Female Only Greek Islands Tour: Athens, Milos, Serifos & Sifnos

All Female Small Group Tour in Greece

Cyclades Islands

Join us on an exclusive, women-only tour of the lesser-visited Cyclades Islands in Greece!

Our adventure begins in the historic capital of Athens, where we’ll spend two nights soaking in the city’s culture and history.

From there, we set sail to the Greek Island of Milos. Over four nights, we’ll have plenty of time to explore, take a catamaran trip, and even make a day trip to the picturesque island of Sifnos!

Next, we’ll catch the fast ferry to Serifos, where we will stay for three nights. Our days will be filled with exploration, wine tasting, and relaxing beach outings.

We’ll conclude our journey with a serene stay along the Athens Riviera, unwinding in style.

Join us for an unforgettable Greek island experience!

Dates:

May 22nd to June 1st 2025

Trip Length:

10 Nights / 11 days

Group Size Max:

Accommodation:

Single Occupancy

Departing In

Group of women traveling together on a small group trip.

Our Tour Philosophy

The small group tours by A Solo Woman Traveling are all about balancing sightseeing with free time to explore and relax.

We don’t like very early mornings, frequent hotel changes, and overcrowded excursions.

Our tours prioritize the more authentic experiences and give you free time daily so that you can explore the destination absolutely on your own terms.

We also keep group sizes small to ensure personalized attention and a more intimate atmosphere, allowing you to truly connect with the places we visit and with fellow travelers.

Whether you’re strolling through a quaint European village or enjoying a quiet beach in Greece, our tours provide the perfect blend of guided activities and the freedom to discover new delights at your own pace.

Join us for a travel experience that caters to the needs and desires of solo female travelers, ensuring your journey is as relaxing as it is enriching.

Who Should Join This Tour…

Join This Tour if You want…

A slower paced tour with fewer hotel changes
More boutique style hotels
Less museums and more cultural experiences

You’ll Love This Tour if You seek..

Like minded travel friends
Travel companionship and independence
A balance of organized activities and free time

A group of women in front of a bunch of palm trees.

Two women taking a selfie in front of ancient ruins, possibly the Acropolis in Greece. They smile as they capture the moment, with other tourists and bright blue skies in the background, embodying the lively experience of traveling with friends.

Day 1-2

Athens

Upon your arrival in Athens, we’ll handle your hotel transfer. At 16:00, join us for a welcome cocktail and appetizers at the hotel to meet your fellow travelers. At 18:00, we’ll venture into the city’s heart for a group dinner featuring a surprise guest!

Day 2 includes a comprehensive tour of Athens’ historical highlights, including the Acropolis, the Ancient Agora, the Roman Forum, and the Plaka district. After our walking tour, enjoy some free time to explore more of Athens, shop, or sightsee.

A picturesque view of a small coastal village with white buildings and a serene turquoise bay. Several boats are docked in the calm water, and the clear blue sky meets the horizon where the sea stretches out. The landscape has rocky terrain in the foreground and the peaceful, charming village sits by the sea.

A view of the Sifnos landscape and Best area to stay in Sifnos

Colorful boats floating in clear water by a rugged cliff with traditional white and blue fishermen's houses in Milos.

Woman in a black dress walking on white, moon-like rock formations under a clear blue sky.

Day 3-6

Milos & Sifnos

Day 3: We’ll catch the early morning ferry to Milos, our first island destination. Upon arrival, take some time to relax before embarking on a full island tour. We’ll visit Sarakiniko Beach, the Catacombs of Milos, the Ancient Theater, Mandrakia, and Plaka.

Day 4: Set sail on a private catamaran, cruising around Milos for the day. Enjoy a Mediterranean-style meal complete with wine, coffee, tea, and beer. You’ll have opportunities for swimming, snorkeling, and capturing plenty of photos.

Day 5: Enjoy free time in the morning. Revisit the stunning Sarakiniko Beach, known for its unique white volcanic rock formations, or explore other local attractions at your leisure.

Day 6: Take an afternoon ferry to Sifnos, known as the foodie haven of the Cyclades. Upon arrival, we’ll bus to the picturesque villages of Apollonia, Kastro, and Artemonas. Enjoy some free time on the island before returning to Milos. Our day ends with a late afternoon wine tasting in a cave, followed by dinner in Pollonia overlooking the sea.

The image shows a stone-paved path leading down a hill toward a coastal village with white buildings. The view overlooks a serene bay with anchored boats and hills in the background. The sky is painted with soft sunset colors, creating a peaceful and scenic atmosphere. A stone wall lines part of the path, and palm trees and other greenery add to the Mediterranean charm of the landscape.

