Greece Travel Agencies

Updated: March 9, 2017

Santorini Greece Travel Planning and Travel Agents

My son doing a handstand in Santorini, Greece. The best hotels and tours are are easy to book on your own and typically not found by using a travel agent.

I don’t recommend using a travel agency for Greece travel (you’ll pay more and get worse hotel selection) but if you still decide to use a travel agent then these are good, reliable, and trust worthy ones.

Travel Agencies That Specialize in Greece and the Greek Islands

CityTravel AgencyPhone Number
NYCHellenic Holidays212.944.8288
ChicagoWindy City Travel312.951.0710
BostonKutrubes Travel617.426.5668
Los AngelesTrue Greece1.800.817.7098
San FranciscoTrue Greece1.800.817.7098
TorontoMr Travel416.461.2424
VancouverOmega Travel604.738.7161
LondonIonian & Aegean020.8459.0777
DublinAbbey Travel01.804.7100

Do I need a travel agent to book my vacation to Greece?

Absolutely not. There is so much good online information for Greece and the Greek Islands that it’s easy to arrange a Greek vacation on your own. Travel agencies promote the hotels and tours that they’ve arranged special deals with. If you book through a travel agent you’ll often have a small selection of resorts to choose from – sometimes these are still very good but it’s much better to choose based on your interests and not be limited by the previous arrangements the agency has made.

But isn’t it a lot of work to figure out a Greece holiday?

I guess if you want to make it hard, you can make it hard. But it certainly doesn’t have to be. Pretty easy actually.

So, how do I book a vacation to Greece by myself? Where do I start?

I’ve written a ton of helpful information about Greece – start there. On almost every page you’ll find a comments section where you can ask me questions about traveling in Greece. Don’t be shy! I’ve never had a question that I though was stupid or silly. (OK, maybe a few stupid ones, but I’m pretty open-minded.)

What are the best islands for a first time visitor to Greece?

Santorini is an absolute must for all first timers. It’s the most beautiful island in Greece – and maybe the whole world. Mykonos is a great island if you like beaches and nightlife. Naxos is great if you like beaches, culture, and a slower pace. Paros is somewhere in the middle – good beaches, trendy restaurants and bars, but no big club parties. Crete is a wonderful island loaded with beaches, history, culture, and wonderful towns but it’s quite a bit bigger than the other islands I mentioned so go here if you have more than a week to explore it. There are regular ferries between all of these islands (from April to October) and island hopping is one of the funnest things you’ll ever do.

What websites should I use for booking my trip to Greece?

  • – Easy flight search.
  • – Huge selection of Greece hotels and the best prices.
  • Hellenic Seaways – There are several good ferry companies but Hellenic has the most routes and will likely have all the ferries you’ll need to book. (Many people fly directly to and from Santorini and thus don’t need to book any ferries.)

When is the best time to visit Greece?

For sightseeing April, May, October, and November are great. For swimming, suntanning, partying, island hopping, and sightseeing then June, July, August, and September are best.

Helpful and Recommended

10 Questions and Comments

  1. Xenones Filotera for Family of 5

    This is great information. Could you tell me anything about Xenones Filotera? I am traveling with 5 in my family and through this looked nice but didn’t see any comments or information about it on your page.

    1. Santorini DaveSantorini Dave The Guide to Greece

      Xenones Filotera is a very nice place with incredible caldera views. The defining feature (for deciding whether to stay there) is the location. You’re not in any town but a 20 minute walk from Imerovigli and an hour from Oia (in the opposite direction). Few restaurants are within a quick walk (though the brand new Cavo Tagoo is next door and they have a great bar/restaurant). There is a bus stop (with buses going to both Fira and Oia) about 2 minutes from the hotel.

  2. Cheapest Way to Get to Santorini

    Do you know what is the best/most reasonably priced way to travel from Chicago to Santorini? We plan to visit June 2018. Currently flights are not available, but wanting a place to start when they do become available. Thank you!

    1. Santorini DaveSantorini Dave The Guide to Greece

      Use to search for the cheapest flights to one of the major hubs in western Europe: London, Paris, Rome, Frankfurt, or Amsterdam. Then search for a cheap flight on a European budget airline (e.g. Ryanair, Easy Jet, Transavia, Volotea) to Santorini. If you want to visit more than one island or city in Greece then be sure to fly in and out of different airports so you don’t have to double back – e.g. fly Rome to Santorini, ferry to Mykonos, fly Mykonos to Rome.

  3. Dream Island Hotel in Santorini

    Just wondering what you think of Dream Island Hotel? Is it close to the city centre of Fira? Is it a good hotel to stay at? We’ll be in Santorini in August.

    1. Santorini DaveSantorini Dave The Guide to Greece

      A good value hotel with a very nice pool area and a 5 minute walk to Fira’s main square and caldera views. The views from the hotel are to the east (not the caldera).

  4. Mykonos Villas near Town and Beach

    We will be traveling with a large family group to Mykonos. We need 5-6 bedrooms and think we need to be able to walk to restaurants and bars as half the group are boys in 20s but would also like to be close to beaches. A villa would be great but are there any that are walking (really close to town) near beaches or pools? Your site very helpful but didn’t see much on villas or large group accommodations.


    1. Santorini DaveSantorini Dave The Guide to Greece

      Nothing comes to mind right in Mykonos Town. A good compromise would be getting a couple of family rooms at Acrogiali Hotel on Platys Gialos Beach (several beach bars within walking distance and a short bus ride to nightlife of Mykonos Town).

  5. Best Time to Buy Tickets and Book Hotels for Greece

    I’d like to visit Greece in September (probably Athens, Santorini, and Mykonos). When should I book my flight and reserve my hotels? Is it getting too late to find good hotels?

    1. Santorini DaveSantorini Dave The Guide to Greece

      Too late to book for September? No. Should you get looking for flights and start booking hotels? Yes. The earlier you book the better, but you still have plenty of time. The best hotels on Santorini can get fully booked 6 to 8 months in advance but there’ll often be something available right up to the last minute. If a caldera view is important then try to book a hotel at least 4 months in advance.

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