Exploring the Greek Islands

logo

Overview

Exploring the Greek Islands
Athens, Greece
Sep 1 - 9, 2026
Walker Wellness Retreats image
Walker Wellness Retreats
$5,595
Deposit: $1,324

About this trip

About This Trip

Discover the Magic of Greece | 9-Day Athens, Mykonos & Santorini Retreat

Experience the very best of Greece on this unforgettable 9-day, 8-night journey through Athens, Mykonos, and Santorini with Walker Wellness Retreats. This thoughtfully curated retreat combines iconic destinations, authentic cultural experiences, spectacular scenery, incredible food, and meaningful connections—all while staying in beautiful, highly rated boutique hotels.

Whether it's your first visit to Greece or a return to one of the world's most breathtaking destinations, this retreat offers the perfect balance of adventure, relaxation, and effortless travel.

Relax—We've Taken Care of Everything

From the moment you arrive in Athens until your departure from Santorini, every detail has been carefully planned for you. Airport transfers, ferries, private transportation, accommodations, guided experiences, and meals outlined in the itinerary are all included, allowing you to simply arrive, settle in, and enjoy the journey.

Our goal is for you to experience Greece without the stress of planning logistics, navigating transportation, or coordinating reservations. We've done all of that for you.

Small Group Experience

Walker Wellness Retreats specializes in intimate, small-group travel. Traveling with a smaller group allows for a more personal experience, meaningful conversations, greater flexibility, and the opportunity to truly connect with fellow travelers who share your love of exploration.

You'll never feel like just another tourist—you're part of a welcoming travel community.

Beautiful, Hand-Selected Hotels

Throughout the retreat you'll stay in carefully selected, highly rated hotels chosen for their exceptional service, outstanding locations, comfort, and authentic Greek character.

Each property offers its own unique atmosphere—from vibrant Athens to the charming whitewashed streets of Mykonos and the unforgettable caldera views of Santorini—providing wonderful places to relax after each day's adventures.

Experience Greece Beyond the Guidebooks

This itinerary has been designed to showcase both Greece's famous highlights and its authentic local charm.

Throughout the week you'll experience:

  • Ancient history and iconic landmarks

  • Scenic island ferry journeys

  • Charming villages and picturesque streets

  • Incredible Mediterranean cuisine

  • Stunning beaches and breathtaking viewpoints

  • Sunset experiences you'll never forget

  • Time to shop, explore, and wander at your own pace

  • Opportunities to connect with fellow travelers while creating lifelong memories

Every day offers the perfect blend of guided experiences and free time to discover Greece in your own way.

Adventure at Your Own Pace

This retreat includes moderate walking, stairs, uneven pathways, ferry travel, and sightseeing throughout historic towns and villages. While there are active elements built into the itinerary, the pace is comfortable, and participation in all excursions is always optional.

If you'd rather spend an afternoon relaxing by the pool, exploring local shops, enjoying a café overlooking the sea, or simply taking in the incredible views, you're welcome to do so.

A Personalized Experience

No two travelers enjoy Greece the same way, which is why we've built flexibility into the itinerary. Join every excursion or choose additional time to relax—the experience is yours to create.

Our retreat host is available throughout the journey to help with recommendations, reservations, or anything you need along the way.

A Few Things to Know

  • Your retreat officially begins with our Welcome Dinner on the first evening in Athens.

  • The retreat concludes after breakfast on the final morning in Santorini.

  • Airport transfers are included on designated arrival and departure days.

  • The itinerary may be adjusted if necessary due to weather, ferry schedules, or other circumstances beyond our control to ensure the best possible experience for the group.

Come Experience Greece With Us

From watching the sunset over Santorini's famous cliffs to wandering the whitewashed streets of Mykonos and exploring the ancient wonders of Athens, this retreat is designed to create unforgettable moments from beginning to end.

Join Walker Wellness Retreats for an extraordinary Greek island adventure filled with incredible scenery, rich history, delicious food, meaningful connections, and memories you'll treasure for years to come. We can't wait to explore Greece with you.

Meet Your Host

Meet Your Host

Amy Walker, MSW, LCSW, CCM

Licensed Clinical Social Worker | Founder, Walker Wellness Retreats

Amy Walker is a Licensed Clinical Social Worker and the founder of Walker Wellness Retreats, a company she launched in 2016 to combine her passions for travel, wellness, and creating unforgettable experiences. What began as a vision to help people reconnect with themselves through meaningful travel has grown into a thriving retreat company leading 6–10 international retreats each year.