Beach umbrellas and chairs at the beach in Serifos

A woman in Serifos over looking the town below of whitewashed houses.

The image shows a peaceful harbor at sunset, with calm waters reflecting the soft evening light. Small boats are docked along the shore, and buildings are visible in the distance. The foreground includes a seating area near the water, adding a cozy, relaxed feel to the scene. The sky fades from light blue to soft pink, enhancing the tranquil atmosphere.

The image shows a cluster of whitewashed buildings on a hillside under a clear blue sky. The buildings are densely packed, creating a striking contrast against the dry, rocky terrain surrounding them. In the background, a barren mountain rises, adding to the rugged beauty of the scene. The stairway in the foreground hints at the steep and winding paths through the village.

Day 7-9

Serifos

Day 7: Board the late morning ferry to Serifos, a journey of about one hour. After checking into our accommodations, enjoy some free time to explore the island at your leisure. As the sun sets, we’ll regroup for a wine tasting experience.

Day 8: The day offers a blend of structured and leisure activities. Start with a walking tour of the island’s main village, perched atop a hilly terrain with many steps. Following the tour, you’ll have free time to explore further and visit local shops.

Day 9: Spend your last full day on the Greek islands freely. Relax on the beach, revisit the Chora, or take a scenic hike, making the most of your final moments in this beautiful setting.

A plane wing in air with the Greek island showing below

Day 10-11

Athens Riviera

Day 10: Enjoy a leisurely morning before boarding the afternoon ferry back to Athens. We’ll spend our final night along the scenic Athens Riviera, with its beautiful seaside views.

Day 11: It’s time to say farewell to the group and our unforgettable journey through Greece. We’ll provide a transfer to the airport to ensure a smooth departure.

The Hotels

Athens

For our first two nights, we will stay, in the center of Athens in the trendy Kolonaki neighborhood.

COCO-MAT Athens Jumelle

Milos

We will stay on the Island of Milos for four nights and stay centrally in the Adamas Port neighborhood.

Capetan Giorgantas

Serifos

In Serifos we will be staying at a lovely boutique hotel just a minutes walk from the sea in Livadion.

NŌSTOS Serifos

Add an overline

Why These Locations?

What You Will Love About These Destinations!

For this women-only tour, I carefully selected Athens, Milos, Sifnos, and Serifos to offer a perfect balance of history, relaxation, and authentic Greek charm.

Starting in Athens, with its iconic landmarks, we’ll then escape to the serene Cycladic islands.

Milos, with its stunning beaches and volcanic landscapes, offers a peaceful retreat, while Sifnos, known for its incredible cuisine and hiking trails, invites you to experience Greece at a slower pace.

Finally, Serifos, a hidden gem untouched by mass tourism, provides an intimate setting for true relaxation.

These islands, with fewer crowds and boutique accommodations, are perfect for women looking to connect, unwind, and explore Greece in a more personal, meaningful way.

This tour isn’t about the usual tourist spots—it’s about discovering hidden gems, forming connections, and indulging in the beauty of Greece in a serene and authentic setting.

What They’re Saying…

I had a wonderful time. Melissa was the epitome of a fantastic guide, great organiser and happy travelling companion. Everything ran so smoothly, the accommodation was lovely and the organised activities and free time were perfectly balanced. Melissa could not have been more accommodating, she is very knowledgeable about the areas we travelled to. I can one hundred percent recommend a trip with Melissa and look forward to travelling with her in the future.

Trudy Z. Portugal 2025

I would give this trip ten stars if I could. Everything was so well organized. It was the perfect balance of planned activities and free time. We stayed at boutique hotels that had personality. We dined at a number of great restaurants. We were spoiled with boat trips, wine tastings and jeep tours. I can’t say enough wonderful things about how Melissa conducted this trip. It was the vacation of my dreams.

Lisa B. Greece 2025

I had the pleasure of being on Melissa’s Portugal trip September 2024. It was OUTSTANDING. The value for the money beyond exceeded my expectations. First of all, Melissa takes all the stress, planning, booking and things you don’t think of out of your mind. Second, everything she selected and booked was beyond perfect. There is an excellent balance of tours and free time. The tours Melissa hand picks are not mainstream and “touristy”, they are a blend of seeing all the right things and the hidden treasures. She is so well connected and focused in on creating a community with the local people that she has developed a unique, boutique style of travel. I can’t say enough about my experience. I wish I could give more than five stars. The amount of work that she puts in and takes away from you is mind blowing. WELL, WELL worth the money. I can’t wait for my next tour!!!

