The whitewashed village of Oia delivers the quintessential Santorini experience through well-crafted tours. For around €150, private guides lead intimate journeys through hidden pathways and local neighborhoods, sharing authentic insights you won’t find in guidebooks. The sunset sailing tours (€90-120) are worth every euro – combining swimming stops, Greek wine, and front-row views of the famous caldera sunset away from the crowds.
I especially love the small-group walking tours (€45-60) through Oia’s maze-like streets. These 3-hour excursions reveal the best photo spots and fascinating stories behind those iconic blue domes. For wine enthusiasts, the half-day vineyard tours (€85) showcase the unique volcanic soil varieties while visiting 3-4 family-owned wineries.
Let’s explore the most rewarding tours Oia has to offer.
Key Points
- The Private Tour for Cruise Ship Travelers provides a personalized 5-hour experience showcasing Oia’s highlights and offering wine tasting and historical insights.
- The Private Sightseeing Tour with Local Guide offers a comprehensive introduction to Santorini’s landscapes and landmarks with a flexible, customizable itinerary.
- The Semi-Private SECRET SUNSET Tour provides a small-group experience to witness Santorini’s sunset from the Military Lighthouse, with hotel pickup/drop-off and refreshments.
- The Oia Cultural Highlights Sunset Walking Tour is a private 2-hour tour that explores Oia’s architectural and historical gems with expert guides.
- Potential customers should exercise caution when booking the Oia Sunset Daily Tour, as it has received notable complaints about transportation and communication.
Santorini: Kymatia Traditional Sailboat Tour by Cycladica
Although Santorini is renowned for its stunning sunsets, the Kymatia Traditional Sailboat Tour by Cycladica offers a unique opportunity to experience the island’s enchanting coastline.
Aboard a classic Cycladic sailboat, guests embark on a leisurely cruise along the picturesque shores, taking in the dramatic caldera cliffs and charming white-washed villages. The tour provides an intimate and authentic experience, allowing visitors to enjoy the island’s rich maritime heritage.
During the journey, knowledgeable guides share insights into Santorini’s history and culture, enhancing the overall experience. The tour also includes stops for swimming and snorkeling, enabling guests to cool off and explore the crystal-clear waters.
Whether you’re seeking a relaxing afternoon or a chance to connect with Santorini’s natural beauty, the Kymatia Traditional Sailboat Tour is a must-do activity for visitors to Oia.
Read our full review: Santorini: Kymatia Traditional Sailboat Tour by Cycladica Review
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Oia Sunset Daily Tour
The Oia Sunset Daily Tour offers visitors a chance to experience the renowned and picturesque sunset views from the charming village of Oia. Priced at €30.00 per person, the 4.5-hour tour provides a semi-private excursion to explore Oia’s alleys and enjoy the sunset from the Caldera rim.
While the tour includes pick-up and drop-off service and a climate-controlled minivan for comfort, recent customer reviews suggest notable issues with the transportation and communication. Some travelers report no pick-up, a lack of information, and disappointment in the overall service, leading to requests for refunds.
The tour does provide an informative audio guide to share Oia’s history and architectural highlights, and the driver is available for photo recommendations.
However, with an overall rating of 1/5 based on 3 reviews, potential customers should consider these concerns when booking this Oia sunset experience.
Read our full review: Oia Sunset Daily Tour Review
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Santorini: Private Tour for Cruise Ship Travellers 5 Hours
For cruise ship travelers seeking a personalized Santorini experience, the 5-Hour Private Tour offers a comprehensive exploration of the island’s highlights.
Led by a knowledgeable local guide, the tour takes guests on a journey through the picturesque town of Oia, renowned for its iconic blue-domed churches and stunning sunsets. Visitors will have the opportunity to stroll through the charming narrow streets, admiring the whitewashed buildings and unique Cycladic architecture.
The tour also includes a visit to the ancient archaeological site of Akrotiri, providing insight into Santorini’s rich history. Guests can marvel at the well-preserved ruins and learn about the island’s volcanic past.