Amy believes that travel has the power to transform us. Her retreats are thoughtfully designed to blend adventure, authentic cultural experiences, beautiful accommodations, and genuine connection, creating opportunities for guests to slow down, recharge, and experience the world in a meaningful way. Whether you're traveling solo or with a friend, you'll quickly feel like part of the Walker Wellness Retreats family.

When she's not leading groups around the world, Amy works as an online mental health therapist, helping individuals and couples navigate life's challenges, strengthen relationships, and build healthier, more fulfilling lives. Her warm, approachable style and attention to detail carry over into every retreat she hosts.

A passionate traveler, Amy has explored more than 80 countries across six continents and is working toward her goal of visiting 100 countries and all seven continents. She loves discovering hidden gems, experiencing local cultures, enjoying great food and wine, whale watching, hiking, and helping others gain the confidence to explore the world.

Walker Wellness Retreats is truly a family business, with Amy and her husband, Brian, working together behind the scenes to create seamless, stress-free travel experiences from beginning to end. Their mission is simple: to help you experience the world with ease, make lasting friendships, and return home with memories you'll treasure for a lifetime.

We can't wait to welcome you to Greece and share this incredible adventure together!

Travel Tips & Packing List

Travel Tips & Packing List

September is one of the best times to visit Greece. The summer crowds begin to thin, the Aegean Sea is still warm enough for swimming, and the weather is comfortably warm without the intense heat of July and August. Expect daytime temperatures between 72–86°F (22–30°C) and cooler evenings around 65–72°F (18–22°C). Lightweight clothing, comfortable walking shoes, and layers for the evenings are ideal.

Important Travel Documents

  • Passport (valid for at least 6 months beyond your travel dates)

  • Travel insurance information

  • Flight confirmations

  • Hotel confirmations

  • Ferry confirmations (if desired)

  • Driver's license (optional for identification)

  • Copies of your passport (printed and digital)

  • Emergency contact information

  • Credit card with no foreign transaction fees (recommended)

Helpful Tip:
Keep digital copies of your passport, insurance information, and travel documents on your phone and email yourself a backup. Carry printed copies separately from your passport.

Money & Payments

  • Credit cards are widely accepted throughout Greece.

  • Carry €100–200 in cash for smaller cafés, bakeries, taxis, beach clubs, tips, and local shops.

  • Notify your bank before international travel if necessary.

  • ATMs are widely available in Athens, Mykonos, and Santorini.

Helpful Tip:
When using a credit card, always choose to be charged in Euros (€) instead of your home currency for the best exchange rate.

Clothing

  • Lightweight shirts and tops

  • Sundresses or casual dresses

  • Shorts

  • Skirts

  • Lightweight pants

  • Comfortable outfits for sightseeing

  • One nicer outfit for dinners

  • Light sweater or cardigan for evenings

  • Lightweight jacket (optional)

  • Sleepwear

  • Undergarments

  • Socks

Shoes

  • Comfortable walking shoes or supportive sneakers

  • Sandals

  • Flip-flops for the beach or pool

  • Dress sandals or casual evening shoes

Helpful Tip:
Many streets throughout Greece are made of marble, cobblestone, or uneven stone. Comfortable shoes with good traction are highly recommended.

Beach & Pool Essentials

  • Swimsuits (2 recommended)

  • Cover-up

  • Beach bag

  • Sunglasses

  • Wide-brim hat or baseball cap

  • Reef-safe sunscreen

  • Lip balm with SPF

  • Reusable water bottle

Day Bag

Bring a comfortable daypack or crossbody bag for daily sightseeing.

Suggested items:

  • Phone

  • Portable charger

  • Wallet

  • Passport (or copy)

  • Sunglasses

  • Water bottle

  • Sunscreen

  • Light sweater

  • Camera

  • Snacks

Toiletries

  • Toothbrush & toothpaste

  • Shampoo & conditioner (hotel also provides)

  • Hairbrush

  • Hair ties

  • Deodorant

  • Makeup

  • Razor

  • Moisturizer

  • Prescription medications

  • Contact lenses/glasses

  • Small first aid kit

  • Motion sickness medication (if you're sensitive to ferry rides)

Electronics

  • Phone

  • Phone charger

  • Portable battery pack

  • Camera (optional)

  • Charging cables

  • Smartwatch charger (if applicable)

Greece Electrical Outlets

  • Type C and Type F plugs

  • 230V / 50Hz

Guests traveling from the United States or Canada will need a European plug adapter.

