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Athens to Santorini – Explore Greece with Laura Caldwell

Oct 15, 2025 - Oct 22, 2025

Cultural Cultural

$3,845 USD

BOOK WITH $750 DEPOSIT

Athens to Santorini – Explore Greece with Laura Caldwell

Oct 15, 2025 - Oct 22, 2025

$3,845  USD

BOOK WITH $750 DEPOSIT

Get ready for a Greek getaway like no other, hosted by Laura Caldwell of Left Coast Revivals! This thrilling adventure kicks off in Athens, where you’ll dive into ancient history and explore iconic sites like the Acropolis. Stroll through the bustling streets of Monastiraki, where you can hunt for unique treasures at the lively flea market, brimming with quirky antiques, handmade crafts, and local souvenirs.

But that’s just the beginning! Next, we whisk you away to the charming wine region of Nemea. Picture yourself savoring local wines, exploring the romantic city of Nafplio, and indulging in Greek tapas. It’s a taste of Greece that will leave you craving more.

Then, it’s time to set sail for the postcard-perfect island of Santorini. Imagine cruising across crystal-clear waters, wandering through picturesque villages like Pyrgos and Oia, and ending your days with breathtaking sunsets. With a blend of guided tours and free time, you’ll enjoy both adventure and relaxation, and don’t forget the chance to shop for unique gifts and local crafts at Santorini’s charming markets. Pack your bags and get ready for a Greek odyssey full of fun, flavor, and unforgettable experiences!

Arrive: Athens, Wednesday October 15th 2025

Depart: Athens, Wednesday October 22nd 2025

8 Days / 7 Nights

Accommodation: 4 Star Hotels - Athens x 4 Nights, Santorini x 3 Nights

Included Meals: Breakfast Daily, Lunch x 2, Dinner x 3

Group: Up to 26 Guests

Inclusions

Accommodation: 4 Star Hotels - Athens x 4 Nights, Santorini x 3 Nights

Included Meals: Breakfast Daily, Lunch x 2, Dinner x 3

Group Airport Transfers

Athens City Tour with English Speaking Guide incl Acropolis Tickets

Athens Walking & Shopping Tour with English Speaking Guide

Monastiraki Flea Market

Athens Welcome Dinner

Athens Farewell DInner

Nemea Wine Tasting Tour with English Speaking Guide

Lunch in Nafplio

Return Fast Ferry Tickets Piraeus - Santorini (Reserved Seats)

Local Dinner in Santorini

Santorini Island Tour with English Speaking Guide incl Wine Tasting & Lunch

Exclusions

Flights

Travel Insurance (Required)

Arrival Visa

Meals Not Mentioned in Inclusions

Personal Expenses (incl Tips)

Tourist City Tax (7 Euro for 4 Star Hotel in 2024)

Your Host

Laura Caldwell

Laura Caldwell, the creative force behind Left Coast Revivals, an online vintage shop, also hosts a captivating YouTube channel where she shares her expertise in sourcing and decorating with vintage and antique finds. Through her channel, Laura invites viewers to join her on exclusive Left Coast Travel Club trips, exploring some of the world’s oldest and largest flea markets in search of unique, one-of-a-kind treasures. Alongside her husband Jesse, Laura has hosted group trips in Italy, Japan, England, France, and Belgium, with upcoming trips in Greece, Croatia and Christmas Markets in Germany and Austria. Join Laura on this extraordinary journey and discover the charm of vintage treasures from around the globe.

Itinerary

Day 1 Welcome to Athens

Welcome to Athens! Upon landing in this vibrant city, you’ll be met by our friendly English-speaking assistant who will whisk you away to your hotel, right in the heart of all the action. After checking in, take a moment to soak in the excitement of being in one of the world’s most historic cities. As the sun sets, we’ll gather for a lively welcome dinner at the hotel, where you can dive into some delicious Greek dishes and start mingling with your fellow travelers. It’s the perfect way to kick off your Greek adventure and get ready for all the fun that lies ahead.

