Santorini Tours in October 2027
Planning for a trip to Santorini during October? We offer 20+ tour packages to Santorini departing in October 2027 that have 140+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Santorini on your October holiday.
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10 Best October 2027 Tours in Santorini
Join one of these handpicked Santorini October 2027 tour packages, tailored to the season.
Experience the very best of Greece on this comprehensive 15-day tour, starting in Athens and culminating in the sun-kissed beauty of Santorini. Perfect for travelers eager to immerse themselves in both ancient history and modern culture, this guided small group journey visits iconic sites including Chania, Delphi, and the legendary Samariá Gorge.
From the must-see marvels of Athens to the picturesque villages of Crete and the stunning sunsets of Santorini, each day is packed with moments that bring Greece’s past and present into vivid focus. Along the way, you’ll enjoy personal encounters in remote Cretan communities and plenty of opportunities to explore historical landmarks at your own pace.
The true standout of this tour package is its expertly curated itinerary, pulling together highlights from best-selling trips to ensure you experience Greece’s timeless glory in all its richness. With accommodation, transport, meals, and local expertise included, every detail is designed for a seamless, unforgettable adventure.
15 days
The 'Greek Island Hopper' trip offers a sun-soaked escape to the Aegean, blending the ancient wonders of Athens with the laid-back beauty of Santorini and Mykonos. Over 10 days, this guided sightseeing adventure lets you experience the vibrant energy of Athens before slowing things down on the islands, where whitewashed villages and azure waters set the scene. With an easy activity level and all logistics covered—accommodation, transport, and meals—this tour package is tailored for those who appreciate both relaxation and cultural depth. The unique highlight is the authentic island lifestyle, giving you a true taste of Greek hospitality and natural splendor, making it a perfect getaway for travelers seeking both exploration and tranquility.
10 days
Sun-kissed islands, ancient ruins, and crystalline waters—could there be a better way to explore Greece? The "Athens to Santorini" tour lets you discover the magic of the Cyclades over 8 leisurely days, beginning in the vibrant capital and culminating on the cliffs of Santorini. Glide across the Aegean Sea by local ferry, stopping at Syros, Delos, and other storied destinations.
This easy-paced tour package is perfect for those looking to immerse themselves in Greek culture and scenery without the rush. Uncover hidden archaeological sites, unwind on remote beaches, and soak in the relaxed island lifestyle. With comfortable hotel stays, included transport, and meals, you’ll enjoy a seamless journey through iconic and lesser-known gems alike.
A highlight of this trip is the balanced blend of sightseeing and free time, allowing you to savor every moment—whether that’s exploring ancient temples or watching a Santorini sunset. Ideal for travelers of all ages, especially those seeking a gentle yet enriching adventure, this tour stands out for its authentic island-hopping experience and stunning variety of landscapes.
8 days
Paradise lovers and beach enthusiasts, this one’s for you: eight days island hopping from Athens to the most incredible destinations in the Greek islands, ending in Santorini. Ancient sun-bleached ruins, piercing blue skies, and the balmy Aegean Sea provide the stunning natural backdrop for this trip that’s packed with culture, local music, tasty cuisine, and activities for the mind, body, and soul.
8 days
All aboard for this six-day Greek Islands hopping adventure that’ll have you cruising the sparkling blue of the Mediterranean, and experiencing what the good life is all about. You’ll stroll past white sugar-cube houses in Naousa, kick back on seven different beaches on the island of Ios, and stare out into landscapes so beautiful you’ll swear they couldn’t be real. And with fresh feta and fish everywhere you go, this trip will have every one of your senses feeling oh-so satisfied.
7 days
If the beauty of Greece is calling your name, the Crete & Santorini Discovery trip delivers eight days of sun-drenched adventure and cultural discovery. Start in Chania, exploring the ancient Palace of Knossos and learning about Europe’s earliest civilizations. Sail past the Aegean’s breathtaking vistas, enjoy an optional sunset cruise from Oia, and take on the dramatic Samaria Gorge hike for a truly immersive experience. This small group tour includes accommodation, meals, and seamless transport, making it easy to indulge in both relaxation and adventure. The USP: a thoughtfully curated blend of archaeological wonders, island beauty, and active exploration—perfect for travelers eager to discover Greece beyond the ordinary.