Weather Tips

September weather is typically sunny and beautiful, but the Greek islands can occasionally be windy, especially Santorini and Mykonos.

Plan for:

  • Warm afternoons

  • Cooler evenings

  • Plenty of sunshine

  • Ocean breezes

  • Comfortable sightseeing weather

Layering is the easiest way to stay comfortable throughout the day.

Helpful Travel Tips

  • Stay hydrated—bring a refillable water bottle.

  • Wear sunscreen daily, even on cloudy days.

  • Expect stairs throughout Greece, particularly in Santorini.

  • Sidewalks can be narrow and uneven—comfortable shoes are essential.

  • Public restrooms occasionally charge a small fee, so keep a few coins handy.

  • Tipping is appreciated but not required. A few Euros for excellent service is customary.

  • Greek dinners are often enjoyed later in the evening than in the U.S.

  • Tap water is safe to drink in Athens. On many Greek islands, including Mykonos and Santorini, bottled water is recommended for drinking.

  • Don't be afraid to slow down. Greek culture embraces lingering over meals, beautiful views, and meaningful conversation.

Luggage Recommendations

  • One medium-sized suitcase (approximately 45 lbs / 20 kg or less)

  • One carry-on or personal item

  • Small daypack for excursions

You'll be changing hotels during the retreat and traveling by ferry between islands, so packing light will make your journey much more comfortable.

Most Importantly…

Bring your sense of adventure! Greece is a destination filled with incredible history, breathtaking scenery, welcoming people, amazing food, and unforgettable sunsets. We hope you'll embrace the slower pace, soak in every moment, and create memories that will last a lifetime. We can't wait to explore Athens, Mykonos, and Santorini with you!

Payment & Cancellation Policy

Payment & Cancellation Policy

We understand that planning an international adventure is an investment, and we strive to keep our policies clear and transparent.

Payment Schedule

A 25% non-refundable deposit is required at the time of booking to reserve your spot on the retreat.

For International Retreats, payments are due as follows:

  • 25% non-refundable deposit due at registration

  • 25% payment due 120 days before departure

  • Final 50% balance due 90 days before departure

You are welcome to pay your retreat in full at any time.

If you register after the final payment deadline, full payment is required at the time of booking.

Please note that invoices not paid within 7 days of the scheduled payment deadlines may result in cancellation of your reservation. No refunds will be issued for reservations canceled due to non-payment.

Cancellation Policy

Because accommodations, transportation, guides, and other travel services are reserved well in advance, the following cancellation policy applies:

Before the Final Payment Deadline

If you cancel your reservation before the final payment deadline, any payments made beyond your 25% non-refundable deposit will be refunded.

The initial 25% deposit is non-refundable, regardless of the reason for cancellation.

After the Final Payment Deadline

If you cancel after the final payment deadline, all payments are non-refundable, as financial commitments have already been made with our hotels, transportation providers, guides, and local partners.

If Walker Wellness Retreats Cancels the Retreat

In the unlikely event that Walker Wellness Retreats cancels the retreat, you will receive a 100% refund of all payments made.

Please note that Walker Wellness Retreats is not responsible for airfare, travel insurance, or any independently booked travel arrangements. We strongly recommend purchasing travel insurance to protect these expenses.

Travel Insurance

We strongly recommend purchasing comprehensive travel insurance as soon as you book your retreat.

Travel insurance can help protect your investment by providing coverage for unexpected events such as:

  • Trip cancellation or interruption

  • Medical emergencies while traveling

  • Emergency medical evacuation

  • Lost or delayed baggage

  • Travel delays

  • Unexpected illness or injury before departure

Because life is unpredictable, travel insurance provides valuable peace of mind and is one of the best ways to protect your investment.

For additional information about travel insurance options and pricing, please refer to the travel insurance information provided on this page.

