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Overview

Greece Island Hopping
Crete to Athens, Greece
May 15 - 23, 2026
Chicas Abroad image
Chicas Abroad
$4,750
Deposit: $1,000

About your 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!


Booking Bonus
Guests booked by March 15 will enjoy a complimentary professional photo experience in Oia, capturing unforgettable moments among Santorini’s iconic white-washed buildings and blue-domed churches, with sweeping views of the Aegean Sea.

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 in your adventure, with the exception of tips for your Chicas Abroad Tour Leader. While tipping your Tour Leader is entirely optional, it’s a meaningful way to show appreciation for the care, energy, and behind-the-scenes magic they bring to your trip.


If you’ve had an exceptional experience, a typical gratuity for a trip of this length ranges from $275–$375. In cases where more than one Tour Leader is present, you’re welcome to give your tip to one of them—they’ll ensure it’s shared among the team.

Packing List

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

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 (at specific times TBD) 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 15 at any time (preferably by 4:00pm); Depart May 23 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

Personal Purchase

Souvenirs and other personal purchases are not included.

Day 1 - Arrive in Chania

Day 1 - Arrive in Chania image

Arrive in Chania at any time (preferably before 4:00pm)

Today all the Chicas will be gathering in Chania to begin our island-hopping adventure through Greece! Plan your arrival at any time, but if you'd like to join us for dinner, plan to arrive by 4:00pm. But if you arrive later, that's okay, the adventure starts tomorrow morning!


Accommodation: Chania Hotel

Meals Included: Dinner

Day 2 - Chania Tour

Day 2 - Chania Tour image

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

Day 3 - Samaria Gorge

Day 3 - Samaria Gorge image

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 4 - Santorini

Day 4 - Santorini image

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

Day 5 - Santorini Hike

Day 5 - Santorini Hike image

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 6 - Ferry to Mykonos

Day 6 - Ferry to Mykonos image

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

Day 7 - Catamaran Cruise

Day 7 - Catamaran Cruise image

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 8 - Athens Tour

Day 8 - Athens Tour image

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

Day 9 - Depart Athens

Day 9 - Depart Athens image

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 May 23 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

About your organizer

CA
Chicas Abroad
We take women on small group adventures around the globe! We will take you out in nature to hike, kayak, bike, and do all the things with a fun group of adventure-seeking women! We also offer custom-curated adventures for you and your friends/family. Reach out to info@chicasabroad.com for more information. You can see all of our upcoming adventures and learn more about our company at www.chicasabroad.com.

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