8 days
Island-hopping dreams become reality on the "Solo-ish Greece" tour. Over nine sun-drenched days, this journey leads you from Athens’ ancient grandeur to Santorini’s legendary sunsets, combining history with Mediterranean charm. Explore the iconic Acropolis and Parthenon, then traverse the narrow streets and lively markets of Mykonos and Naxos. Make new friends mastering Greek cuisine in a hands-on cooking class, and delight in the flavors of Tinos on a guided food tour. Conclude your adventure on Santorini, wandering the volcanic caldera and soaking in unforgettable views. With its blend of local culinary experiences and island exploration, this tour is a paradise for travelers seeking both camaraderie and freedom.
9 days
If the call of the Greek isles is irresistible, the Sail Greece: Mykonos to Santorini adventure delivers eight days of sailing, sunbathing, and exploring. This trip charts a course through Cyclades, Syros, Amorgos, Naxos, Ios, and beyond, offering travelers the chance to swim in turquoise waters, relax on golden beaches, and delve into the myth-laden villages along the way.
Moderate activity keeps the pace upbeat but not overwhelming. Savor the flavors of local cuisine, bask in spectacular sunsets, and enjoy the hospitality of the Greek islands before falling asleep to the gentle rocking of your yacht.
The unique selling point of this tour is its seamless blend of relaxation, cultural exploration, and the ever-changing scenery of a true sailing adventure. For those who want to experience the best of the Cyclades by sea, this tour package is a dream come true.
8 days
Picture the dazzling Cyclades—white-washed villages, blue-domed churches, and the azure Aegean—on the "Walking on the Greek Islands" trip. Over eight days, experienced travelers are invited to join a small-group hiking adventure across Santorini, Naxos, and Paros, led by an expert local guide. Wander scenic trails through lush valleys, charming villages, and along sandy beaches, each step revealing another postcard-perfect vista. The tour starts and ends in Athens, providing an opportunity to extend your exploration of Greece’s historic capital. The USP here is the combination of relaxed hiking and deep local insight, ensuring you uncover both the scenic beauty and the authentic spirit of the Greek islands.
8 days
From the Parthenon’s timeless columns to the sun-kissed beaches of Santorini, the "Best of Greece" tour lets you experience the full spectrum of Greek wonders in 15 easy-paced days. This cruise and land adventure winds from Athens’ historic marvels to the mythic sites of Delphi and Meteora, and onwards to the olive groves and idyllic beaches of the Cyclades. Along the way, discover the passionate Greek zest for life—expressed through food, music, and warm hospitality. The unique selling point is a comprehensive itinerary that blends both mainland and island highlights, ensuring travelers sample the full flavor of Greece’s ancient legacies and vibrant modern culture.
15 days
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Top Santorini Tour Activities for October 2027
From cultural, religious and historic sites tours to explorer and others, here are some popular tour activities in Santorini with departures in October 2027.
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Experience the very best of Greece on this comprehensive 15-day tour, starting in Athens and culminating in the sun-kissed beauty of Santorini. Perfect for travelers eager to immerse themselves in both ancient history and modern culture, this guided small group journey visits iconic sites including Chania, Delphi, and the legendary Samariá Gorge.
From the must-see marvels of Athens to the picturesque villages of Crete and the stunning sunsets of Santorini, each day is packed with moments that bring Greece’s past and present into vivid focus. Along the way, you’ll enjoy personal encounters in remote Cretan communities and plenty of opportunities to explore historical landmarks at your own pace.
The true standout of this tour package is its expertly curated itinerary, pulling together highlights from best-selling trips to ensure you experience Greece’s timeless glory in all its richness. With accommodation, transport, meals, and local expertise included, every detail is designed for a seamless, unforgettable adventure.
15 days
The 'Greek Island Hopper' trip offers a sun-soaked escape to the Aegean, blending the ancient wonders of Athens with the laid-back beauty of Santorini and Mykonos. Over 10 days, this guided sightseeing adventure lets you experience the vibrant energy of Athens before slowing things down on the islands, where whitewashed villages and azure waters set the scene. With an easy activity level and all logistics covered—accommodation, transport, and meals—this tour package is tailored for those who appreciate both relaxation and cultural depth. The unique highlight is the authentic island lifestyle, giving you a true taste of Greek hospitality and natural splendor, making it a perfect getaway for travelers seeking both exploration and tranquility.
