Greek Island Getaway: Crete & Santorini

Greece is calling, book the trip! We recommend booking as soon as possible, this not only secures your spot on the trip, it also allows you the most time to pay for your trip.  The closer we get to departure the more challenging securing your reservation becomes. 

You can see the most up-to-date entry requirements for the destination(s) you'll visit on your trip here. Simply type in the name of the tour and you'll see all of the entry requirements including passport validity, visas, and electronic transit authorizations. 

Note that this information will default to US passport holders. If you hold a passport from outside the US, please make sure to consult your country's immigration and travel site to determine the best documentation needed for your travels.

Get ready to live your best Mediterranean life on this epic Greek adventure. Start in Athens, where ancient ruins meet rooftop bars and street art. Then ferry off to Santorini for cliffside sunsets, blue-domed villages, and beach days that feel straight out of a dream. Finally, explore Crete’s two sides—Chania’s charming harbor vibes and Heraklion’s buzzing city energy—plus legendary eats and wild landscapes.

This trip is all about balance: history and nightlife, chill and thrill, Insta-worthy views and real cultural moments. Whether you're hiking gorges, sipping wine by the sea, or dancing under the stars, you’ll leave with new friends and unforgettable memories.

Groups average around 30 travelers but can range from 20 up to 44. Generally, the average age is 27.  The group size allows for plenty of opportunities to socialize and explore together, making it a great opportunity to meet like-minded people and form lasting connections. Whether you're a solo traveler or coming with friends, you'll find a supportive and energetic group atmosphere. Check out our Rules of the Road and the role all travelers play in creating a fun and inclusive group.

Traveling solo? Have no fear! Over 60% of our travelers join an Ultimate Break tour solo. It doesn't matter if you're an introvert, an extrovert, or anything in between - our tours are designed for you to build connections  that will last a lifetime. With experiences like our included Welcome and Farewell dinners, we'll make sure you have time to get to know your fellow travelers.   First time traveling with us? Check out our resources for first time travelers here

When you book flights with us you’ll get:

• The ability to roll the cost of your airfare into our interest free monthly payment plan.
• One checked bag per traveler included.
• Expert guidance on how to work with the airline when flight delays and cancellations occur.
• Transfers to and from the airport on your tour's arrival and departure dates.
• Flexible rebooking options if your itinerary changes.
• Flexibility around your arrival and departure airports. You’ll have the option to fly in or out of most airports if you want to add any independent travel before or after your tour.
• Assurance that you will only be booked on airlines that meet our rigorous safety standards.

If you have preferences regarding an airline or are traveling with someone and wish to be on the same flight as them, you can read more about flying with your friend here. We're always happy to look into it however we can't guarantee we will always be able to accommodate.

Flight details are released for preview 60 days before departure and your e-ticket and confirmation number will be available 30 days before you depart.

When you book flights on your own, you’re responsible for:

• Transfers to and from the airport on your tour’s arrival and departure dates.
• Rebooking your flight and any associated fees if your flight is cancelled or delayed.
• Rebooking your flight and any associated fees if your itinerary changes or the tour is cancelled.
• Arriving and departing on time; no compensation will be provided for missed tour inclusions.

We recommend you avoid checking a bag, but if that’s not possible, you should ensure that you bring extra clothes and essentials in a carry-on bag as a precaution. You'll need to refer to your airline’s website for weight limits.

For more information on flying with Ultimate Break, check out the Flights section of our Help Center

When you book flights on your own, you’re responsible for:

• Transfers to and from the airport on your tour’s arrival and departure dates.
• Rebooking your flight and any associated fees if your flight is cancelled or delayed.
• Rebooking your flight and any associated fees if your itinerary changes or the tour is cancelled.
• Arriving and departing on time; no compensation will be provided for missed tour inclusions.

We recommend you avoid checking a bag, but if that’s not possible, you should ensure that you bring extra clothes and essentials in a carry-on bag as a precaution. You'll need to refer to your airline’s website for weight limits.

For more information on flying with Ultimate Break, check out the Flights section of our Help Center

Generally, expect to depart your home gateway in the afternoon or evening on Day 1. All overnight flights from the US to Europe will arrive mid-morning to early afternoon on Day 2.

Worried about jetlag, delayed flights, or just want more time to explore, we strongly encourage extending your stay to arrive early or stay late. This way you can settle in without the stress of missing anything.

