A private “Solo in Style” slowcation in the idyllic Greek islands… Travel with women from around the globe to discover the beauty of the Greek islands, home to some of the best sunsets in the world! Curated especially for our members, Deborah Ives, founder of Solo In Style, and Jodie Smith, owner of Globe Drifters, will also be joining the trip as your hosts to ensure that your trip is extra special! The group size is limited to 14 women, so sign up early to ensure that you don’t miss out!

Postcard-worthy views: Our hotels offer gorgeous cliffside seaviews without the hundreds of steep stairs like many Greek island hotels -- Perfect for a glass of wine and a famous Santorini sunset!

Unleash your inner Bond, James Bond: Hop in a private helicopter for spectacular views of the islands that very few get to see and cruise the Aegean in style on private catamarans for a fabulous island-hopping experience!

Best of both worlds: Explore the beautiful, bucket-list island of Santorini but also enjoy the laid-back charm of Naxos without the crowds, the Aegean's best-kept secret!

Welcome to Greece! Arrive at your charming boutique hotel in Santorini that sits on the cliffs overlooking the Aegean Sea. Settle into your room and enjoy a welcome drink by the pool along with spectacular views of the brilliant blue waters. In the evening, there will be a delicious Greek welcome dinner at the hotel as you get to know your fellow travelers.

For more information about getting to Santorini, read our blog about it!

*Airport or ferry port pick-up is included only if you arrive on Day 1. If you are not arriving on Day 1, pick-up is not included but you can easily take a taxi at the airport or pre-arrange an airport pick-up with a transport company such as Welcome Pickups or one that you may find online.

Included: 

• Activities: Santorini hotel transfer*; Welcome drink; Free time; Welcome dinner
• Meals: Dinner
• Accommodation: Boutique hotel

Start your day at your own pace; have breakfast, sleep in, lounge by the pool, or explore Fira's maze of scenic streets. Later, we'll set sail on our very own private catamaran to explore Santorini's dazzling waters. Swim or snorkel in some of the clearest waters you've ever seen and indulge in a volcanic mud treatment. As the sun begins to dip below the horizon, we'll enjoy a delicious meal onboard, taking in the breathtaking hues of Santorini's famous golden hour. Upon returning to shore, the rest of the evening is at yours to explore, relax, or soak in the island’s nightlife at your leisure.

Included:

• Activities: Free time; Santorini private sunset cruise with dinner
• Meals: Breakfast, Dinner
• Accommodation: Boutique hotel

Today, you have the whole day free to discover the beauty of Santorini at your own pace. We recommend an early start to Oia to beat the crowds and soak in the spectacular views of the iconic whitewashed buildings with blue domes overlooking the sea. If you're in the mood for a beach day, head to Perissa Black Sand Beach, where the striking black sands create a stunning contrast against the clear waters and blue sky. For wine enthusiasts, Santorini is home to several wineries where you can sample local wines. For a more tranquil experience, we suggest Imerovigli for a bite to eat as you enjoy a postcard-worthy sunset.

Included:

• Activities: Santorini free day (optional activities at your own expense)
• Meals: Breakfast
• Accommodation: Boutique hotel

This morning, take in your final Santorini sunrise before we head to the island of Naxos via a very special mode of transportation; we'll be flying in style by helicopter! Get ready for awe-inspiring bird's-eye views of the Cyclades, a perspective that few travelers get to experience.

Naxos, the largest island in the Cyclades is steeped in history, mythology, and natural beauty. Said to be the birthplace of Zeus, the island is a perfect mix of charming villages, lush landscapes, and gorgeous beaches. Best of all, it's off the main tourist and cruise ship routes, offering a more peaceful, authentic Greek island experience. We'll be staying just a short walk from Chora, Naxos' lively town center, where you'll have easy access to delicious local cuisine, cozy cafes, boutique shops, and inviting seaside tavernas!

Included:

• Activities: Naxos by helicopter; Naxos free time

• Meals: Breakfast

• Accommodation: Boutique hotel

Get ready to explore Naxos, an island steeped in culture and history, and the only one in the Cyclades with suitable land to grow crops. It has been fought over for centuries and you will learn all about the island's rich yet tumultuous past.

On your tour around the island, stop by Demeter's Temple which was built 50 years before the Parthenon. You will also visit the small village of Chalki where you will get to sample some kitron, a traditional citron liqueur, at a centruy-old distillery. Afterwards, there will be some free time to shop and explore this quaint mountain village. You will also stop in Apeiranthos for a delicious lunch and then, onward to an old olive mill where you will see the traditional process of making olive oil. There is a fabulous shop attached to the mill that sells products made from local olive oil and goat's milk. 

Included:

• Activities: Naxos Island private tour with lunch; Free time
• Meals: Breakfast, Lunch
• Accommodation: Boutique hotel

Set sail in a private catamaran for an incredible experience at sea. Visit hidden coves, secluded beaches, and more! You can swim, snorkel, or just lounge around on the sundeck as you enjoy the breathtaking coastlines. Enjoy a delicious lunch consisting of local products accompanied by cold drinks such as beer, raki, and wine, free of charge on board the boat. After your day at sea, you have the evening free. Stroll through the cobblestone streets and take in the fresh sea air or pop in at one of the numerous cafes or restaurants in town.

Included:

• Activities: Full-day private catamaran tour with lunch; Free time
• Meals: Breakfast, Lunch
• Accommodation: Boutique hotel

Today we will hop in a speedboat toward the whitewashed village of Naousa on the island of Paros. Naousa is full of narrow, cobbled streets with boutiques, cafes, and bistros, great for some retail therapy. If you are not a shopper, just walking through the maze of cute little streets is a great way to spend the day and there is a photo op around every corner! Later in the day, head back to Naxos in time for a breathtaking sunset as you glide across the crystal blue waters of the South Aegean Sea.

*In case of high winds, the boat trip will be rescheduled or canceled.

Included:

• Activities: Naousa boat trip
• Meals: Breakfast
• Accommodation: Boutique hotel

Try not to fill up at breakfast this morning because today, you will prepare a Greek feast. Head to a traditional village on the north side of the island to spend the morning with a lovely family, visit and learn about their farm, and pick fresh produce for a cooking class. Then, enjoy a hands-on private culinary experience as you cook and eat your way through some of Naxos' specialties.

Included:

• Activities: Farm visit and cooking class with lunch; Free time
• Meals: Breakfast, Lunch
• Accommodation: Boutique hotel

All remaining days are completely free to do as you wish. You can choose to relax at the beach or explore the back alleyways of the chora more. Or maybe you prefer to immerse yourself in the local culture and discover more about Naxos. Wander around the pristine narrow streets and check out the local boutiques to pick up some souvenirs. This is a true vacation to relax, enjoy the slower pace of life, and immerse yourself in local life on an authentic Greek island! Tonight, let's meet up for one last dinner in Naxos and in true island style, right on the beach!

Included:

• Activities: Naxos free day (optional activities at your own expense); Farewell dinner
• Meals: Breakfast, Dinner
• Accommodation: Boutique hotel

Say farewell to the Greek Islands and your new friends. Today is the last day of your trip. We hope to see you on one of our next adventures!

Included:

• Activities: Departure (at your own expense); Free time
• Meals: Breakfast

*Itinerary is subject to change.