Greece Island Hopping

$3950

Deposit: $1000

May 24 – Jun 1, 2025
Group size: 6 – 9

18 reviews

About this trip

Welcome to the ultimate Chicas Abroad adventure in Greece, where we’ll explore the stunning islands of Crete, Santorini, Mykonos, and Athens! Over eight incredible days, we’ll immerse ourselves in the beauty of Greece’s landscapes and crystal-clear seas. From savoring mouthwatering Greek cuisine and local wines to hiking scenic trails, swimming in turquoise waters, and wandering through ancient ruins, this journey is packed with unforgettable experiences. Get ready for an adventure of a lifetime, blending culture, relaxation, and excitement in the heart of Greece!

Read on for more information!

Highlights

Activity Level – Moderate to Hard

We are doing two significant hikes on this adventure, one that is approximately 9 miles in length in Crete and another that is about 7 miles in Santorini. These are rated as moderate to hard and you should definitely train for these distances. Comfortable and sturdy hiking boots/shoes are the #1 priority and we suggest doing some physical activity in preparation for the hiking, such as hitting the stair-climber at the gym and/or seeking out some local hills to climb. We will be walking a fair amount each day on the walking tours also.

Note: This is your adventure and if you choose not to participate in one or both hikes, that’s absolutely fine! We can recommend other activities.

Weather

The weather in Greece in May is perfect, not too hot and not too cold. We should expect highs in the 60s-70s and the lows near 50 degrees F at night. It’s the perfect time to visit Greece and avoid the summer heat and crowds.

Money & Tipping

All the excursions listed in the itinerary are included. Bring cash/credit cards for purchasing souvenirs, additional snacks/meals, alcoholic drinks, extra activities, and other items. You can either order Euros from your bank at home or use an ATM on arrival in Amsterdam to get some cash. Exchanging USD to Euros at the airport or at a bank in Europe is not always easy and doesn’t give the best exchange rates.

All gratuities are included with the exception of those for your Chicas Abroad tour leader. Tipping the Chicas Abroad tour leader is optional and not included in the price of your adventure.

Packing List

A custom packing list will be emailed out a few months prior to departure.

Are you ready to embark on a journey of a lifetime?

Sneak Peek Trip Details

Day 1 - Chania Tour

May 25 – Chania Boat Tour and Relaxation Time

Today, we’ll dive into the charm of Chania’s beautiful old town, exploring its narrow streets and vibrant markets on foot, before setting off on a scenic boat tour for some snorkeling and sightseeing in the crystal-clear waters. Afterward, you’ll have time to unwind by the hotel pool or soak up the sun by the sea, taking it easy as we recover from any jet lag before tomorrow’s big hiking adventure.

One of the best parts of today will be indulging in mouthwatering Greek cuisine, savoring the flavors that make this region so special. It’s a day of relaxation, discovery, and delicious food—just the perfect way to ease into the journey ahead!

Accommodation: Chania Hotel
Meals Included: Breakfast, Lunch

Activity: Opportunities for swimming and snorkeling; city walking

Arrive Catania
Cava Misericordi
Day 2 - Samaria Gorge

May 26 – Hiking the Samaria Gorge

Today promises to be an unforgettable adventure, filled with breathtaking views and thrilling moments. We’ll start early, setting off with our expert guide to the legendary Samaria Gorge, a natural wonder nestled 1,227 meters above sea level. As Europe’s longest gorge, stretching 18 kilometers with varying widths from 3 to 300 meters, it offers a stunning 5-6 hour trek through diverse terrain. The hike will take us through dramatic cliffs, lush forests, and rugged pathways, leading to one of the most spectacular landscapes on the island.

After conquering the gorge, we’ll have the perfect opportunity to cool off with a refreshing dip in the crystal-clear Libyan Sea. Then, we’ll board a charming boat along Crete’s southern coastline, soaking in the scenic beauty before arriving at the port of Chora Sfakion to meet our bus. It’s a day packed with natural wonders, adventure, and moments of pure awe—one you won’t soon forget!

Accommodation: Chania Hotel
Meals Included: Breakfast, Dinner
Activity: Hike 9 miles with 2,500′ elevation gain
Note: This is your adventure, and if you choose not to participate in this hike, that’s fine! We can recommend other activities for you to enjoy your day.