Plus, the tour includes a stop at a traditional winery, where visitors can savor the island’s renowned wines and learn about the local wine-making process.
With ample time for photography and personalized attention, this private tour ensures a truly memorable experience for cruise ship travelers in Santorini.
Read our full review: Santorini: Private Tour for Cruise Ship Travellers 5 Hours Review
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Private Wine Tour With Sunset and Pictures
Exploring Santorini’s wine country takes center stage with the Private Wine Tour with Sunset and Pictures. This tour whisks you away from the bustling crowds of Oia to the island’s renowned vineyards.
You’ll visit two family-owned wineries, where you’ll learn about the unique terroir and sample a variety of local vintages. As the sun dips below the horizon, you’ll be treated to a breathtaking sunset over the caldera, the perfect backdrop for capturing stunning photos.
The tour also includes a visit to the iconic blue-domed churches, ensuring you experience Santorini’s picturesque landscapes. With a private guide to provide insight and expertise, this tour offers a personalized and immersive wine-tasting experience.
Whether you’re a wine connoisseur or simply seeking to indulge in Santorini’s natural beauty, the Private Wine Tour with Sunset and Pictures is a must-do activity during your visit to Oia.
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Santorini: Private Sightseeing Tour With Local Guide
Offering a comprehensive introduction to Santorini’s captivating landscapes, the Santorini: Private Sightseeing Tour with Local Guide invites visitors to embark on a personalized exploration of the island’s renowned landmarks and hidden gems.
Priced at €109.20 per person, this 3-8 hour tour provides the flexibility to customize the itinerary based on individual interests, with hotel, airport, and port pickup options available.
Highlights include the iconic blue domes, the historic Oia Castle, the picturesque Ammoudi Bay, and the Prophet Elias Monastery, which offers panoramic views from the island’s highest point.
The tour also ventures to the enchanting Megalochori village, the Red Beach at Akrotiri Peninsula, and the Akrotiri Lighthouse.
With a knowledgeable local guide and air-conditioned transportation, this tour offers a seamless way to discover Santorini’s rich history and natural beauty.
However, it’s important to note that the tour may not be suitable for those with certain medical conditions or young children.
Read our full review: Santorini: Private Sightseeing Tour With Local Guide Review
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Santorini Highlights and Ancient Akrotiri Private Tour
Although Santorini is renowned for its breathtaking landscapes, the Santorini Highlights and Ancient Akrotiri Private Tour offers a comprehensive experience that delves deeper into the island’s rich history and cultural heritage.
This intimate tour, led by a knowledgeable local guide, takes visitors on a journey through the most iconic sites, including the picturesque village of Oia, the iconic blue-domed churches, and the stunning caldera.
One of the highlights is the ancient archaeological site of Akrotiri, a Minoan Bronze Age settlement that was remarkably preserved by the volcanic eruption that destroyed it centuries ago.
Visitors can explore the excavated ruins and gain insight into the sophisticated civilization that once thrived on the island. The tour also includes a stop at a local winery, where guests can savor the region’s renowned wines and learn about the island’s winemaking traditions.
Throughout the tour, the guide provides fascinating historical and cultural context, making this an immersive and enriching experience for anyone seeking to delve deeper into the essence of Santorini.
Read our full review: Santorini Highlights and Ancient Akrotiri Private Tour Review
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Santorini: Best of Santorini Private Tour With Wine Tasting
For visitors seeking to enjoy the captivating essence of Santorini, the “Best of Santorini” private tour offers an exceptional opportunity. This comprehensive tour guides participants through the island’s highlights, providing an in-depth exploration of its natural beauty, rich history, and renowned wine culture.
The tour begins with a visit to the ancient site of Akrotiri, where guests can marvel at the well-preserved Minoan ruins and learn about the island’s fascinating past.
Next, the journey continues to the picturesque town of Oia, known for its iconic white-washed buildings, narrow streets, and breathtaking sunset views.
The highlight of the tour is the wine tasting experience, where participants savor the finest local vintages and gain insight into Santorini’s unique winemaking traditions.
