Cycladic Greek Islands 2027
Island hop in Mykonos, Paros & Santorini
June 10-18, 2027
Group trips for modern women
why travel with us?
Our team has spent countless hours planning trips, traveling, and experiencing new cultures. Our travel expertise and our passion to build a community of travel girls is what led us to start Scout Escapes. We love that traveling can create life-long friendships through experiences you’ll never forget.
Here’s what our group trips can offer you:
- Expert team to research & plan every trip detail
- Bespoke itineraries with a balance of activities & free time
- Small-group environment to forge true connections
- Private bucket-list experiences with trusted guides, drivers & vendors
- Top-notch boutique & luxury hotel selection
How It Works
Register
Register online to receive confirmation information & book a call with our team to go over group trip details
Confirm
Confirm your spot with our trip deposit & booking agreement. Set up your payment plan or financing with Affirm
Prepare
Prepare for your trip by filling out our detailed questionnaires, joining our group trip chat & pre-trip welcome call
Hotel Selection
Where are we staying?
We’ve handpicked beautiful 5-star stays in some of our favorite corners of the Greek islands, chosen for their character, location, and sense of place. From laid-back island escapes to unforgettable Aegean views, each hotel is designed to make your time between adventures just as special.
Mykonos Riviera is a chic 5-star retreat overlooking Tourlos Marina, just minutes from Mykonos Town. With sweeping Aegean views, beautiful pools, a full-service spa, and several restaurants, it’s the perfect place to settle into the glamour and energy of Mykonos while still having a serene place to retreat to. – 3 nights
Parocks Luxury Hotel & Spa is a secluded 5-star hideaway on the eastern coast of Paros, surrounded by rugged landscapes and the Aegean Sea. Its contemporary Cycladic design, private pools and jacuzzis, beautiful spa, and relaxed seaside setting make it an ideal base for experiencing a quieter, more authentic side of the island. – 2 nights
NOŪS Santorini is a contemporary 5-star retreat designed around wellness, art, and the natural beauty of Santorini. Set away from the island’s busiest areas, the property pairs striking modern design with lush gardens, private pools, a beautiful spa, and spaces made for slowing down—offering a fresh take on the classic Santorini experience. – 3 nights
Activities & excursions
What are we doing?
We have crafted a balanced itinerary for you to experience the most on your trip while having plenty of free time to explore on your own!
Day 1
- Arrival day
- Check-in & free time at leisure for jet lag recovery
- Welcome dinner
Day 2
- Morning at leisure
- Explore Mykonos Town
- Greek cooking class at a local farm
Day 3
- Beach club day at an iconic Mykonos beach club
- Optional night out in Little Venice
Day 4
- Travel to Paros
- Free time at leisure to enjoy the hotel amenities
Day 5
- Explore the village of Naousa
- Greek dinner party experience at Barbarossa
Day 6
- Travel to Santorini
- Free time at leisure to enjoy the hotel amenities
- Explore the capital of Fira
Day 7
- Morning at leisure
- Private wine tasting
- Half-day trip to explore the village of Oia
Day 8
- Private yacht day with lunch & drinks
- Farewell dinner
Day 9
- Departure day
Greece 2026
Pricing & Inclusions
€6850
What's Included
- 5-star hotels in Mykonos, Paros, and Santorini
- Daily breakfast
- Airport transfers on arrival (JMK) & departure days (JTR)
- Internal transport
- Premium ferry tickets to Paros & Santorini
- Private Greek cooking class at a local farm in Mykonos
- Beach club day in Mykonos
- Exploring the iconic villages in Mykonos, Paros & Santorini
- Greek dinner experience at Barbarossa Paros
- Private wine tasting in Santorini
- Private yacht day in Santorini + lunch
- Themed welcome & farewell dinners
What's Not Included
- Flights
- Additional alcohol, snacks & meals not mentioned
- Taxis/transit on personal time
- Travel insurance (required)
- Airport transfers outside of the tour dates & designated airports
Ready to join us?
Greece 2026
Payment Information
If you prefer a single room, spots are limited so please contact us for a single supplement quote.
- €750 non-refundable deposit required to confirm your spot
- Your payment plan may differ slightly depending on your registration date.
- Scheduled payments are due upon receipt. There is a $30 fee for late payments made after 15 days
Flexible payment plans available with Affirm or Klarna
Next payments after deposit:
- Coming soon!