Tania r. Portugal 2024

I had a better time than I could ever imagine! It was a wonderful experience. All of the women in our group were so fun and inspiring. I can’t wait to travel on another solo woman trip . Melissa thought of everything and made everyone feel special.

Cassie H. Greece 2024

I had the pleasure of traveling to Greece with Melissa and eleven other amazing women during the first week of October, and I can’t say enough good things about the experience. Every day felt like the best day ever, but my absolute favorite was the day Melissa rented a private, ten-hour boat trip for island hopping. Everything was perfect, from the stunning scenery to the seamless organization. Melissa’s attention to detail and dedication to ensuring everyone had a fantastic time was evident throughout the trip. Anytime someone had an issue or needed assistance, Melissa was right there to help. Her enthusiasm and passion for creating memorable experiences made this trip truly unforgettable. I highly recommend Melissa for anyone looking to have an incredible travel experience. She goes above and beyond to make sure everything runs smoothly and that everyone has the time of their lives. Thank you, Melissa, for an extraordinary adventure in Greece!

Liz s. Greece 2024

This trip was fantastic. Melissa did a wonderful job planning such that I just had to show up! I would not have been able to organize this kind of a trip by myself and been able to experience all that we did, yet the pace was relaxed. The chosen accommodations were excellent, the small group of ladies were a pleasure to travel with and I just loved Portugal! So many great memories and friendships made. Thanks A Solo Woman Traveling!

Cindy O. Portugal 2024

I recently went on a tour of Portugal (Lisbon, Cascais and Sintra) with Melissa that she organized and it was amazing!!! The communication leading up to the trip and during was clear and concise. My time was being pulled in various directions before the trip and never once did I have to worry about a thing. During the trip the tours, restaurants, activities and recommendations were thoroughly thought out with care and thought about each of us on the tour. I will be looking forward to new trips and will join again in a heartbeat.

Katherine S. Portugal 2024

The trip was amazing and for a first timer doing a group trip I could not have expected that I would have enjoyed it as much as I did.

Melissa organized this to perfection, from the arrival pick up at the airport to the last day. The hotels were perfect and the locations of each suited all of our needs and easy access to the ferries, boat rides and central to where we needed to go.

The organization of all the tours, trips and the extra special ones like the sunset cruise and taking photos of the most amazing sunsets! A day on the Aegean Sea with a private boat that included a few stops to swim in the Sea, a cave experience, traditional Greek lunch and even some dancing. The most beautiful sunsets on the boats that one could ask for! read more

Ana Marie p. Greece 2024

This experience exceeded all my expectations. To meet some of the most amazing woman and to experience this journey together was life changing. From authentic Greek cuisine to historical sites to sunset sails and some of the most beautiful accommodations. Melissa(A solo woman traveling) our host beautifully crafted the perfect itinerary combining leisure time with historical site seeing and fun activities. Her seamless planning and attention to details showed in every way possible. Melissa provided us with experiences beyond my expectations and I cannot thank her enough. I would highly recommend A Solo Woman Traveling to anyone wanting a fun, relaxing and educational journey with great company.

Lauren p. Greece 2024

I joined the trip to Athens, Naxos, Paros and Mykonos. I was an amazing trip and experience. Melissa is the most patient person and best travel guide I could ever imagine. She had everything planned out for transportation, lodging, activities and places to go for meals. This was my first trip out of the country and Melissa made me so comfortable knowing that she had thoroughly planned and researched everything down to all the smallest details. She left us with free time but also planned activities that made me feel like I got to experience a lot of what Greece has to offer. I would love to join another trip lead by Melissa. I appreciate her so much and think she is great at what she does.

A woman in sunglasses holding a white cup

Lauren T. Greece 2024

We had an amazing, seamless trip. Everything was more than we ever expected. All the tours, hotels, and restaurants were top notch. Will definitely book another trip with Melissa in the future.

Ashely B. Greece 2024

The trip was perfect. All the excursions were well planned and appealed to all the different individuals in our group. Our travel guide, Melissa, even added a personal touch by planning the naming ceremony/activity. The day on a private boat was magical. I never imagined myself swimming in caves and exploring quaint seaside villages. The trip exceeded my expectations.

Woman standing on the ledge of a bench under the Greek Flag.