Included Meals:

  • Welcome dinner

Accommodation:

  • 4-Star Hotel: Hotel Moxy, Hotel Brown Acropol, Hotel Brown Kubic or similar

Day 2 Exploring Athens

Today we’ll be exploring Athens, starting with a captivating tour of the city’s ancient treasures. The highlight of the day is your visit to the iconic Acropolis, where you’ll explore the birthplace of Western civilization and marvel at the grandeur of ancient Greek architecture. With transportation provided, all you need to do is soak in the history and beauty around you.

After the tour, enjoy some free time to explore Athens at your own pace—whether it’s savoring a local dish, discovering hidden gems, or simply people-watching in one of the city’s lively squares. But the day isn’t over yet! As the sun sets, you’ll head out for a vibrant Athens by night walking tour. Dive into the buzz of the Monastiraki Flea Market, where you can shop for unique souvenirs and soak up the atmosphere of this lively neighborhood.

Included Meals:

  • Breakfast

Accommodation:

  • 4-Star Hotel: Hotel Moxy, Hotel Brown Acropol, Hotel Brown Kubic or similar

Day 3 Nemea Winery Tour

After savoring a delicious breakfast, you’ll be picked up from your hotel to embark on a delightful adventure to the renowned wine region of Nemea, guided by our friendly English-speaking assistant. The journey begins with a scenic stop at the iconic Corinth Canal, where you can marvel at the striking blue waters that cut through the narrow isthmus.

Next, we’ll make our way to a charming winery in Nemea, where you’ll indulge in a wine tasting experience, sampling some of Greece’s finest wines amidst picturesque vineyards. As the day continues, we’ll head to the enchanting town of Nafplio, often hailed as one of the most romantic cities in Greece. Stroll through its cobbled streets, soak in the old-world charm, and enjoy a leisurely lunch at a local eatery, savoring authentic Greek flavors.

In the late afternoon, we’ll return to Athens, leaving you with the evening to unwind and reflect on the day’s adventures.

Included Meals:

  • Breakfast, Lunch

Accommodation:

  • 4-Star Hotel: Hotel Moxy, Hotel Brown Acropol, Hotel Brown Kubic or similar

Day 4 Athens to Santorini

Rise and shine for an exciting day as we head to Piraeus Port early in the morning. Our English-speaking assistant will guide you as we board the ferry bound for the breathtaking island of Santorini. Though the journey across the Aegean Sea is lengthy, you’ll find plenty to keep you entertained on the ferry, which offers a range of services and amenities to ensure a comfortable ride.

As we approach Santorini, get ready to be captivated by the stunning views of the island’s iconic cliffs and whitewashed buildings. Upon arrival at the port, our friendly local representative will be waiting to whisk you away to your hotel, where you’ll have some free time to relax, explore, or simply soak in the beauty of your surroundings.

To wrap up your first day on this magical island, we’ll head to Thira, the capital of Santorini, where a delectable Greek dinner awaits. Enjoy delicious local dishes, good company, and the perfect atmosphere to kick off your Santorini adventure.

Included Meals:

  • Breakfast, Dinner

Accommodation:

  • 4-Star Hotel: Hotel Kallisti, Hotel Santorini Palace, Hotel Goulielmos or similar

Day 5 Santorini Island Tour

Start your day with a delightful breakfast before setting out on an unforgettable journey across Santorini, guided by our charismatic local expert. First up, we’ll explore Pyrgos, a charming village known for its winding streets and panoramic views. Next, we’ll dive into the history of Thira and uncover the secrets of Akrotiri, a fascinating ancient site that gives you a glimpse into life long ago.

But the adventure doesn’t stop there! We’ll tantalize your taste buds with a wine tasting session at one of Santorini’s renowned wineries, savoring the island’s unique flavors. To make it even better, enjoy a delicious mezes lunch—Greek tapas—that will have you coming back for more. As the day winds down, we’ll head to the picturesque village of Oia, where you’ll witness a sunset so stunning it will leave you speechless. This is the kind of day that makes you fall in love with Santorini.