What's included

Accommodations

9 days/8 nights in highly rated accommodations

Meals

All meals during the retreat (breakfast, lunch, & dinner)

Transportation

All transportation during the retreat

Gratuity

Gratuities for tour guides, restaurant staff, and drivers

Airport Transfers

Pick-up and drop-off at Athens airport (ATH )

Ferry Transfers

Ferries between each location

Athens City Tour

Acropolis Tour

Mykonos Tour

Tour of Mykonos

Cooking Class

Cooking class in Mykonos

Private Catamaran

Catamaran cruise in Santorini

Fira to Oia Hike

Hiking Fira to Oia

Return Flight to ATH

Economy air tickets from Santorini to Athens

Retreat gift

Retreat gift

What's not included

Arrival/Dep. Airfare

Airfare to and from Athens, Greece

Additional Items

Souvenirs, drinks, snacks, additional excursions, or other personal items

Additional Gratuity

Gratuities of a personal nature (hotel staff, spa services, etc.)

Additional Alcohol

Any additional alcoholic beverages (unless listed on itinerary)

Insurance

Travel insurance and medical insurance (required)

Travel Fees

Any travel-related fees (visas, passports, baggage, etc.)

Day 1: September 1

Day 1: September 1 image

Arrival in Athens | Welcome to Greece!

Day 1 | Arrival in Athens – Welcome to Greece!

Welcome to Greece! Your Mediterranean adventure begins as you arrive at Athens International Airport (ATH). After collecting your luggage, look for the Walker Wellness Retreats sign in the arrivals hall, where your private driver will be waiting to transfer you to your hotel.

After checking into the Grand Hyatt Athens, take some time to relax, freshen up, and settle in before meeting the group this evening.

If you arrive earlier in the day and feel like exploring, we recommend visiting Plaka, Athens' charming historic neighborhood just a 10–15 minute taxi or Uber ride from the hotel. Wander its picturesque cobblestone streets, browse local boutiques, enjoy a leisurely coffee at a sidewalk café, or sample traditional Greek meze while admiring views of the Acropolis. It's the perfect introduction to Greek culture and hospitality.

Prefer to unwind? Spend the afternoon enjoying the hotel's rooftop pool, spa, or terrace while taking in panoramic views of Athens.

This Evening

6:30 PM – Meet in the hotel lobby for introductions before walking together to dinner.

7:00 PM – Welcome Dinner at Fagopoti, where we'll enjoy our first authentic Greek meal together while getting to know one another and reviewing the exciting journey ahead.

Overnight: Grand Hyatt Athens

We can't wait to welcome you to Greece and begin this unforgettable adventure together!

Day 2: September 2

Day 2: September 2 image

Athens Exploration | Acropolis & Ancient Wonders

Day 2 | Discover Athens – Ancient Wonders & Timeless Charm

Enjoy a leisurely breakfast at the Grand Hyatt Athens before easing into your day. The morning is yours to enjoy at your own pace. Explore Athens' vibrant neighborhoods, sip coffee at a local café, browse charming boutiques, or simply soak in the city's energy. If you'd rather relax, take advantage of the hotel's rooftop pool, spa, or panoramic views of the Acropolis.

12:00 PM – Meet the group for lunch at a local restaurant, or enjoy lunch on your own if you'd like to continue exploring independently.

2:00 PM – Meet your expert local guide from Olive Sea Travel for a private walking tour through the heart of ancient Athens.

Your afternoon begins with a visit to the world-famous Acropolis, one of the most important archaeological sites in the world. Walk among incredible monuments including the Parthenon, Erechtheion, and other ancient structures while learning about the fascinating history that shaped Western civilization.

Next, visit the award-winning Acropolis Museum, home to an extraordinary collection of sculptures, artifacts, and archaeological treasures discovered on the Acropolis.

Continue your journey through the picturesque neighborhood of Plaka, often called the "Neighborhood of the Gods." Stroll along charming pedestrian streets lined with colorful homes, local boutiques, cafés, and hidden courtyards before passing through the historic Roman Agora and lively Monastiraki Square, one of Athens' most beloved gathering places.

Following the tour, enjoy free time to wander, shop for local treasures, or simply relax with a drink while soaking in the atmosphere of this beautiful historic district.

7:00 PM – Gather for dinner at Mystilli, a welcoming restaurant in the heart of Plaka, where you'll enjoy another delicious evening of authentic Greek cuisine.

After dinner, you're welcome to continue exploring Athens at your leisure. Browse the shops, enjoy a gelato, listen to live music, or relax at a nearby café. A scheduled taxi transfer back to the hotel will be available, or you may return whenever you'd like by taxi or Uber.

