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Portugal Island Hopping Holidays

We know the destinations we sell incredibly well; our team of consultants have helped our clients travel to 112 countries... so far. Some of our experts have grown up in these destinations, or lived and worked there, but all have travelled extensively within their specialist regions and are perfectly placed to help you plan a holiday full of authentic experiences, from cultural explorations to wildlife wonders and adrenaline-filled adventures.
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Portugal island hopping holiday ideas

A few suggestions to get the holiday planning process started

Our Portugal holiday collections

Discover different ways to explore Portugal

Summer Holidays

Summer Holidays

Road Trips

Road Trips

Couples Holidays

Couples Holidays

Luxury Holidays

Luxury Holidays

Family Holidays

Family Holidays

City Breaks

City Breaks

Portugal Island Hopping Holidays Guide

Practical advice and inspiration to help you prepare for your holiday

Practical guide

Best time to visit Portugal

Travel Advice & Information

Portugal Travel Advice & Information

Blog

Things to do in the Algarve

Blog

Reasons to Visit Portugal in October

Blog

Most Beautiful Cities in Portugal

Portugal testimonials

4 reviews
4.9 / 5
"This was literally the perfect trip! The service Original Travel provides is so good. The fact that whoever I deal with knows exactly what kind of hotel we like truly makes such a difference."
V - UK
Published on 3rd November 2025
"The Concierge was always helpful and available. Our city guide was outstanding. Casa Balthazar was perfect for location, comfort, service and tranquillity."
P - UK
Published on 12th May 2025
"Emily was consistently available for advice, recommendations, changes and explanations. Great client service. Overall, a 5/5. The Concierge responded quickly and was very helpful with reservations."
James - South Carolina
Published on 5th June 2024
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100% tailor-made holidays

Understanding Your Needs

Our team of destination experts will get to know you and your unique requirements for your holiday

Personalisation

We work with you to build an ultra-personalised holiday itinerary with your choice of accommodation, experiences and activities

Our Services

All of our holidays include little extras designed to make a big difference to your trip, from checking you in for your flights to our network of local Concierges

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