Day 3 - Santorini

May 27 – Ferry to Santorini

After a delicious breakfast, we’ll leave Chania behind and hop on a high-speed ferry to the stunning island of Santorini! Get ready to step into a postcard-perfect paradise, where iconic white buildings with blue accents, vibrant flowers, and breathtaking views await. Santorini is the epitome of Greek beauty, with its dramatic volcanic landscape and charming villages, making it an endless source of Instagram-worthy moments.

This jewel of the Cyclades was shaped by a volcanic eruption in the 16th century BC, creating its iconic rugged cliffs and an underwater caldera. As we stroll through the whitewashed streets of Fira and Oia, perched above the shimmering sea, we’ll be enchanted by the views of the vast Aegean, small nearby islands, and beaches made of black, red, and white lava pebbles.

After checking into our beautiful hotel in Oia, with sweeping views of the ocean, we’ll embark on a private tour of the island. You’ll have plenty of time to explore Santorini’s picturesque villages, vibrant markets, and idyllic beaches, all while soaking in the island’s unique charm. And of course, no trip to Santorini is complete without a wine-tasting experience, where we’ll savor the rich flavors of local wines. It’s a day of beauty, adventure, and relaxation you won’t want to miss!

Accommodation: Santorini Hotel
Meals Included: Breakfast, Dinner
Activity: Minimal walking during Santorini island tour

Ragusa to Noto
Vendicari
Day 4 - Santorini Hike

May 28 – Caldera Trail Hike from Fira to Oia

After a delicious breakfast at our hotel, we’ll embark on what is often called the most beautiful hike in the world! The Caldera Trail, stretching from Fira to Oia, offers breathtaking views at every turn. As we walk, we’ll be surrounded by the island’s stunning natural landscapes, traditional architecture, and panoramic sea views—making this 6.5-mile hike a feast for the senses. Don’t worry, we’ll take plenty of breaks along the way for photos, so you can capture the beauty and soak in the moment.

Once we arrive in Oia, we’ll enjoy a delightful group lunch before the rest of the day is yours to explore at your own pace. You can unwind by the pool, wander through the charming streets for some shopping, or immerse yourself in the iconic sights with a personal photo shoot of the famous blue domes and whitewashed buildings. And of course, don’t miss the chance to witness a magical sunset over the Aegean Sea—the perfect end to a perfect day. Whether you choose to relax or explore, today is all about enjoying the best of Santorini!

Accommodation: Santorini Hotel
Meals Included: Breakfast, Lunch
Activity: 6.5 mile hike with 1,069′ elevation gain
Note: This is your adventure, and if you choose not to participate in today’s hike, that’s fine! We can recommend other activities for you to enjoy your day.

Day 5 - Ferry to Mykonos

May 29 – Ferry to Mykonos and Walking Tour

We’ll say a bittersweet goodbye to Santorini as we hop on a high-speed ferry to the glamorous island of Mykonos. The ferry ride promises stunning views of the Aegean Sea, and the comfy seats will give you a perfect opportunity to relax and enjoy a peaceful nap while we cruise toward our next adventure.

Upon arrival in Mykonos, we’ll head to our hotel to drop off our bags before enjoying a leisurely afternoon to unwind. Later, we’ll set off on a captivating city walking tour to explore the heart of Mykonos. Wander through the charming maze of narrow streets in the Old Town, taking in the picturesque port, the iconic windmills, and the enchanting Little Venice—where the sea kisses the edge of the colorful buildings.

After some free time to explore or relax, we’ll gather for a delicious group dinner, where we can share stories of our adventures so far and savor the flavors of this vibrant island. It’s a perfect blend of exploration, relaxation, and indulgence in Mykonos!

Accommodation: Mykonos Hotel
Meals Included: Breakfast, Dinner
Ferry from Santorini to Mykonos
Activity: Minimal walking during city tour

Ragusa to Noto
Vendicari
Day 6 - Catamaran Cruise

May 30 – Morning at Leisure and Catamaran Sunset Cruise

This morning is all about relaxation and discovery! Sleep in, unwind by the pool, or take a leisurely stroll through the charming streets of Mykonos in search of Petros, the famous pink pelican and island mascot. You can also head to the beach for a dip in the crystal-clear waters.