Overnight: Grand Hyatt Athens

Day 3: September 3

Day 3: September 3 image

Mykonos Island Experience | Culinary & Cultural Delights

Day 3 | Welcome to Mykonos – Island Flavors & Greek Hospitality

After breakfast, it's time to begin the next chapter of your Greek adventure as we journey to the beautiful island of Mykonos.

If you'd like breakfast before departure, the hotel can arrange a takeaway breakfast box for you.

7:30 AM – Depart the hotel for the Port of Piraeus.

Ferry to Mykonos

  • Ferry Operator: SeaJets

  • Vessel: Champions League Jet 2

  • Departure: 9:30 AM

  • Arrival: 12:20 PM

  • Duration: Approximately 2 hours 50 minutes

  • Seating: Economy

Sit back, relax, and enjoy the scenic cruise across the sparkling Aegean Sea as we make our way to one of Greece's most iconic islands. Keep your camera handy—the views throughout the journey are spectacular.

Upon arrival in Mykonos, you'll immediately be welcomed by the island's signature whitewashed buildings, brilliant blue accents, colorful bougainvillea, and endless sea views. After transferring to NUMO Mykonos Boutique Resort, take time to settle into your room and soak in your beautiful new surroundings.

1:30 PM – Enjoy lunch at the hotel before an unforgettable afternoon immersed in authentic Greek culture.

Authentic Mykonian Cooking Experience

3:45 PM – Meet in the hotel lobby for your transfer to Mykonian Spiti, a traditional family home where you'll experience genuine Greek hospitality.

Your afternoon begins with a warm welcome featuring traditional loukoumi (Greek delight) and Teta's homemade liqueur before exploring the property's vegetable garden and learning about the fresh seasonal ingredients that define Greek cooking.

Sample a variety of local specialties, including:

  • Kopanisti cheese with traditional rusks

  • Local olives

  • Louza (Mykonian cured pork)

  • Handcrafted local wines

Then roll up your sleeves for a hands-on cooking class led by your gracious host, Teta. Together you'll prepare several beloved Greek dishes, including:

  • Traditional spinach pie

  • Stuffed tomatoes and peppers

  • Homemade tzatziki

Afterward, gather around the table to enjoy the meal you've created together, complemented by a fresh seasonal salad, orzo with beef, local cheeses, a homemade dessert, and unlimited handcrafted wines and traditional raki.

This is more than just a cooking class—it's an opportunity to experience the warmth, traditions, and flavors of a Greek family.

Following dinner, you'll be transferred back to NUMO Mykonos Boutique Resort to relax and enjoy the rest of your evening.

Overnight: NUMO Mykonos Boutique Resort

Day 4: September 4

Day 4: September 4 image

Mykonos Excursion | Culture, History & Charm

Day 4 | Discover Mykonos – Villages, Coastlines & Iconic Views

Enjoy a leisurely breakfast at NUMO Mykonos Boutique Resort before easing into another beautiful day in the Greek Islands. Spend the morning relaxing by the pool, taking in the sea views, or exploring the nearby area at your own pace.

12:00 PM – Enjoy lunch at the hotel or venture out to discover one of Mykonos' charming local cafés or seaside restaurants.

Private Island Tour

2:00 PM – Meet your local guide for a private tour showcasing the very best of Mykonos. Today's adventure takes you beyond the famous postcard views to discover the island's beautiful beaches, traditional villages, historic landmarks, and breathtaking coastal scenery.

Throughout the afternoon, you'll visit some of Mykonos' most iconic locations, including:

  • Kalafatis Beach

  • Kalo Livadi Beach

  • Ano Mera Village

  • Monastery of Panagia Tourliani

  • Agios Sostis Beach

  • Faros Armenistis Lighthouse

  • Panoramic viewpoint overlooking Mykonos Town

  • Church of Paraportiani

  • Little Venice

  • The iconic Windmills of Mykonos

  • Matogianni Street

As you explore the island, you'll discover why Mykonos is so much more than its famous nightlife. Drive through scenic countryside dotted with whitewashed chapels, rolling hills, and spectacular coastal viewpoints before arriving in Ano Mera, the island's charming traditional village. Here, you'll visit the beautiful Monastery of Panagia Tourliani, a peaceful 16th-century monastery known for its striking bell tower and ornate interior.

Continue along the rugged northern coastline to Agios Sostis Beach, one of Mykonos' most untouched beaches, before stopping at the historic Faros Armenistis Lighthouse, where sweeping views across the Aegean Sea provide incredible photo opportunities.