When you arrive at Athens airport, you'll head through baggage claim and customs before being greeted by your Tour Director. They'll set a designated place for you to meet as the trip gets closer. For travelers who booked flights through Ultimate Break, you'll then be transported to your first accommodation to freshen up before the Welcome Dinner. 

We recommend budgeting $80-$100 per day to cover tipping, food, and shopping. You know your spending habits best, if you want to do it all budget on the higher end. 

The local currency will be the Euro. We strongly advise that you take debit and credit cards (ideally with a chip), which can be used to withdraw cash at local banks as needed. Make sure to check with your bank or credit card company about withdrawal fees and/or foreign exchange fees. While better rates of exchange are usually available overseas, ordering currency from your local bank may be an option.

Your Tour Director is with you during your entire trip. They're part logistics master, making sure you get to see all that we have planned; part rockstar, sharing with your local hotspots; and part guru, sharing and inviting you into the culture. Our Tour Directors are fully trained and ready to support you in making your journey safe, seamless, and unforgettable!

In some locations you will be met by a local guide who will lead you through our traveler-inspired walking tour. You'll get some local history and culture while also making sure you hit the photo stops. You'll walk away with an insider's perspective and some great pictures.

On Plus trips, you will be in a room with one other traveler unless a single room upgrade is purchased. Roommates are assigned randomly based on gender unless a specific roommate is requested in advance. You can do this at the time of booking or in your online account up to 60 days before departure.

Greece is considered safe for travelers, but like any destination, it's important to stay aware of your surroundings and follow basic safety guidelines. Pickpocketing can occur, especially in crowded areas or tourist hotspots. Keep your belongings secure and be cautious with strangers offering unsolicited help or deals.

Here are a few additional points:

• Health and Safety: Talking with your healthcare provider about any vaccinations or medication you may want to consider. Here are some additional tips for traveling with medication and traveling with allergies.
• International Data Plan: In the event you need to get in touch with your Tour Director or Ultimate Break while abroad, it’s important to invest in an international data plan. Call your cell phone provider to understand their plans or look into purchasing a sim card.
• Transportation Safety: When getting a taxi, make sure to agree on a price before getting in. At the end of a night out, use trusted transportation like a licensed taxi, Uber of Uber like service, and always have cash on hand.
• Nightlife: The Greek islands have a lively nightlife! As with anywhere in the world, watch your drink, and avoid excessive alcohol consumption.

You can learn more about our safety commitment here.

Ultimate Break trips are a welcome environment for all. While we work hard to cultivate an inclusive environment in our groups, we recognize some people may have additional reservations based on their identity that they need to consider while traveling. Check out some resources on our identity and international travel page and reach out if you have any questions.

We categorize this trip as a low activity level. This means you're ready to choose your own adventure. You may spend more time on a bus or vehicle but there will be some walking and activities as well. There’s also some free time for you to enjoy at your own pace. On these tours, be prepared to:

• Walk a minimum of 7,500k steps per day (more if you add excursions)
• Use public transportation
• Climb on and off a motor coach or vehicle unassisted
• Manage your own luggage (including carrying luggage upstairs if no elevator)
• Climb occasional stairs, hills and navigate various terrains (think cobblestones) to different sites
• Stand for periods of time during guided commentary and photo stops

For Essential Trips: Be able to climb a ladder for bunk beds (if applicable)

Excursions are available for purchase at a discounted rate prior to departure. Some excursions may be available for purchase while you are on tour directly through your mobile app but are subject to availability and will be more expensive.  

We recommend purchasing excursions at least 3 days prior to your tour departure. Please note some excursions have advance booking deadlines. Check your tour itinerary for more information to ensure you don’t miss the deadline to add them.

When you travel with Ultimate Break, you’ll make a positive impact on the places you visit and the people and animals you meet along the way. That’s because our three core Responsible Travel commitments—protecting the environment, supporting local communities, and promoting animal welfare—are at the heart of every tour we offer.

Learn more about EF's Impact approach here.

If you're itching to travel a tad longer and want to experience another destination (or even country) during your tour, consider adding your tour's extension. Some tours offer a tour extension giving you a few more days to explore with your Tour Director and other tour members. 

We suggest adding the tour extension when booking your tour. If you've already made your reservation and would like to add the extension, we'll do our best to make it happen. The sooner you let us know, the better, so we can adjust your flight dates and airport gateways as needed.