10 days
Sun-kissed islands, ancient ruins, and crystalline waters—could there be a better way to explore Greece? The "Athens to Santorini" tour lets you discover the magic of the Cyclades over 8 leisurely days, beginning in the vibrant capital and culminating on the cliffs of Santorini. Glide across the Aegean Sea by local ferry, stopping at Syros, Delos, and other storied destinations.
This easy-paced tour package is perfect for those looking to immerse themselves in Greek culture and scenery without the rush. Uncover hidden archaeological sites, unwind on remote beaches, and soak in the relaxed island lifestyle. With comfortable hotel stays, included transport, and meals, you’ll enjoy a seamless journey through iconic and lesser-known gems alike.
A highlight of this trip is the balanced blend of sightseeing and free time, allowing you to savor every moment—whether that’s exploring ancient temples or watching a Santorini sunset. Ideal for travelers of all ages, especially those seeking a gentle yet enriching adventure, this tour stands out for its authentic island-hopping experience and stunning variety of landscapes.
8 days
Paradise lovers and beach enthusiasts, this one’s for you: eight days island hopping from Athens to the most incredible destinations in the Greek islands, ending in Santorini. Ancient sun-bleached ruins, piercing blue skies, and the balmy Aegean Sea provide the stunning natural backdrop for this trip that’s packed with culture, local music, tasty cuisine, and activities for the mind, body, and soul.
8 days
All aboard for this six-day Greek Islands hopping adventure that’ll have you cruising the sparkling blue of the Mediterranean, and experiencing what the good life is all about. You’ll stroll past white sugar-cube houses in Naousa, kick back on seven different beaches on the island of Ios, and stare out into landscapes so beautiful you’ll swear they couldn’t be real. And with fresh feta and fish everywhere you go, this trip will have every one of your senses feeling oh-so satisfied.
7 days
If the beauty of Greece is calling your name, the Crete & Santorini Discovery trip delivers eight days of sun-drenched adventure and cultural discovery. Start in Chania, exploring the ancient Palace of Knossos and learning about Europe’s earliest civilizations. Sail past the Aegean’s breathtaking vistas, enjoy an optional sunset cruise from Oia, and take on the dramatic Samaria Gorge hike for a truly immersive experience. This small group tour includes accommodation, meals, and seamless transport, making it easy to indulge in both relaxation and adventure. The USP: a thoughtfully curated blend of archaeological wonders, island beauty, and active exploration—perfect for travelers eager to discover Greece beyond the ordinary.
8 days
Island-hopping dreams become reality on the "Solo-ish Greece" tour. Over nine sun-drenched days, this journey leads you from Athens’ ancient grandeur to Santorini’s legendary sunsets, combining history with Mediterranean charm. Explore the iconic Acropolis and Parthenon, then traverse the narrow streets and lively markets of Mykonos and Naxos. Make new friends mastering Greek cuisine in a hands-on cooking class, and delight in the flavors of Tinos on a guided food tour. Conclude your adventure on Santorini, wandering the volcanic caldera and soaking in unforgettable views. With its blend of local culinary experiences and island exploration, this tour is a paradise for travelers seeking both camaraderie and freedom.
9 days
If the call of the Greek isles is irresistible, the Sail Greece: Mykonos to Santorini adventure delivers eight days of sailing, sunbathing, and exploring. This trip charts a course through Cyclades, Syros, Amorgos, Naxos, Ios, and beyond, offering travelers the chance to swim in turquoise waters, relax on golden beaches, and delve into the myth-laden villages along the way.
Moderate activity keeps the pace upbeat but not overwhelming. Savor the flavors of local cuisine, bask in spectacular sunsets, and enjoy the hospitality of the Greek islands before falling asleep to the gentle rocking of your yacht.
The unique selling point of this tour is its seamless blend of relaxation, cultural exploration, and the ever-changing scenery of a true sailing adventure. For those who want to experience the best of the Cyclades by sea, this tour package is a dream come true.