Next, enjoy a panoramic stop overlooking Mykonos Town (Chora) before heading into the heart of the island to explore on foot.

Lose yourself among Chora's maze of narrow cobblestone streets, originally designed centuries ago to confuse pirates. Today, these winding alleyways are filled with charming cafés, local boutiques, art galleries, hidden chapels, and vibrant bougainvillea spilling from whitewashed buildings.

Visit the beautiful Church of Paraportiani, one of the most photographed churches in all of Greece, before strolling through the romantic waterfront neighborhood of Little Venice, where colorful balconies hang dramatically over the sea.

Nearby, you'll find the island's famous Windmills, one of Mykonos' most recognizable landmarks and the perfect backdrop for unforgettable photos.

You'll also have free time to browse the fashionable shops along Matogianni Street, discover local artisan boutiques, enjoy a coffee or gelato, and perhaps even spot Petros the Pelican, Mykonos' beloved mascot, who is known to wander near the harbor.

7:00 PM – Gather for dinner at a local restaurant in Little Venice, where you'll enjoy delicious Greek cuisine while watching the sun begin to set over the sparkling Aegean Sea—a truly magical way to end your day on Mykonos.

After dinner, return to the hotel or stay a little longer to experience Mykonos Town's lively evening atmosphere before making your way back at your leisure.

Overnight: NUMO Mykonos Boutique Resort

Day 5: September 5

Day 5: September 5 image

Free Day in Mykonos | Explore at Your Own Pace

Day 5 | Mykonos at Leisure – Your Day, Your Adventure

Wake up to another beautiful morning in Mykonos and enjoy a leisurely breakfast at NUMO Mykonos Boutique Resort. Today is intentionally left open for you to experience the island at your own pace.

Whether you're looking for relaxation, adventure, shopping, or culture, Mykonos offers something for everyone.

Spend the day however you choose:

Relax by the Sea

If you're dreaming of a beach day, Mykonos has no shortage of beautiful options.

  • Ornos Beach – Calm waters, waterfront cafés, and a relaxed atmosphere.

  • Paradise Beach – Famous for its lively beach clubs and vibrant energy.

  • Agios Sostis Beach – A peaceful, natural beach with crystal-clear water and fewer crowds.

Explore Mykonos Town

Lose yourself in the charming streets of Mykonos Town (Chora), where whitewashed alleyways lead to boutique shops, local art galleries, cafés, and hidden courtyards waiting to be discovered.

Visit:

  • Little Venice

  • The iconic Windmills

  • Church of Paraportiani

  • Matogianni Street for shopping and people-watching

Discover More of the Island

If you'd like a little more adventure, consider one of Mykonos' many optional experiences, such as:

  • A sailing or catamaran cruise around the island

  • A snorkeling excursion

  • A yoga or spa experience

  • A visit to the traditional village of Ano Mera

  • A day trip to the nearby UNESCO World Heritage Site of Delos, one of Greece's most important archaeological treasures

Optional excursions are not included and are subject to availability. We recommend reserving them in advance if interested.

Savor the Flavors of Greece

Take your time enjoying Mykonos' incredible culinary scene. Sample local favorites like fresh seafood, louza (traditional cured pork), kopanisti cheese, and handmade pastries while relaxing at a seaside taverna or café.

No matter how you spend your day, this is your opportunity to slow down, recharge, and enjoy the island exactly as you wish.

For those who are around the hotel, we'll have lunch together at 1:00 PM at the hotel. If you're out enjoying your own adventure or have booked an excursion, no worries at all—there's no need to come back for lunch. Today is your free day, so enjoy it however you'd like!

7:00 PM – Rejoin the group for dinner at a local restaurant as we share stories from our day and enjoy another wonderful evening together.

After dinner, those interested are invited to visit 180° Sunset Bar (optional and at your own expense), one of the most spectacular sunset venues on the island. Enjoy a cocktail while taking in panoramic views over Mykonos as the sun sets over the Aegean Sea—an unforgettable way to end your final evening on the island.

Overnight: NUMO Mykonos Boutique Resort

Day 6: September 6

Day 6: September 6 image

Journey to Santorini | Scenic Ferry & Island Charm

Day 6 | Welcome to Santorini – Caldera Views & Island Magic

After breakfast, check out of NUMO Mykonos Boutique Resort and prepare for the next leg of your Greek island adventure as we journey to the breathtaking island of Santorini.

