01706 753 636 Greek island-hopping holidays are one of the best ways to experience the diversity of Greece in a single, seamless trip. Scattered across the Aegean and Ionian Seas, more than 6,000 islands offer unique personalities, landscapes and traditions. An island-hopping package offers a wider, more immersive view of Greece than a single-stay holiday ever could. Island-hopping allows you to combine ancient Greek history, spectacular beaches, charming port towns and distinct local cultures, all connected by short ferry journeys. You might begin in Athens, exploring world‑famous archaeological sites, before sailing to white‑washed islands, volcanic landscapes or secluded bays only reachable by boat. Our tours of Greece and the Greek islands are designed to flow naturally, with realistic travel times and well‑balanced stays. Below, you’ll find some of our most popular routes and travel plans. If you’d prefer something different, contact us to create a tailor‑made Greek island-hopping itinerary designed entirely around you, including options for 2026 and 2027 travel.
The Greek islands complement each other beautifully, which is why island hopping remains one of Greece’s most popular travel styles. Instead of choosing just one destination, an expertly curated island-hopping itinerary allows you to experience contrasting atmospheres and landscapes across Greece in one trip. Spread across regions such as the Cyclades, Dodecanese and Ionian Islands, these islands offer endless possibilities for carefully planned Greek island-hopping holidays with eShores.
You could pair Santorini’s dramatic caldera views with Crete’s sweeping beaches and rich history with this itinerary. Explore Athens’ ancient landmarks before heading to Mykonos for dining and nightlife with this itinerary. Travelling between islands is straightforward, and we’ll take care of ferry schedules, connections and hotels to ensure a smooth, stress‑free journey.
A Greek multi-centre holiday allows you to combine everything that draws people to the country. History lovers can include Athens and walk in the footsteps of Ancient Greece. If nightlife and dining are high on your list, Mykonos delivers a vibrant scene alongside traditional villages and beaches. Santorini is perfect for romance, with its black‑sand beaches, cliff‑top towns and unforgettable sunsets. Meanwhile, larger islands like Crete offer hiking, archaeology, beach resorts and local food culture all in one place. By blending destinations, your Greek island-hopping is shaped around how you want to travel, rather than forcing you to compromise.
The best time for a Greek island-hopping holiday is between May and September. The weather is warm and sunny, the seas are calm, and ferry services run frequently. July and August are the busiest months, while May, June, and September offer ideal conditions with fewer crowds. We can help plan Greek island hopping packages for 2026 and 2027, helping you secure the best routes, ferries and accommodation well in advance.
Booking a Greek island-hopping trip with eShores is simple. Our experts handle flights, ferries, transfers and accommodation, creating a single, seamless itinerary. Everything is planned together, fully protected, and tailored to your preferences, removing the stress of coordinating multiple bookings independently.
Island hopping works best when you allow enough time to enjoy each stop. Most itineraries last between 7 and 21 nights. For a two‑week Greek island-hopping itinerary, we usually recommend no more than four islands, allowing at least three nights in each location. This creates a relaxed pace while still giving you plenty of variety.
Ferries are the main form of transport for island hopping in Greece. Routes vary by season and region, with some islands better connected than others. When you book with eShores, we organise all ferry tickets, timings and connections, ensuring your journey is smooth and well-coordinated from start to finish.
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Our experienced personal travel consultants will ensure you find the most suitable holiday, whilst taking care of every last detail. Everything from start to finish will be effortless.
We can use any hotel, in any destination, so we will craft an itinerary to suit your exact needs. Also, as we can provide any itinerary, the only holiday we'll offer, is the one that's right for you.
Our ATOL bonding provides you with the financial protection you need and as a member of the Travel Trust Association, you'll have 100% financial protection. Covering you for any eventuality.
As a tour operator & travel agent, we'll search the market to ensure that we find you the best price. Also as an online business, we can ensure our prices are as competitive as possible.
Booked tours with eshores a few times Andy goes out of his way to plan everything flights hotels transfers everything always done to perfection highly recommend
Great advice & knowledge given by Andy. Nothing to much trouble and we have now planned our perfect 17 nights in Thailand
Wouldn’t do long haul without them now. Hannah is fabulous & always goes above & beyond for me . When there’s a problem . She gets us there . Always peace of mind she’s at the end of the phone . Thank you x
Fabulous Michelle is extremely helpful and very knowledgeable. Have booked several trips with eshores now and always had a fantastic time.
We always use Kadie. She is unbelievably knowledgeable and helpful. Wouldn’t book with anyone else
We have used eShores on 5-6 occasions, and our main contact Nick Chadwick is excellent- easy to deal with very knowledgeable and will get the best deal. The organising of taxis in sometimes difficult countries between airports and hotels is very comforting- great service. thank you
Rachel was absolutely amazing from start to finish. She gave us excellent advice when choosing our destination and was incredibly helpful throughout the whole booking process. She was very patient and accommodating, especially when we decided to change our destination and amend our booking. Rachel listened to what we wanted and went above and beyond…
Have used eshores for over 12 years for bespoke holidays and can honestly say every single holiday has been faultless.. we have had the pleasure of assistance from Emma since 2014 and will continue to use them for our holiday needs.. Emma has recently just booked us flights and a car to Florida as we…
Have used EShores on 6 major holiday trips since 2023 and wouldn’t dream of using anyone else. Our travel consultant (Emma) is amazing. Nothing is too much trouble to her and she is a pleasure to deal with.
I am so pleased I found this company. I was struggling to book a touring holiday myself. Rob has been very helpful and we have now planned and booked our holiday. Thoroughly recommend.
We have just booked a twin centre trip for 2027 with eShores, we had a quick response to all our planning queries, booking was professional and friendly. Thank you
Great service by Zack, listened to what we wanted, not pushy, accommodation suggestions were realistically priced, made any changes we wanted until we got the perfect package. Very pleased!
Helpful, flexible and not pre-packaged! Holidays arranged how they should be. Matt is always super sensible to do business with and is part of a well run team.
Dealing with Michelle, she was patient polite and nothing too much trouble. All question and adapting our holiday she never appeared phased . Mixhelle is the reason I booked with Eshores she isca star and is customer aware . Brilliant Service
Very iffcient and professional
Claire at eShores has been so helpful in researching for us to ba able to book a tailor made holiday to Thailand for Jan 2027. We were looking for a bit of everything from a few days in fast paced Bangkok,sightseeing for a few days in Chiang Mai followed by a week in Phuket for…
We have used Eshores for the past 15 months since we have started travelling again and booked several holidays with them. We feel that we have our own personal travel agent ie Chris who has got to know us snd our needs. I would highly recommend this company for their personal touch, advice and excellent…
So far so good excellent service on point and fast. Delivered what we needed. Prices climbed due to flight availability so no fault of the operator. We are happy we found eshores. Booking the holiday of a lifetime 3 weeks in Mexico and Matt understood exactly what we wanted and fixed it fast. Very pleased…
Megan is 100% patient and helpful but I can't write a proper review till after our trip.
Kelly, our trip advisor was very good in changing anything we suggested to make our trip special, replied to any questions in a very short time after requesting them and always polite with any queries.