8 days
From the Parthenon’s timeless columns to the sun-kissed beaches of Santorini, the "Best of Greece" tour lets you experience the full spectrum of Greek wonders in 15 easy-paced days. This cruise and land adventure winds from Athens’ historic marvels to the mythic sites of Delphi and Meteora, and onwards to the olive groves and idyllic beaches of the Cyclades. Along the way, discover the passionate Greek zest for life—expressed through food, music, and warm hospitality. The unique selling point is a comprehensive itinerary that blends both mainland and island highlights, ensuring travelers sample the full flavor of Greece’s ancient legacies and vibrant modern culture.
15 days
Step into a world where ancient empires meet sun-drenched islands on the Premium Turkey & The Cyclades Islands in Depth tour. Over 23 days, experienced travelers and seniors alike are invited to embark on a richly detailed journey from Istanbul to Santorini, traversing the vibrant landscapes and historic wonders of both Turkey and Greece.
This easy-paced tour package combines expertly guided sightseeing with time to unwind by the Aegean and Mediterranean coasts. Explore Istanbul’s grand mosques and bazaars, the hallowed grounds of Gallipoli, the legendary ruins of Troy and Ephesus, and the surreal fairy chimneys of Cappadocia. Glide along the scenic coastline to Antalya and Konya, where layers of history unfold at every turn.
Crossing into Greece, you’ll soak in Athens’ ancient glory before hopping between the Cyclades Islands—discovering the whitewashed charm of Paros, the timeless treasures of Naxos, and the iconic sunsets of Santorini. With knowledgeable local guides leading the way, each day presents opportunities to connect with local culture, sample regional cuisine, and explore both well-known highlights and hidden gems.
The unique selling point of this trip lies in its comprehensive, in-depth exploration of both countries, paired with seamless logistics, premium accommodations, and immersive activities. Whether you’re marveling at archaeological sites, meandering through picturesque villages, or basking in island vistas, this tour ensures an unforgettable Mediterranean adventure, perfectly balanced between cultural discovery and leisurely enjoyment.
23 days
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Santorini October 2027 Tour Types
Discover Santorini October 2027 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Reviews of our Santorini Tours for October
Feedback from guests whose tour started in/around Santorini during October.
Heather | Traveled in October
It was the most amazing experience of my life, to date! I love that everything was pretty much planned for me. I didn't have to worry about details. We were given a few options on activities, which was perfect. I would highly recommend anyone doing a trip with G and I can't wait for another one myself.
Alice | Traveled in October
The tour was very good and the schedule was pretty good (maybe adding one more group tour to the schedule would have been better) What made it very special was our wonderful CEO, Stelios, and the group!!. You could not have asked for a better tour guide and the group was enjoyable for all. We will definitely do another G Adventure again. As we said earlier the small group of 12 is a wonderful size.
Alexandra | Traveled in October
My experience was absolutely exceptional! great food, amazing people, the best guide (Nikos), and i could not have had a better solo travelling experience! I sliced my foot in ios and had to get 5 stitches and my ceo took over and i did not have to worry about transportation or anything and she helped make sure i was comfortable and not in pain. I cannot say enough about nikos, that is a man who loves what he does and has passion for it, it is so obvious and it spreads into his groups! The other travellers were so kind and i met 3 lifelong friends there who we will be meeting up again soon and planning to book another gadventure your. so grateful for my time, made me want to travel more!
Petra | Traveled in October
Amazing experience! Sailing together through the Cyclades starting in Athens as strangers and arriving in Santorini as friends. Our skipper showed us the best places to visit but also it turned out to be a fantastic foody tour! Highly recommended and would immediately join the crew again.
D&G | Traveled in October
We really enjoyed our tour ""Best of Greece"". The time is packed full of great sights and experiences. This is definitely the way to go if you are wanting to see and do a lot. We were completely exhausted by the end of the tour, but it was definitely worth it.
Jojo | Traveled in October
I love Greek History and Mythology and this tour satisfied my curiosity, not to mention the spectacular views esp Mykonos and Santorini. Our tour leader Matt made our tour more interesting. Highly recommended!
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