8:00 AM – Depart the hotel for Mykonos New Port, allowing plenty of time for ferry check-in and boarding.

Ferry to Santorini

  • Ferry Operator: SeaJets

  • Vessel: Superjet

  • Departure: 9:40 AM

  • Arrival: 12:05 PM

  • Duration: Approximately 2 hours 25 minutes

  • Seating: Economy

Sit back and enjoy another scenic cruise across the sparkling Aegean Sea. As Santorini comes into view, you'll be greeted by one of the world's most iconic landscapes—whitewashed villages perched atop dramatic volcanic cliffs overlooking the deep blue waters of the caldera.

Upon arrival, transfer to the beautiful Aressana Spa Hotel & Suites, ideally located in the heart of Fira, Santorini's vibrant capital.

1:00 PM – Enjoy lunch at the hotel

The remainder of the afternoon is yours to explore Santorini at your own pace. Step outside the hotel and discover the charming streets of Fira, filled with boutique shops, art galleries, cafés, and spectacular viewpoints overlooking the caldera.

As you wander, be sure to sample some of Santorini's unique local specialties, including creamy island cheeses, traditional fava (yellow split pea purée), sun-dried cherry tomatoes, and other regional delicacies that reflect the island's rich volcanic soil and culinary heritage.

Whether you spend the afternoon shopping, sipping coffee with a view, relaxing by the pool, or simply admiring one of the most beautiful landscapes in the world, you'll quickly understand why Santorini is considered one of Greece's crown jewels.

7:00 PM – Gather for a memorable group dinner at a local restaurant overlooking the caldera. As the sun begins to set, watch the sky transform into brilliant shades of gold, pink, and orange while enjoying authentic Greek cuisine and wonderful company. It's the perfect introduction to the unforgettable beauty of Santorini.

Overnight: Aressana Spa Hotel & Suites

Day 7: September 7

Day 7: September 7 image

Santorini Exploration | Free Morning & Sunset Hike

Day 7 | Santorini at Leisure & Sunset Caldera Hike

Enjoy a leisurely breakfast at Aressana Spa Hotel & Suites before spending the morning however you choose. With the hotel located in the heart of Fira, you're perfectly situated to experience Santorini at your own pace.

Browse charming boutiques, visit local art galleries, enjoy a coffee overlooking the caldera, or simply relax by the hotel's pool or spa. Whether you're searching for the perfect souvenir or taking in the breathtaking scenery, this morning is yours to enjoy.

1:00 PM – Lunch will be available at the hotel for those who wish to join the group, or you're welcome to explore one of Santorini's many wonderful cafés or restaurants on your own.

Sunset Hike Along the Caldera

2:30 PM – Meet in front of the hotel for one of Santorini's most unforgettable experiences—a guided hike along the island's spectacular caldera trail from Fira to Oia.

This scenic route is widely considered one of the most beautiful hikes in Greece, offering breathtaking panoramic views of the caldera, the Aegean Sea, whitewashed villages, and Santorini's famous blue-domed churches.

The trail passes through the picturesque villages of:

  • Fira

  • Firostefani

  • Imerovigli

  • Oia

The hike is approximately 10 km (6 miles) and typically takes 3½–4 hours, following a combination of paved walkways, stone paths, and dirt trails. The route includes moderate hills and uneven terrain with very little shade.

We recommend bringing:

  • Comfortable walking or hiking shoes

  • Water bottle

  • Hat

  • Sunglasses

  • Sunscreen

For those looking for an extra adventure, there's an optional detour to Skaros Rock, adding approximately 45–60 minutes to the hike. The climb rewards you with incredible panoramic views and one of Santorini's most unique photo opportunities.

If you prefer not to participate in the hike, you're welcome to enjoy a relaxing afternoon in Santorini. A taxi will be arranged to bring you directly to dinner so you can still join the group for the evening. Transportation will be provided by Walker Wellness Retreats.

7:00 PM – Gather for dinner at Karma Restaurant in the heart of Oia, where you'll enjoy authentic Greek cuisine after an unforgettable afternoon. Following dinner, private transportation will take the group back to the hotel.

Overnight: Aressana Spa Hotel & Suites

Day 8: September 8

Day 8: September 8 image

Santorini Sunset Catamaran Cruise | Aegean Adventure

Day 8 | Santorini Sunset Catamaran Cruise

Enjoy a leisurely breakfast at Aressana Spa Hotel & Suites before spending your final full day in Santorini however you wish. Relax by the pool, browse the boutiques of Fira, visit a local café overlooking the caldera, or simply soak in the beauty of the island one last time.

