, made up of 1,700 islands and islets. Much of the area is hilly and mountainous with wide spreads of jungle and rainforests with natural caves.

  • Holiday duration: 9 days
  • Price from: £2,183
  • Operator: EASTRAVEL
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The Isles of Scilly from Airedale - Open Tours 2026 is an exhilarating holiday in United Kingdom. Available from 8 Apr 2026 to 13 Apr 2026 this 6 day trip costs from £1,695 and has a maximum group size of 21 persons.

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3 weeks exploring the Ionian Sea!

If you have three weeks to spare in May, why not hop on this flotilla and sail more of the Ionian Islands than ever before!

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