Oia is one of the most photogenic and charming villages in Santorini, and it’s no surprise that so many tours focus here. Its postcard-perfect views of the caldera, iconic blue-domed churches, and narrow alleyways make it an ideal setting for a variety of experiences. Whether you’re after a quick overview, a personalized photo shoot, or a romantic sunset cruise, Oia and its surroundings offer something for every traveler. We especially like the Santorini: Half-Day Must-Sees in a Small Group Tour for its balance of sightseeing and local insight, and the Private Sunset Tour to Oia & Ammoudi Bay for couples looking for a romantic evening.
Oia’s compact size makes it perfect for guided walking tours and intimate experiences. Its stunning views, combined with expert guides and personalized options, help travelers make the most of their time. With options ranging from half-day explorations to private yacht cruises, Oia truly caters to diverse interests and budgets.
Quick Overview
Our list covers different types of tours to suit your preferences. From small group sightseeing tours (tour #1) and private land excursions (tour #8) to photography sessions (tour #2) and romantic sunset cruises (tour #10). We’ll explore what makes each stand out, who it’s best suited for, and why it could be a highlight of your trip.
1. Santorini: Half-Day Must-Sees in a Small Group Tour
At number 1, this small group tour offers a fantastic introduction to Santorini’s top sights in just a few hours. The tour lasts about 3 to 5 hours and is perfect if you want an efficient, well-organized overview without feeling rushed. The small-group format ensures you’ll get personalized attention from your guide, who will help you avoid the crowds and tourist traps. You’ll explore iconic spots like the blue-domed Three Bells church in Firostefani, and get a chance to walk through the traditional villages of Megalochori and Perivolos Beach, with plenty of time for photos and relaxed sightseeing.
What makes this tour shine is its balance of comfort, value, and rich local insights. The itinerary includes a scenic photo stop in Firostefani, a walk through Megalochori, and a leisurely break for lunch at the beach. The tour’s flexibility—five pickup and five drop-off locations—makes it convenient regardless of where you’re staying. With a 4.7-star rating from 66 reviews at just $59 per person, it’s hard to find better value for a half-day adventure. This tour is ideal for travelers short on time but eager to see highlights with a knowledgeable guide. Bottom line: perfect for a relaxed, in-depth overview of Santorini’s best.
2. Santorini: Photo Tour With Professional Photographer
Number 2 features a personalized photo experience that turns your trip into a photo shoot. Lasting 1 to 3 hours, this tour is tailored to solo travelers, couples, or families wanting stunning images from their visit. Led by a professional photographer, the tour covers the most picturesque locations—white-washed buildings, caldera cliffs, and charming alleys—while sharing expert tips on posing and lighting. You’ll get between 70 and 100 high-res digital photos, perfect for memories or social media.
This experience stands out because it combines sightseeing with a personalized photoshoot, making your time in Santorini truly unforgettable. The guide’s local knowledge helps you find the best spots away from crowds, and her friendly approach ensures you’ll feel at ease in front of the camera. Guests consistently praise her patience and professionalism, describing it as one of the most fun and relaxing parts of their trip. The value is high considering the quality and quantity of photos delivered, especially for couples or families wanting a keepsake. Bottom line: a fantastic choice if you’d love professional photos and a custom experience of Santorini’s beauty.
3. Santorini : Private Half Day – Best of & Wine Tasting Tour
Number 3 ranks among the top private options, offering a six-hour tailored tour with a local driver-guide. This tour’s biggest advantage is its customization—your guide will craft an itinerary based on your interests. You’ll get to visit the island’s main highlights, from scenic villages to stunning viewpoints, all while enjoying the comfort of a luxury air-conditioned vehicle. What sets this apart is the focus on Santorini’s famous wine culture; you’ll stop at renowned wineries, learn about local varietals, and taste some exceptional wines.
Guests who’ve taken this trip appreciate the flexibility and depth of insight their guide offers. One review mentions, “Our guide catered to all our needs. Very knowledgeable and flexible. Our family loved our tour.” With the private aspect, you can spend more time at places that catch your eye, making for a more personalized experience. At $199 per person, it’s a good investment if you value exclusivity and insider knowledge. Suitable for those looking for a comprehensive day that combines sightseeing with wine tasting in a relaxed setting. Bottom line: ideal for couples or small groups seeking a tailor-made, luxurious tour.
4. Santorini: Oia Cultural Highlights Sunset Walking Tour
Number 4 is this 2-hour sunset walking tour through Oia, focusing on its cultural landmarks. Perfect for travelers wanting to experience Oia’s charm after the daytime crowds have dispersed, this tour explores the village’s most photogenic spots like the Blue Dome church and the Venetian Castle. Your local guide shares stories about Oia’s history, architecture, and the significance of its landmarks, making it more than just a photo-op.
What makes this tour different is the timing—conducted at sunset, the views of the caldera and the village’s quiet beauty are at their best. You’ll stroll scenic alleyways, enjoy breathtaking scenery, and get tips on capturing the perfect sunset photos. It’s a small group, which means more personal attention, and the pace makes it accessible for all fitness levels. The reviews are mixed—some find the 2-hour time frame a bit brief, but most agree the sights, the sunset, and the chance to learn about Oia’s history make it worthwhile. Bottom line: best suited for sunset lovers and those wanting a relaxed, intimate experience of Oia’s evening magic.
5. Santorini: 3-Hour Boat Tour to Oia & Thirassia Hot Springs
Number 5 offers a 3-hour caldera cruise that’s perfect for a quick, scenic escape. The boat passes by Oia’s cliffs, giving you a stunning view from the water, and includes stops for swimming near Saint Nicholas Church and at the natural Hot Springs of Santorini. It’s an active, relaxing way to see the island from a different perspective.