With a knowledgeable guide leading the way, guests embark on a sensory journey, discovering the island’s most celebrated and award-winning wines.
This private tour delivers a well-rounded exploration of Santorini’s top attractions, providing travelers with an unforgettable and personalized experience.
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Santorini: Full Day Catamaran Excursion With Food & Drinks
Setting out on a captivating full-day catamaran excursion is the perfect way to explore Santorini’s breathtaking coastline and serene waters. Priced at €2,200.00 for up to 8 participants, this 10-hour Private Gold Package offers an unparalleled experience.
Guests are picked up from Thera and taken to Vlychada Port for a safety briefing before setting sail to iconic landmarks like Red Beach, White Beach, and the stunning Santorini Caldera.
Onboard, guests can indulge in freshly prepared Greek cuisine, local wine, and other refreshments. The catamaran is equipped with shaded areas, comfortable seating, and amenities like snorkeling gear and life jackets.
Guided commentary is available in multiple languages, ensuring an informative and engaging journey. Safety is a top priority, with mandatory life jackets and optional swimming at designated stops.
Guests are advised to bring appropriate attire, sun protection, and personal medication, as no medical facilities are available onboard.
With a flexible cancellation policy and a focus on comfort and exploration, this catamaran excursion promises an unforgettable experience in Santorini.
Read our full review: Santorini: Full Day Catamaran Excursion With Food & Drinks Review
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Santorini: Oia Cultural Highlights Sunset Walking Tour
As the sun begins to dip below the horizon, embark on a captivating Oia Cultural Highlights Sunset Walking Tour. Priced at $210.07 for up to two participants, this 2-hour private tour immerses you in the rich history and picturesque sights of Oia.
Led by an expert guide in English, French, or Greek, the tour starts at the Oia Bus Terminal. Highlights include the iconic Blue Dome Church, 18th-century Captain’s Houses, and the Old Venetian Castle, offering panoramic views of the Caldera.
Along the way, you’ll explore narrow cobblestone alleys and receive recommendations for local restaurants and hidden gems.
Traveler reviews praise the tour’s informative and knowledgeable guides, who provide insights into Oia’s culture and history.
With free cancellation up to 24 hours in advance and a “reserve now, pay later” option, this sunset walking tour is an excellent way to experience the best of Oia.
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Oia: Private Santorini Catamaran Tour for Two With Drinks
Travelers seeking a unique and luxurious experience in Oia can embark on a Private Santorini Catamaran Tour for Two With Drinks. This exclusive tour offers an unforgettable day on the Aegean Sea, exploring the stunning coastline of Santorini.
The catamaran, with its spacious deck and comfortable seating, provides the perfect platform to soak up the sun and take in the breathtaking views.
Throughout the tour, guests will enjoy a selection of refreshing drinks, including local wines and beers, as they sail along the rugged cliffs and picturesque villages. The captain and crew will provide personalized attention, ensuring a seamless and enjoyable experience.
Guests can also opt to swim in the crystal-clear waters, or simply relax and enjoy the tranquility of the open sea.
This private tour is an ideal choice for couples or small groups looking to escape the crowds and create lasting memories in the heart of Oia.
Read our full review: Oia: Private Santorini Catamaran Tour for Two With Drinks Review
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Santorini Unique Experience Road Tour
For travelers seeking a truly immersive experience in Santorini, the Santorini Unique Experience Road Tour offers a captivating journey through the island’s diverse landscapes and charming villages. This comprehensive tour takes visitors on a scenic drive, covering the must-see destinations and hidden gems of Santorini.
Guests will explore the iconic white-washed houses and blue-domed churches of Oia, capturing breathtaking views of the caldera. The tour then visits the traditional village of Pyrgos, renowned for its impressive castle ruins and stunning panoramic vistas.
Next, they’ll discover the ancient archaeological site of Akrotiri, uncovering the fascinating history of this once-thriving Minoan civilization.
