Top Santorini Holidays in 2026

Taste the many flavors of wine in Santorini with a half-day, small-group wine tour. Get picked up at your hotel and set out on an excursion to visit three different wineries and learn about how the island’s volcanic soil impacts the wines. Walk through the vineyards and taste 10 wines during the day, alongside local cheese and snacks.

Experience Santorini’s distinctive wines on this guided excursion that includes around eight samples. After a convenient hotel pickup, enjoy activities like learning about the island’s unique climate and volcanic soil, marveling at amazing views and delicious samples at Venetsanos Winery, exploring the beverage’s local history at Wine Museum Koutsogiannopoulos, and admiring a sunset at Sun Spirit Cocktail Bar. Upgrade to enjoy a private journey.

A unique experience surprising your palate with splendid flavours, aromas, colours and textures. Listen to real stories about wine making as described from my grand father.

Learn authentic Greek recipes from the owner of a local tavern in this cooking class in Santorini. Make the most of your time with two experiences in one-you'll also visit two of the oldest local wineries before you start cooking. The tour is limited to up to 10 people, avoiding overcrowding and ensuring you get more hands-on instruction.

Enjoy a uniquely immersive and hands-on introduction to Santorini's cuisine—and walk away with new culinary skills and knowledge—with this small-group cooking class. Within view of vineyards and beautiful landscapes, your chef guide will lead your group in preparing a 4-course meal from farm-fresh ingredients. Afterwards, savor your freshly prepared meal together as a group—and enjoy an included wine tasting to complete the experience.

Get a comprehensive overview of Santorini during this private half-day tour, perfect for first-time and time-pressed travelers. See many of the island's famous landmarks, from Firostefani and Oia to volcanic beaches and hilltop monasteries. Visit a local winery for a tutored tasting. Hotel pickup, round-trip transit, and guaranteed on-time drop-off for cruise passengers ensure a seamless experience.

Admire a perspective of Santorini’s beaches, hot springs, and caldera that many visitors miss on this luxury or group catamaran cruise. Enjoy a stop to bathe in the warm springs of Palea Kameni, and snorkel or sightsee at the island's Red Beach. While aboard, sip local white wine and beer, and enjoy a delicious Greek meal prepared onboard. Finally, admire picture-perfect sunset views before the tour ends (if option selected).

Book a shared arrival transfer from Santorini Airport to your hotel, and enjoy a stress-free start to your trip. It’s a simple, cost-effective option that’s available by a premium car or spacious Mercedes-Benz van. Secure your arrival transfer online, or book to also include your departure with a round-trip transfer option.

Santorini's Wine Museum Koutsogiannopoulos is a unique establishment attached to a winery and set in an underground cave. Experience it without the self-drive stress on this convenient group tour, with pickup and drop-off direct to many Santorini hotels and the cable car station (for cruise port access). You'll explore the museum with an audio guide, and sample three or four different local wines in Volcan Wines' tasting room.

Visit three of Santorini's top wineries in one excursion—and enjoy a delicious introduction to the island's ancient winemaking traditions—on this small-group, half-day tasting tour. Led by a local wine expert, taste up to 12 different wines across all three wineries, including whites, dessert wines, and more. As you go, enjoy a meze platter featuring cheese, charcuterie, and other local bites—and even admire the sunset (if evening option selected).

Experience the enchantment of a Sunset Catamaran Sailing Cruise, surrounded by the breath-taking views of Santorini! Departing from the charming port of Vlychada, we'll set sail through the picturesque Aegean Sea. Our first swim stop, the renowned Red Beach, offering the chance for a refreshing swim & snorkelling in the crystal-clear waters of the Aegean. We then cruise by iconic landmarks such as the White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. The highlight of our journey awaits as we enter the incredible volcanic Caldera, where we'll pause for a revitalizing dip at the famed Hot Springs. We'll conclude our voyage with a visit to Mesa Pigadia Beach. Here, you can indulge in swimming and snorkeling in the crystal-clear waters before enjoying a delicious onboard buffet Greek dinner & BBQ. As we sail back to Vlychada Port with our Luxury Catamaran, prepare for the most breathtaking sunset in the world. To end the perfect catamaran experience in Santorini.

See Santorini’s clifftop villages all aglow on the island’s only guided night hike. After watching a panoramic sunset from the Three Bells of Fira, hike the famous Fira–Oia trail by torchlight, enjoying this popular and scenic path without any of the daytime crowds. Reward your efforts with traditional Greek dishes and wine tasting at a tavern when you reach Fira.