Pat K. Greece 2024

A Transformative Journey Through Greece: Embracing New Experiences and Lifelong Friendships Travel has always been a pathway to self-discovery and personal growth, and my recent adventure to Greece exemplified this truth. On October 1, 2024, I embarked on a journey that would take me deeper into both the waters of the Adriatic Sea and the rich cultural tapestry of Greece. This trip, inspired by following the blog of A Solo Woman Traveling – Melissa Leigh, was not only a tribute to my late husband, who passed away unexpectedly at the age of 63, but also a leap towards reclaiming my independence and zest for life. read more

A woman wearing sunglasses pointing at a sign that says Coco

Coco M. Greece 2024

I stumbled upon Melissa’s blog in early 2024, then joined her FB page and saw she had a female group trip to Greece in October 2024. I had no expectations, other than just wanting to explore a new country that I had not been to before without having to plan the trip myself. Been there, done that and takes a lot of time to do if you’re not familiar with the area/country. So I loved the idea that it was all planned out and all I had to do was book my flight and pack my bags! The trip was beyond anything I could have imaged. From the excursions, tours, dinners, etc., I could not have asked for a better trip. Some of the things that drew me in to her trip was that you had group and alone time to explore, stayed at boutique hotels and a variety of different tours/excursions. I loved the trip so much, that I am going on my second trip through A Solo Woman Traveling to France in August 2025!

A woman looking out at the scenery in Naxos.

Kristina A. Greece 2024

Traveling with Melissa Byron of A Solo Woman Traveling was an absolute dream. From the moment the tour began, every detail was taken care of with care and precision. The only decision I had to make was what to order from the menu—everything else was flawlessly handled. What made this women-only tour truly unforgettable: • Stress-free logistics: Accommodations, local transportation, daily schedules—completely taken care of. I never had to think about what was next or how we’d get there. • Incredible excursions: Each day brought a new adventure—jeep tours through stunning landscapes, breezy boat rides along the coast, tastings at local wineries, and guided walks through remarkable historical sites. Every experience felt curated just for us. • Beautifully chosen accommodations: Every hotel and guesthouse felt like a hidden gem—comfortable, charming, and perfectly located. • Supportive group atmosphere: There’s something special about traveling with a group of women. The camaraderie, laughter, and shared curiosity made it even more meaningful. • Impeccable planning: Every element felt intentional and seamless. I was able to be fully present, knowing everything was in good hands. I can’t recommend Melissa enough. If you’re looking for a worry-free, inspiring, and joy-filled way to explore the world—this is it. I’m already looking forward to my next trip!

Cindy C. Greece 2025

This was my second trip with Melissa, and once again, she exceeded all expectations. Every detail—from the beautiful accommodations to the amazing food and curated experiences—was perfectly planned and effortlessly executed. When unexpected weather rolled in, Melissa quickly adjusted our itinerary without missing a beat. What could’ve been a washout turned into one of the most memorable days of the trip, thanks to her flexibility and thoughtful planning. Her restaurant recommendations were fantastic, and her deep knowledge of the islands added so much richness to the experience. There’s a reason I keep coming back—Melissa makes travel easy, enjoyable, and truly unforgettable. This won’t be my last trip with her!

Katherine S. Greece 2025

This was a fabulous trip. Melissa was a great host and planned the best itinerary. I think I saw the high points and intend to return.

Sara p. Portugal 2025

I had the pleasure of joining the Portugal tour in May, and it was truly an unforgettable experience! Melissa has a real gift for curating unique, meaningful travel moments that go beyond the typical tourist path. Every detail felt intentional and special. I’m already looking forward to the next one!

Ana M. Portugal 2025

Reviews on Google

Reviews on We Travel

Inclusions

Arrival & Departure Day Airport Transfers
10 Nights Accommodation
Lunch / Dinner – When Indicated
11 Breakfasts
Wine Tasting Tours
Local Guides
Boat Tour
Ferries & Ground Transportation
Entry Fees & Tickets

Exclusions

International Airfare
Travel & Medical Insurance (Required)
Tips for Guides
Alcohol
Meals Unless Mentioned
Gifts

Pricing

€4999 for Single Occupancy
Includes 20% Non-Refundable Fee
Payment Plans Available

ITINERARY DISCLOSURE

THE PUBLISHED ITINERARY FOR THE GREEK ISLANDS TRIP IS A SAMPLE ITINERARY. ACCOMMODATION, ACTIVITIES, AND EXPERIENCES MAY BE MODIFIED BASED ON WEATHER, AVAILABILITY, OR OTHER UNFORESEEN CIRCUMSTANCES.