12:00 PM – Join the group for lunch at a nearby restaurant, or continue exploring and enjoy lunch on your own if you're out discovering the island.

Sunset Catamaran Cruise

2:00 PM – Meet your driver at the main road in front of Kamari Tours in Fira for an unforgettable afternoon aboard a luxury catamaran with Vista Yachting.

Over the next six hours, you'll sail around Santorini's spectacular volcanic coastline, experiencing some of the island's most breathtaking scenery from the water.

Highlights of your cruise include:

  • Departure from Vlychada Port

  • Sailing past the dramatic Red Beach

  • Swimming and relaxing at Mesa Pigadia Beach, nestled beside the White Beach cliffs

  • A stop at the island's famous Warm Springs, where you can enjoy the naturally heated volcanic waters

  • Cruising alongside the Santorini Volcano and the dramatic caldera

Throughout the afternoon, you'll have opportunities to swim, snorkel, relax on deck, and take in panoramic views of Santorini's iconic cliffs from a completely different perspective.

Dinner at Sea

While onboard, enjoy a freshly prepared Greek dinner featuring:

  • Traditional Greek salad

  • Vegetarian spreads and dips

  • Chicken BBQ souvlaki

  • Seafood or shrimp pasta

  • Fresh bread and seasonal accompaniments

Unlimited local wine, beer, soft drinks, and bottled water are included throughout the cruise.

A Sunset You'll Never Forget

As evening approaches, your captain will position the catamaran near Oia, offering one of the finest vantage points on the island to witness Santorini's world-famous sunset.

Watch as the whitewashed villages glow in the golden light and the sky transforms into brilliant shades of orange, pink, and purple—a truly magical finale to your time in the Greek Islands.

Following the cruise, you'll return to Vlychada Port, where private transportation will be waiting to bring you back to Aressana Spa Hotel & Suites.

Overnight: Aressana Spa Hotel & Suites

Day 9: September 9

Day 9: September 9 image

Departure Day | Santorini to Athens & Journey Home

Day 9 | Departure Day – Safe Travels!

Enjoy one final morning in beautiful Santorini before beginning your journey home. Depending on your flight time, you may have an opportunity to enjoy breakfast at the hotel or request a takeaway breakfast box if you're departing early.

Please arrange a takeaway breakfast with hotel reception at least 24 hours in advance if needed.

Airport Transfers

Complimentary transfers to Santorini International Airport (JTR) will be provided for all guests based on their individual departure flight times. Walker Wellness Retreats will coordinate your transfer schedule prior to departure to ensure you arrive at the airport with plenty of time for check-in and security.

Please remember that Santorini Airport can be especially busy during September, so we recommend arriving at least 2 hours before your scheduled flight.

Your retreat officially concludes after hotel check-out today.

As you head home, we hope you leave Greece with unforgettable memories, new friendships, incredible experiences, and a renewed sense of adventure. Thank you for allowing Walker Wellness Retreats to be part of your journey.

Safe travels, and we hope to explore the world with you again soon! 🇬🇷✈️

Loading Map…

1. Athens, Greece

Athens, Greece

About your organizer

Welcome to Walker Wellness Retreats! Thank you for taking the time to learn about us! We created Walker Wellness Retreats to share the positive impact travel can have with as many people as possible. Travel makes the world seem not so large. It opens your mind to new ways of thinking. Together we can use our diverse skills and experience of traveling the world to design and plan incredible adventures to bring like-minded travelers together to unique places around the globe!

Reviews

Photo gallery

Image 0
Image 1
Image 2
Image 3
Image 4
Image 5
Image 6
Image 7
Image 8
Image 9
Image 10
Image 11
Image 12
Image 13
Image 14
Image 15
Image 16
Image 17
Image 18
Image 19
Image 20
Image 21
Image 22
Image 23
Image 24
Image 25
Image 26
Image 27
Image 28
Image 29
Image 30
Image 31
Image 32
Image 33
Image 34
Image 35
Image 36
Image 37
Image 38
Image 39
Image 40
Image 41
Image 42
Image 43
Image 44
Image 45
Image 46
Image 47
Image 48
Image 49
Image 50
Image 51
Image 52
Image 53
Image 54
© 2026 Walker Wellness Retreats