Loyalty Program
The More You Explore, The More You're Rewarded.
Join our loyalty program and earn points with every Scout Escapes trip, redeemable for discounts and exclusive member perks. Because the best travel community should come with its benefits.
Behind our group trips
Who is this trip for?
This trip is perfect for open minded travelers looking for new experiences, to make new friends, and to immerse themselves into a new culture! If you love sun and sand, cute cocktails, fantastic seafood, days on the water, and getting lost in charming villages, this is the trip for you!
Our Cycladic Greek Islands trip is for curious, open-minded travelers who want to experience Greece beyond the typical vacation…to discover beautiful places, embrace the local culture, and share it all with an amazing group of women.
Think sun-drenched beaches, long lunches, fresh seafood, cocktails by the sea, days spent on the water, and wandering through charming island villages with nowhere else to be. If that sounds like your kind of getaway, this trip is for you.
Unique considerations for Greece
- Flights: for week one, you will be flying into Mykonos (JMK) by June 10 and out of Santorini (JTR) June 18.
- Transportation: we’ll take ferries between islands & car transfers on this trip. We will be doing a lot of walking, so bring comfy shoes!
- Weather: at this time of year, the weather during the day will feel quite warm, but the evenings will be cooler.
Rae
HR Professional & Travel Creator
Meet your host
Rae is a Libra through and through and she loves being the life of the party! She’s a girls girl and college football, barre, snowboarding, a good SATC marathon, girl’s night out, chai tea lattes and country music are a few of her favorite things. She has been to over 30 countries on 5 continents, and is adding more to her bucket list every day! Her favorite places in the world are London and anywhere in the Italian countryside.
Questions about our group trips? We have answers.
What is the age range?
Our trips are open to anyone aged 21+. We offer segmented trips for specific age ranges: Scout Escapes for our Gen Z and Millennial travelers -or- Scout Escapes Beyond for our mother/daughter and Gen X and beyond travelers. We offer different itineraries tailored to each age group to foster friendship and exploration!
Can you explain your pricing
Our group trips are bespoke itineraries, curated with boutique hotels and private experiences. We exclusively select 4 and 5-star hotels and prioritize private guided activities and private transportation with trusted travel partners in the industry to provide you with an exceptional trip that is worth the price tag.
Is this open to first-time travelers?
Absolutely! Our trips are open to first-time travelers and travel veterans alike. We craft our trips in detail and can assist you every step of the way. You’ll be given an abundance of information, including destination info, travel tips, packing list, and restaurant and free-time recommendations. As always, you will also have your expert host and local guides with you during the entire trip!
How are roommates assigned?
All attendees are required to submit an extensive questionnaire that helps us get to know you and pair roommates. We take into account sleeping habits, travel preferences, tidiness, personality, hobbies and interests to choose your roommate. We also open our Instagram group chat if you prefer to find a roommate with someone you vibe with on your own. If you prefer to be solo, single rooms are an additional fee & subject to availability.
Can I explore on my own?
Yes, you can absolutely do things on your own. We have scheduled free time in every destination and provide you with a list of suggestions for activities. You’re welcome to explore on your own or opt in with the group for an optional free time activity.
Why are your trips priced in Euros?
With the ever-changing foreign exchange rate, it’s easier for us to price our trips in Euros as this is how we pay our vendors. But don’t worry – we do the exchange rate for you when sending invoices so you will be charged in USD at a flat 1.10 exchange rate.
Sit back & relax, you’re in good hands
"Traveling with Scout Escapes was everything I hoped it would be and more. The itinerary was thoughtful, and nothing too much trouble for our amazing hosts. It is the perfect solution for women who love a luxury travel experience and want the fun energy that a girls’ trip provides, but with none of the stress! "
Japan, 2026
-Taylor
"After my first trip with Scout Escapes I knew right away that I needed to go on another, and once again it was an amazing experience! Every detail was thoughtfully planned out - from the accommodations, meals, logistics and the activities ... Highly recommend, I'm already eager for a third trip!"
Mallorca, 2025
-Maria
"The idea of traveling to a foreign country with completely terrified me, but Scout Escapes made it all worth while. I’ve always wanted to go to Greece, but the planning of island hopping intimidated me. I recommend Scout Escapes for any woman who is a solo traveler, wanting to make friends, or just needs to rejuvenate and get out of the norm..."
Greece, 2025
-Samantha
Questions before you commit?