TRAVEL INSURANCE DISCLOSURE

A TRAVEL INSURANCE POLICY THAT COVERS MEDICAL EXPENSES, TRIP CANCELLATION, AND OTHER TRAVEL-RELATED ISSUES IS REQUIRED FOR ALL TOURS. POLICIES OFFERED BY TRAVEL CREDIT CARDS DO NOT MEET THIS REQUIREMENT FOR COVERAGE.

Travel medical insurance is mandatory for all participants. To join us, your insurance policy must include at least $100,000 USD coverage for medical emergency evacuation and repatriation.

Credit Card insurance will not be accepted as valid travel insurance for our tours. Therefore, we strongly advise securing a travel insurance policy BEFORE you make any payments towards the trip.

While many of our guests prefer Faye, it’s important to find a policy that aligns with your specific needs. Other reputable providers include Allianz Travel Insurance, Nationwide Travel Insurance, and John Hancock Travel, among others.

Keep in mind, all payments made towards the tour are non-refundable. Travel insurance typically covers cancellations only for covered reasons, which may include unexpected illness (yours or a family member’s), severe weather conditions, or job loss.

For those interested in “cancel for any reason” coverage—which is pricier but can reimburse you for 50-75% of the trip’s total cost—consider options like John Hancock’s “Gold” Travel Insurance or Nationwide’s “Prime” Travel Insurance. Note that these policies often need to be purchased within 14 days following your initial trip deposit.

IMPORTANT: When arranging your travel insurance, please account for any extra days you might be traveling outside our official tour dates, such as arriving a day early or staying an additional night at our suggestion. For instance, if you plan to fly out on October 2nd to ensure your timely arrival for the tour’s start, make sure your insurance coverage begins from October 2nd.

NON-REFUNDABLE PAYMENT DISCLOSURE

ALL PAYMENTS MADE TOWARD THE GREEK ISLANDS TRIP ARE NON-REFUNDABLE AND NON-TRANSFERABLE. WE STRONGLY RECOMMEND PURCHASING COMPREHENSIVE TRAVEL INSURANCE TO PROTECT YOUR INVESTMENT AGAINST ANY UNEXPECTED EVENTS OR CIRCUMSTANCES.

COVID-19 VACCINATION DISCLOSURE

FOR OUR 2025 GREEK ISLANDS TOURS, PARTICIPANTS WILL NOT BE REQUIRED TO BE FULLY VACCINATED AGAINST COVID-19. OUR PRIMARY GOAL IS TO SAFEGUARD THE HEALTH AND WELL-BEING OF OUR TOUR PARTICIPANTS WHILE ALSO PROTECTING THE COMMUNITIES WE VISIT. ALTHOUGH MANY DESTINATIONS HAVE RELAXED THEIR VACCINATION REQUIREMENTS, WE ADVISE ALL TRAVELERS TO STAY INFORMED OF AND COMPLY WITH LOCAL HEALTH GUIDELINES AND REQUIREMENTS. PARTICIPANTS MUST UNDERSTAND AND AGREE TO FOLLOW ANY DESTINATION-SPECIFIC COVID-19 REQUIREMENTS, WHICH MAY VARY FROM OUR GENERAL POLICY.

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Greece 2024

Highlight Reel

Take a look back at our unforgettable 2024 adventure through Athens and the Greek Islands! From exploring ancient ruins on the mainland to soaking up the sun in the bluest waters, relive the magic with this highlight reel!

>> Watch now and get inspired to join our next trip!

A group photo of nine people standing in front of ancient ruins, with clear blue skies and a rocky landscape. The ruins feature a prominent stone doorway and columns.

A close-up of a woman's hand with black nail polish holding a blank credit card, wearing a black sheer polka-dot sleeve against a white background.

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These cards offer epic welcome bonuses and are perfect for covering your trip to earn the bonus.

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Got Questions?

Travel is an investment, and before you commit it is natural you might have some questions. The link below is a calendar of my availability to discuss your questions. *Booking an appointment to discuss does not guarantee you a spot on this trip.

Book a call

All Female Small Group Tour in Greece

Cyclades Islands

Dates:

Trip Length:

Group Size Max:

Accommodation:

Departing In

Our Tour Philosophy

Who Should Join This Tour…

Join This Tour if You want…

You’ll Love This Tour if You seek..

Day 1-2

Athens

Day 3-6

Milos & Sifnos

Day 7-9

Serifos

Day 10-11

Athens Riviera

The Hotels

Athens

Milos

Serifos

What You Will Love About These Destinations!

What They’re Saying…

Inclusions

Exclusions

Pricing

Greece 2024

Highlight Reel

Pay For Your Trip With Points!

With these top credit cards —

Got Questions?

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Cyclades Islands

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