Included Meals:

  • Breakfast, Lunch

Accommodation:

  • 4-Star Hotel: Hotel Kallisti, Hotel Santorini Palace, Hotel Goulielmos or similar

Day 6 Santorini Free Day

Today is all yours to explore the enchanting island of Santorini at your own pace! Start your day with a leisurely breakfast, soaking in the breathtaking views of the caldera. Then, set off on your own adventure—whether that means wandering through the charming cobblestone streets of Thira or discovering the quiet beauty of hidden villages like Pyrgos. Don’t miss the vibrant local markets where you can find everything from handmade jewelry to unique souvenirs and fresh produce bursting with flavor.

Take time to bask on one of Santorini’s famous beaches, like the dramatic Red Beach or the serene shores of Kamari. For lunch, why not savor some local delicacies at a seaside taverna, where you can indulge in fresh seafood and traditional Greek dishes while gazing out at the azure waters?

As the day winds down, head to a cliffside café in Oia to sip on a glass of wine as the sky transforms into a canvas of colors during sunset. Whether you choose to explore, shop, or simply relax, this free day is your perfect chance to soak up the magic of Santorini.

Included Meals:

  • Breakfast

Accommodation:

  • 4-Star Hotel: Hotel Kallisti, Hotel Santorini Palace, Hotel Goulielmos or similar

Day 7 Santorini to Athens

Start your day with a delightful breakfast at the hotel, then enjoy your last few hours soaking up the sun and charm of Santorini. Whether you decide to take one last stroll through the picturesque streets, indulge in a final beachside café visit, or pick up a few last-minute souvenirs, make the most of your morning in this magical place.

In the afternoon, we’ll whisk you away to the Port of Santorini to catch the fast ferry back to Athens. The journey will be smooth and scenic, giving you one last chance to admire the stunning views as you sail across the Aegean Sea.

Upon arrival at Piraeus Port, our friendly English-speaking assistant will greet you and transfer you back to your Athens hotel. As the evening sets in, gather for a farewell dinner where you can reminisce about the incredible adventures and unforgettable experiences you’ve had in Greece. Toast to new friends and memories made, as you bid a fond farewell to this enchanting country.

Included Meals:

  • Breakfast, Dinner

Accommodation:

  • 4-Star Hotel: Hotel Moxy, Hotel Brown Acropol, Hotel Brown Kubic or similar

Day 8 Fond Farewell

Start your day with a hearty breakfast at the hotel, savoring one last taste of Greek hospitality. When it’s time to say goodbye, our friendly English-speaking assistant will whisk you away to Athens International Airport. Whether you’re heading home or jetting off to your next adventure, the airport transfer will be smooth and hassle-free.

As you reflect on your incredible Greek escapade, make sure to grab a last-minute souvenir or snack for the journey. Safe travels, and remember: this isn’t a goodbye, it’s just a see-you-later! We hope your memories of Greece will keep you smiling until your next adventure calls.

Included Meals:

  • Breakfast

Trip Photos

Important Notes

ARRIVAL:
A group airport transfer to our accommodation is included. Once the trip is confirmed, you will have the opportunity to plan and coordinate your arrival flights into Athens with the group.

ENTRY REQUIREMENTS:
Be sure to check entry requirements based on the passport that you will be travelling with.

TRIP CONFIRMATION:
A trip is listed as PENDING until the minimum guest numbers are reached, at which point the trip becomes CONFIRMED. Guests will be notified when a trip becomes CONFIRMED.

TRAVEL INSURANCE:
Travel insurance is required, and this will need to organised independently. There are a number of travel insurance comparison websites available. We do not recommend organising this until your trip is CONFIRMED. TIP: If you have a credit card there may be travel insurance included as part of your benefits, so check with your bank.

BOOKING FLIGHTS:
We do not recommend booking flights until your trip is CONFIRMED.

BOOKING T&Cs:
We recommend you familiarise yourself with our Booking Terms & Conditions for more information about our booking, deposit and cancellation policies.

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Athens to Santorini – Explore Greece with Laura Caldwell

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