Throughout the tour, knowledgeable guides share insights into the island’s culture, traditions, and local way of life. Visitors will have the opportunity to sample Santorini’s renowned wines and local delicacies, seeing the unique flavors of this remarkable destination.
Read our full review: Santorini Unique Experience – Road Tour Review
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Santorini: Private Catamaran Excursion With Food and Drinks
Those seeking a truly immersive Santorini experience can embark on a private catamaran excursion that promises an unforgettable day on the water.
Priced from $1,155.39 for up to 4 participants, this all-inclusive 5-hour tour offers a personalized, flexible itinerary with a live English-speaking guide. The experience includes pickup from your hotel or desired location, a safety briefing, and visits to iconic sites like the Red Beach, White Beach, and Santorini Caldera.
The highlight is a 100-minute stop at the Nea Kameni Hot Springs, where you can indulge in swimming, snorkeling, and a freshly prepared Greek meal with local wine and drinks.
The modern catamaran is equipped with shaded areas, comfortable seating, and Wi-Fi, ensuring a comfortable journey.
With a 4.9/5 rating based on 24 reviews, this tour is praised for its adaptable schedule, delicious cuisine, and memorable experiences, making it an excellent choice for special occasions.
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Santorini 5hour Semi-Private SECRET SUNSET Tour
The Santorini 5-hour Semi-Private SECRET SUNSET Tour offers a captivating exploration of the island’s iconic landmarks and breathtaking natural beauty. Priced at $105.04 per person, this small-group tour (limited to 8 participants) promises an intimate and personalized experience.
Guests will be picked up and dropped off at their hotel, accompanied by a knowledgeable English-speaking guide who’ll share insights into Santorini’s history and culture.
The tour includes visits to Oia’s cliffside vistas, the iconic Blue Dome, the Monastery of Profitis Ilias, and the unique Red Beach. The highlight will be witnessing the renowned Santorini sunset from the Military Lighthouse, offering stunning views of the volcanic caldera.
Refreshments, a detailed map, and a snack or dinner are provided. This tour is highly recommended, with 5/5 ratings from previous travelers who praised the guide’s expertise and the beautiful spots visited.
Comfortable shoes, sun protection, and no swimming or food in the vehicle are advised. With a 24-hour cancellation policy and a pay-later option, this tour is a must-do for those seeking an immersive Santorini experience.
Read our full review: Santorini 5hour Semi-Private SECRET SUNSET Tour Review
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Santorini : Private Half Day – Best of & Wine Tasting Tour
Travelers seeking a more personalized exploration of Santorini’s top sights and flavors will find the Private Half Day – Best of & Wine Tasting Tour an enticing option. Priced at $231.08 per person, this 6-hour tour offers a comprehensive experience guided by an English-speaking expert.
Highlights include discovering the iconic whitewashed buildings and caldera views in Oia, visiting Fira’s Prehistoric Thira Museum and cathedrals, and taking in the stunning vistas from Profitis Ilias peak. The tour also includes a stop at the picturesque old capital of Pyrgos and relaxation time at the famous Perissa Black Beach.
The wine tasting experience at Venetsanos Winery provides an opportunity to sample unique varieties grown in Santorini’s volcanic soil, with knowledgeable staff guiding participants through the winemaking process.
With hotel pickup and drop-off, air-conditioned transportation, and ample photo opportunities, this private tour ensures a seamless and personalized exploration of Santorini’s best.
Flexible cancellation policies and the option to reserve now and pay later make this tour an appealing choice for discerning travelers.
Read our full review: Santorini : Private Half Day – Best of & Wine Tasting Tour Review
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Sum Up
Oia, Santorini offers a variety of captivating tours. Visitors can enjoy a traditional sailboat cruise, explore the island’s scenic highlights, or indulge in a private wine tasting experience. Whether you’re seeking a sunset adventure or a comprehensive sightseeing tour, Santorini provides an array of options to suit diverse interests and preferences. With knowledgeable guides and unique experiences, these tours offer an unforgettable way to discover the enchanting beauty of Oia.