In the afternoon, grab your swimsuit and get ready for an unforgettable adventure as we set sail along Mykonos’ stunning south coast. Aboard a sleek catamaran, we’ll explore the idyllic islands of Rine and Delos, where you can bask in the beauty of the Aegean and visit Apollo’s legendary birthplace. Take in the breathtaking views, relax on picturesque beaches, and immerse yourself in the serene surroundings.

As the day winds down, we’ll enjoy refreshing drinks and a delicious dinner on board while watching the sunset over the sea—a truly magical experience. After a day of adventure and relaxation, we’ll head back to our hotel, feeling relaxed, recharged, and full of unforgettable memories.

Accommodation: Mykonos Hotel
Meals Included: Breakfast, Dinner
Activity: Swimming from Catamaran

Day 7 - Athens Tour

May 31 – Ferry to Athens and City Tour, including Acropolis

We’ll start the day with a scenic high-speed ferry ride from Mykonos to Athens, where we’ll spend our last full day in Greece soaking in the history and culture of this incredible city. Upon arrival, we’ll embark on a journey through time as we explore the iconic Acropolis, where ancient ruins rise majestically above the city, offering stunning views and a sense of awe. Together, we’ll celebrate the strength and resilience of the women who built this legendary civilization as we connect with the stories that have shaped history.

As the day winds down, we’ll gather for a heartfelt final dinner at a charming local restaurant, where we can reminisce about the unforgettable adventures we’ve shared, the breathtaking landscapes we’ve discovered, and the incredible bonds we’ve formed. It’s the perfect way to cap off an empowering week in Greece, surrounded by the amazing women we’ve met along the way, sharing laughter, inspiration, and unforgettable memories.

Accommodation: Athens Hotel
Meals Included: Breakfast, Dinner
Ferry from Mykonos to Athens

Activity: Walking through the city of Athens and up the Acropolis

Ragusa to Noto
Return Bangkok
Day 8 - Depart Athens

June 1 – Depart from Athens

Sadly, it’s time to bid farewell to Greece and your new friends you made on this adventure. Book your departure for June 1st from Athens at any time. A private transfer from the Athens hotel to the airport will be provided. Or you may choose to spend a few extra days in Greece or do a stopover somewhere else in Europe, such as Munich, Rome, London, etc. The possibilities are endless! The Chicas Abroad team would be happy to share recommendations with you and help you plan an add-on vacation!

Meals Included: Breakfast

Let’s Make This Journey Yours

What’s included

Lodging

All hotel rooms are double occupancy with two twin beds per room; there are a few single occupancy rooms available for an additional cost

Ground Transportation

Airport transfers and transport to all excursions included

Tips for Local Guides

Generous tips are provided for all LOCAL guides, drivers, and hosts. Tips for the Chicas Abroad tour leader are optional and at your discretion.

Meals

8 breakfasts, 2 lunches, 6 dinners

Excursions

All activities listed in the itinerary are included

Chicas Abroad Swag

Commemorative Chicas Abroad swag for you to enjoy during and after the trip

Lifelong Memories

Freedom to enjoy your vacation and mindlessly wander, as well as make lifelong memories and new friends!

High-Speed Ferries

Inter-island ferries from Crete to Santorini to Mykonos to Athens

What’s not included

International Flights

Arrive in Chania, Crete on May 24 at any time (preferably by 4:00pm); Depart June 1 from Athens at any time

Travel Insurance

Travel insurance is highly recommend to cover any unforeseen events. Chicas Abroad will provide you with a link to our recommended carrier upon booking, but you may choose any carrier.

Alcoholic Beverages

Alcoholic drinks are at your own expense, with the exception of the included wine tasting

Chicas Abroad Leader Tip

Your Chicas Abroad tour leader works countless hours before and during the trip to ensure a seamless experience so you can adventure more and worry less! $30-40 per day is typical and much appreciated

Available Packages

Registration – $3950
Available until March 25, 2025 | 9 left

$1000 non-refundable deposit due at booking. The remainder is due in 4 equal monthly payments of $737.50 (Dec-Mar). Ask us about a modified payment plan to fit your budget; we are happy to make any accommodations as long as it’s paid in full by March 24.

This price is for a double-occupancy room. If you are traveling alone, we will pair you with another Chica. There is an Add-On option for a single room for an additional $900.