Guests enjoy the combination of sightseeing and swimming, especially if they prefer a shorter experience than a full-day cruise. The boat ride offers unobstructed views of the cliffs, and swimming in the hot springs is a unique experience. The tour is suitable for anyone comfortable with boat travel, and it’s an ideal choice if you want a taste of the caldera’s beauty without committing to a full day. Final tip: book early, as these cruises can fill up quickly in peak season. Bottom line: a lively, scenic choice for water lovers.
6. Santorini: Explore Hidden Gems on a Guided Tour
Number 6 is this 4-hour guided tour, perfect for travelers wanting to go beyond the crowds. It covers top landmarks like Oia and Fira but also takes you to lesser-known spots and local traditions. The tour is personalized, so your guide will focus on what interests you most, whether it’s scenic vistas, local craft shops, or small villages.
What stands out is its focus on discovering authentic island life, away from the busy tourist areas. It’s a good choice for travelers who want a deeper connection with the island and its culture, with plenty of opportunities to take stunning photos of iconic blue-domed churches. The reviews praise the customized approach and knowledgeable guides. Worth considering if you’re curious about the island’s hidden corners and want an authentic experience. Bottom line: ideal for curious explorers who want more than just standard sightseeing.
7. Santorini Half Day Tour 4 hours
Number 7 offers a 4-hour tour, focusing on Santorini’s most iconic locations. It’s designed for travelers who want a quick but comprehensive look at the island’s highlights, from ancient monasteries to scenic villages. The tour emphasizes exploring away from the crowds and discovering local flavors.
Guests appreciate the attention to detail and the focus on unique locations, making this tour stand out. It’s especially good for those short on time but eager to see a variety of spots and taste local dishes. The tour’s flexible start times and limited size make for a personalized experience. For travelers who want efficient sightseeing with a local touch, this is a solid choice. Bottom line: perfect for a well-rounded half-day adventure.
8. Santorini: Private Land Tour With a Local Driver
Number 8 features a private land tour with a local driver, offering full customization. You’ll be picked up from your hotel or port and can tailor the itinerary to your interests. The guide shares expert insights into Santorini’s architecture, history, and local life, making this a flexible and immersive experience.
This tour is especially good for travelers who want control over what they see, whether it’s specific villages, viewpoints, or landmarks. The flexible duration (3 to 6 hours) means you can spend more time at your favorite spots or explore lesser-known areas. It’s a good value for the personalized service, especially if you’re traveling with family or a small group. The review highlights the guide’s knowledge and the tour’s adaptability. Bottom line: best for travelers who want a private, customized experience with insider tips.
9. SANTORINI PRIVATE SAILING CRUISE TOUR
Number 9 is this private sailing cruise, offering a day on the water with your loved one or a small group. The catamaran takes you around the volcanic caldera, with options for swimming, relaxing, and enjoying good food, BBQ, and drinks onboard. It’s a perfect way to celebrate a special occasion or simply enjoy the sea and scenery in privacy.
Guests love the intimacy and the unique perspective of sailing around Santorini’s cliffs, with many noting the quality of food and the personalized service. The tour lasts a full day, and the exclusivity makes it a memorable highlight. Be aware that at $1,355 for up to two people, it’s an investment, but one that pays off with an experience unlike any other. Suitable for couples celebrating a special occasion or anyone seeking a luxurious, private day on the water. Bottom line: the ultimate choice for romance and exclusivity.
10. Santorini: Private Sunset Tour to Oia & Ammoudi Bay
Last but not least, this private sunset tour combines sightseeing, scenic walking, and a seaside dinner. It’s perfect for a romantic evening, with hotel pickup in a comfortable minivan, a guided stroll through Oia, and the chance to witness the famous caldera sunset from Ammoudi Bay. You can choose to end with an optional dinner by the water, making it a full, memorable experience.
What stands out is the flexibility of pickup locations—up to 10 spots—and the combination of sightseeing and leisure. The tour’s focus on romance and scenery makes it popular among couples, but it’s also a great way to see Oia in a relaxed setting. Reviews mention the scenic paths, beautiful sunset views, and the personalized service. If you’re looking for a romantic, intimate experience, this tour is a top pick. Bottom line: perfect for couples or anyone wanting a memorable, scenic evening.
How to Choose the Right Tour
Picking the best tour depends on your interests, budget, and how much time you want to spend exploring. If speed and efficiency matter, the Half-Day Must-Sees offers great value. For unforgettable photos, the Photo Tour is hard to beat. Want a custom experience? The Private Land Tour suits those who prefer tailored itineraries. For romance and scenery, the Sunset Tour or the Sailing Cruise will make your trip special.
Consider your budget, physical activity level, and what kind of experience you crave—whether it’s a quick overview, a photo shoot, or a luxurious day on the water. Booking early is always wise, especially in peak season. And don’t forget to check the weather; Santorini’s sunset and boat tours are best when the skies are clear.
In summary, Oia and the surrounding Santorini offer a wide range of tours suited for every type of traveler. Whether you’re after a guided exploration, professional photography, or a private sunset cruise, there’s an experience that can elevate your visit. For those seeking an in-depth, personal adventure, tours like the Private Half-Day & Wine Tasting or the Custom Land Tour are excellent options. If time is limited but you want to see the highlights, the Half-Day Must-Sees remains a top pick.
No matter your choice, booking ahead ensures you won’t miss out on these memorable experiences. Oia’s charm will be waiting—so pick your tour, enjoy every minute, and take home memories that will last a lifetime.