Join this private tour and explore all the food and wine delights of Santorini. This will be around four hours, beginning at approximately around 4pm based on the sunset time. Your guide will take you to the local distillery museum to try local spirits like ouzo. Then you’ll go to a family run tavern for dinner, where they catch their own fish. Try local salads and fresh, grilled fish. Finally spend some time at a local winery with amazing views of the cliffs and caldera at sunset.

Learn about some of Santorini’s best wines on this small-group half-day tour with round-trip transfers. Save hours researching where to find the best wineries, and instead, enjoy an insider’s guide to three of the island’s most acclaimed estates with a vineyard visit too. Travel in a Mercedes-Benz vehicle, and sample a variety of different regional wines with olives, salami, and cheese to satisfy your hunger on this half-day adventure.

With this full-day tour, you won’t need a crystal ball (or a guidebook) to find Santorini’s historical and cultural highlights. Skip the crowded tour buses and strangers getting in your postcard-perfect photos and explore the island in style aboard an air-conditioned minivan. Visit remarkable Venetian castles in Emporio and Akrotiri, marvel at the ocean views from Firostefani, and much more.

Get views of Santorini from aboard a catamaran during this boat excursion. Sip unlimited beer, wine, and soft drinks while taking in glimpses of the island's beaches and volcanic landscape. Make stops at the White Beach, soak in some local hot springs, go snorkeling, and watch the sun dip below the horizon in Oia. Barbecue meal and hotel pickup and drop-off included.

Experience the Aegean in style on this sailing trip from Santorini aboard a luxury catamaran. Start by heading out to the volcanic area just off of Oia, with plenty of time to soak in the hot springs before moving on past the Venetian Lighthouse. Then stop at the White Beach to swim while the crew prepares a sumptuous barbecue of meats, seafood, salads, and local white wine. Set sail for Red Beach, where wrap up your experience with more swimming and cocktails.  The sunset sail follows the same itinerary in reverse.

Set sail aboard one of the most luxurious vessels in Santorini, the one-of-a-kind Ipanema 58 catamaran. On this tour, feel like a member of the jet-set as you cruise inside the caldera for a soak in volcanic hot springs, swim and snorkel at the island’s Red and White Beaches, and watch a famous Santorini sunset from the water (if later time selected). Relax on spacious deck lounges and be pampered by an attentive crew, who serve up a delicious Greek barbecue lunch.

Experience some of the top attractions around Santorini on this boating adventure. After a convenient hotel pickup, enjoy activities that include sailing across Santorini’s caldera to Palea Kameni and Thirasia, marveling at Santorini’s scenic beauty on the way to Nea Kameni, relaxing in thermal pools, and upgrading for a sunset excursion in Oia.

Santorini wears its rich history on its sleeve, with medieval buildings, Ottoman villages, and weathered ruins all over the island. Rather than dealing with the hassle of organizing your own transport, discover the island’s history and vibrant culture on this tour around some of its most notable historical marvels. Visit the centuries-old villages of Pyrgos, Megalochori, and Emporio, and then discover the Akrotiri excavations for a glimpse at the island's ancient past.

Learn how to prepare traditional Greek dishes, and enjoy a convivial, homey setting in a traditional cave house—this unique Santorini cooking class offers a delicious immersion into local culinary traditions. Make your own way to the facilities, and enjoy appetizers and wine upon arrival. With your guide’s hands-on instructions, learn how to prepare several Greek dishes. At the end of class, enjoy your meal on the lovely terrace, with wine, desserts, and Greek coffee to go with.

Wine-loving travelers will enjoy touring some of Santorini’s finest wineries, sampling local wine along the way. Learn more about the local varieties and qualities so you know what to look for in restaurants and supermarkets. Visit a couple of wineries as well as the Wine Museum of Koutsoyannopoulos, for more in-depth information. Hotel pickup is included for added convenience.

On this half-day small-group catamaran cruise, experience Santorini’s famous beauty the way it was meant to be seen—from the water! Swim and sun off the island’s vibrant Red Beach, and swim in natural volcanic hot springs that warm the Aegean. A fresh Grecian lunch or dinner served onboard, complete with unlimited wine and beer, helps you on your way to total island bliss. Both sunset and daytime cruises include transfers.

Discover Santorini’s unique volcanic wines with this tour that includes two cellar visits plus tastings of a dozen different types of local wines. Stroll through the scenic vineyards overlooking the sea and gain insights into the island’s historic and modern wine production, including their famously crisp whites and sweet dessert wines. Then relax over an informal tasting that pairs each wine with cheese and other snacks.