Available options

Single Room
Only 2 left

There are 2 single rooms available for those who prefer to have the solitude of their own room.

Reviews

What a fabulous trip to Greece and the islands of Santorini and Mykonos! This is my second trip with Chicas Abroad and both trips have been stellar. Last year I hiked the Camino De Santiago trail with the Chicas and had a blast. The hotels are top of the line. You won’t be disappointed. I love that everything is arranged for you and all you have to do is enjoy! No stress on vacation as Melanie and her trip leaders take care of everything. The activities and tours are carefully chosen and all have been fabulous. And you get to make new friends with your fellow travelers. If you are looking for a tour company that is top of the line, check out ChicasAbroad.com for all of their fabulous trips! I am already looking forward to my next trip with the Chicas!

5
By Patricia M for Greece Adventure on May 20, 2024

Just returned from 8 days in Greece with Chicas Abroad! What an amazing trip. From Athens to Santorini to Mykonos back to Athens. From the time I landed until the time I left I didn’t have to think about a thing. Everything was thoughtfully planned, including free time to explore and to see all of the relevant sights. It was a dream vacation. I have met wonderful ladies from all across the country, whom I will remain friends with for years to come. Melanie and Kathy were the most excellent Chicas guides! I loved every single minute. Can’t wait for the next adventure!

5
By Kristen H for Greece Adventure on May 26, 2024

Melanie and Kathy did a wonderful job organizing our trip. All events flowed smoothly and we saw some amazing sites. I got to know some fantastic women and look forward to seeing them again on some of my future trips with Chica’s Abroad!

5
By Kristi B for Greece Adventure on May 29, 2024

I traveled to Greece with 2 friends from my hometown and we had a wonderful time. However, the Chicas Abroad leaders, Melanie and Kathy had all the details planned extremely well and everyone was so nice that I would not hesitate to take another Chicas’ trip on my own. What a confidence booster! It was a super experience all the way around. Great job ladies!

5
By Kim E for Greece Adventure on Jun 10, 2024

This was my first trip with the Chicas. It will not be my last! The accommodations were top notch. The activity level was very active, we truly had great adventure. I learned so much thru the people I met. There was a real sence of belonging. The guides were incredibly knowledgeable and fun as well. I started out with strangers but gained a new group of strong friends with these ladies. It was an unforgettable experience.

5
By Marlene B for Northern Italy Food & Wine Adventure on Jul 01, 2024

This trip felt “intimate” and very cultural. I enjoyed meeting meeting the food artisans in their shops (pasta, chocolate, dairy). The chefs and owners of several restaurants came to our table to welcome us, and will always remember dinner at Monica’s family home.

5
By Linda M for Northern Italy Food & Wine Adventure on Jul 03, 2024

We could not have had the experience we had without your assistance. From the driver who picked us up from the airport to the driver of the 55 passenger bus the drivers were amazing. Having a guide for every excursion/tour was a must. Our tickets were ready, no lines to wait in, and having a knowledgeable guide was so appreciated!!! We were able to see everything we hoped to. Our time in Grimaldi was so special…we didn’t know what to expect. The people of Grimaldi were so kind and made us feel very welcomed. A trip of a lifetime that we were able to experience as a family🇮🇹❤️

5
By Michele H for Naccarato Italy Trip on Jul 07, 2024
Absolutely beautiful beyond words! Inspiring women, trip details were well organized, a lot of fun, laughter and smiles.
5
By susan k for Canadian Rockies Hiking & e-Biking Adventure on Jul 23, 2024

My niece and I went on this trip together and the memories and experiences we gained are something I will always cherish. The trip was perfectly planned, the group was full of kind and fun women, and the itinerary was challenging while also safe and enjoyable. I will definitely be checking back in to book a future Chicas Abroad trip!

5
By Nicole C for Apostle Islands National Lakeshore Sea Kayaking Adventure on Aug 06, 2024

AmaziAmazing experience and a fantastic adventure. It was a six star trip! Definitely looking forward to the next one. Sarah S.ng experience and a fantastic adventure. It was a six star trip! Definitely looking forward to the next one. Sarah S.

5
By Sarah S for Montana Hiking, Biking, and Rafting Adventure on Aug 06, 2024