How does a tailor-made Greek Islands trip work?

Share your dates, group size and interests using the form. One of our Greek Islands travel experts will get in touch, design a day-by-day itinerary around you, and refine it with you until it is just right.

Is there a cost to get an itinerary?

No. Requesting a tailored itinerary is free and there is no obligation to book.

How far ahead should I plan my Greek Islands trip?

The earlier the better, especially for peak season, but we can also help with shorter-notice trips. Tell us your dates and we will check what is possible.

Can you include flights, hotels and activities?

Yes. We can arrange stays, transport, guides and experiences, and advise on flights. Tell us what you would like us to handle.

Can I change the itinerary after I receive it?

Of course. Your itinerary is a starting point. We will adjust the pace, places and activities until you are happy.

Greek Islands Tours & Trips

Dreaming of Greek Islands? Tell us when you want to travel, who is coming and what you enjoy, and our travel experts will design a tailor-made itinerary for you. Hotels, transport, guides and experiences are all taken care of.

When?Travellers

Why book with TossnTrips

✓ Itineraries designed by Greek Islands experts
✓ Free quote, no obligation
✓ 24/7 support while you travel

1Tell us your plans

Share your dates, group and interests in a couple of minutes.

2We design it for you

A travel expert builds a day-by-day itinerary around your trip.

3Travel with confidence

Hotels, transport and guides arranged, with support throughout.

Photos from Greek Islands

White stairs leading to a stunning view of the sea with a cruise ship near a Greek island. — Photo by Ushindi Namegabe

Iconic blue dome church in Santorini with a stunning view of the Aegean Sea. — Photo by Diego F. Parra

A breathtaking aerial view of Thera, Greece with its iconic cliffs and the serene Aegean Sea. — Photo by Jeff Stapleton

A breathtaking sunset view of a cruise ship near the island of Santorini, Greece. — Photo by Pixabay

Stunning aerial view of Fira's iconic white architecture against the Aegean Sea. — Photo by K

Beautiful view of iconic white buildings in a Santorini village overlooking the sea. — Photo by Wolf Art

Breathtaking view of Santorini's blue-domed church overlooking the Aegean Sea, capturing Greek architecture. — Photo by Yuliya Rudavska

Scenic view of Santorini's whitewashed buildings and Aegean Sea from Thera, Greece. — Photo by Evangelos Bountaniotis

Beautiful whitewashed buildings overlooking the Aegean Sea in Santorini, Greece. — Photo by Wolf Art

Discover the beauty of Santorini's white-washed buildings against the blue Aegean Sea. — Photo by Pixabay

Itineraries Places Travel styles Who it's for By length FAQ Contact experts

Why travel to Greek Islands?

Greek Islands offers something for every kind of traveller, from well-known highlights such as Santorini and Mykonos to quieter places worth discovering. A tailored itinerary lets you choose the mix that suits you.

Our team plans every detail around your dates, pace and interests, and is available 24/7 while you travel.

Popular Greek Islands itineraries

Use these as inspiration. Every trip is tailor-made, so we will adjust the route, pace and hotels to suit you.

7 days

Greek Islands Highlights

A well-paced week covering the best known sights, with time to explore at your own speed.

SantoriniMykonosCrete

10 days

Best of Greek Islands

A fuller journey that adds more places and a few local experiences along the way.

SantoriniMykonosCreteRhodesNaxos

5 days

Santorini & Mykonos Short Break

A shorter trip focused on Santorini and Mykonos, ideal if you have limited time.

SantoriniMykonos

12 days

Crete to Rhodes Journey

A longer route linking Crete and Rhodes, with room for off-the-beaten-path stops.

CreteRhodesNaxosParos

Most popular places in Greek Islands

Santorini

Mykonos

Crete

Rhodes

Naxos

Paros

See Greek Islands your way

Pick what you enjoy and we will build the trip around it.

Greek Islands trips for every type of group

Greek Islands itineraries by length

Greek Islands trip FAQs

Contact our Greek Islands travel experts

Our team has planned trips to Greek Islands and knows the places worth your time. Tell us what you have in mind and we will send you a tailored itinerary, free of charge.

✓ Personal itinerary built around you
✓ Free quote, no obligation to book
✓ Support 24/7, before and during your trip

Get your tailored itinerary

Free, no obligation. Tell us a little about your trip and we will design it around you.

Where would you like to go?When are you travelling?

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