THE TOP 20 Santorini Holidays (UPDATED 2026)

Santorini Private Sightseeing Tour with Optional Wine Tasting

Discover Santorini with a private tour designed for couples, families, groups of friends, and groups of up to 15 passengers. Travel together comfortably in a spacious, air-conditioned Mercedes minibus and enjoy a flexible tour tailored to your group’s interests and schedule. Choose a duration based on your preferred pace and the places you would like to visit. Explore Santorini’s highlights, including the famous blue domes of Oia, volcanic beaches, and panoramic caldera viewpoints. Guests arriving by cruise ship can enjoy convenient pickup from the cable car exit in Fira, with flexible timing based on the ship’s schedule and a carefully planned return. Pickup and drop-off are available from hotels, the Airport, the ferry port, or any accessible location on the island. An optional winery visit with a tasting of Santorini’s volcanic wines can also be added when booking. All tours include private transportation, a clean, air-conditioned vehicle, and all taxes and fees.

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Santorini Private Sightseeing Tour with Optional Wine Tasting

3 to 6 hoursFree Cancellation

5.0

(25)

from $130

Price varies by group size

Special Offer

Santorini Private Tour with Sunset Wine Tasting at Santo Wines

Discover Santorini’s iconic beauty on a private tour that combines breathtaking scenery, authentic island character, and a memorable sunset wine tasting. Explore some of the island’s most picturesque locations and enjoy panoramic caldera views before ending your experience at Santo Wines, one of Santorini’s most renowned wineries. As the sun sets over the Aegean Sea, enjoy a guided tasting of local wines made from Santorini’s distinctive volcanic vineyards. With private transportation, a flexible itinerary, and personalized attention throughout, this experience offers a refined way to discover the island and its celebrated wine culture. Ideal for couples, friends, wine lovers, and travelers seeking a private Santorini experience that combines sightseeing, local flavors, and one of the island’s most unforgettable sunset settings.

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Santorini Private Tour with Sunset Wine Tasting at Santo Wines

4 hoursFree Cancellation

Price varies by group size

Our Santorini day cruise starts from the picturesque port of Vlychada, sailing onwards to explore the beauty of the Red Beach, White Beach, Indian Rocks, and the historic Venetian Akrotiri Lighthouse. Our first swim stop is at Mesa Pigadia Beach or Red Beach. Here, you can dive into the crystal-clear waters for a refreshing swim and some snorkelling fun. The real highlight of our journey lies ahead as we venture into the awe-inspiring Caldera. Our next stop? The renowned Hot Springs of the volcano, where you can enjoy a rejuvenating swim in the therapeutic waters. For our third stop, we offer you the chance to visit and swim in Thirasia, the island adjacent to Santorini. After your swim , indulge in our elaborate lunch with stunning views of the surrounding seascape. As we sail back to Vlychada, don't miss the perfect opportunity to capture the breath-taking beauty of the Caldera. The ideal conclusion to your cruise, offering you the best views of Santorini.

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Luxury Santorini Catamaran Cruise: Lunch, BBQ, Drinks, Transfers

5 hoursFree Cancellation

5.0

(379)

from $136

Economy Arrival Transfers From Santorini Airport To All Destinations

30 minutesFree Cancellation

4.7

(971)

from $16

Price varies by group size

Santorini 3-Winery Tour with 12 Wine Tastings and Oia Sunset

4 hours 30 minutesFree Cancellation

5.0

(243)

from $177

Special Offer

Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

Live the dream and reach parts of Santorini that only boats can access when you book this stylish catamaran cruise, available as daytime or sunset options. Bathe in the healing waters of Santorini Hot Springs; snorkel in the crystal sea off Thirasia island; and savor a hearty meal with seafood, Greek signatures, a glass of Prosecco and an open bar. Your comprehensive package includes guide and hotel transfers.

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Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar

5 hoursFree Cancellation

Explore the hidden gems of Santorini and cruise through the caldera, a must-do for any visit to the island. This morning or sunset cruise is operated by catamaran, offering a faster and more stable ride. Spend your time sipping on local wines and beer, indulge in a seafood and barbecue dinner, swim and snorkel in crystal-clear waters, and take a dip in the hot springs. The afternoon cruise ends with a famous Santorini sunset.

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Santorini Platinum Catamaran Cruise with Meal, BBQ and Open Bar

5 hoursFree Cancellation

4.9

(1,083)

from $118

Santorini Private Wine Tour with Local Wineries & Tastings

Discover the flavors, aromas, and stories of Santorini through a carefully curated wine tasting experience that showcases the island’s unique character. During the tour, you’ll visit selected local wineries, each offering its own atmosphere, approach, and wine selection. At each stop, you’ll sample a variety of local wines paired with traditional bites, while learning more about Santorini’s winemaking culture and its deep connection to the volcanic landscape. Choose between different tour options depending on your preference, with visits to two or three wineries. This experience is ideal for travelers who want to explore the island through taste, tradition, and scenery. An optional sunset upgrade is available, offering the chance to end your experience with stunning views over the Aegean Sea.

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Santorini Private Wine Tour with Local Wineries & Tastings

3 to 4 hoursFree Cancellation

5.0

(5)

from $100

Price varies by group size

Discover a side of Santorini that few other visitors get to experience—and make exploring beyond the mainland easy—on this half-day tour. Look forward to visiting Santorini's unique volcanic landscapes, and head to two islets accessible only by boat. Sail to Nea Kameni to hike up to the crater of the active volcano (entry tickets own expense), and to Palea Kameni, where you can soak in natural hot springs.

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Santorini Volcano and Hot Springs Cruise Tour from Fira Old Port

3 hoursFree Cancellation

4.2

(1,299)

from $35

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).

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Santorini Catamaran Cruise with Swim-Stops, Greek Meal and Sunset

5 hoursFree Cancellation

4.8

(1,708)

from $177

Skip trying to book a taxi on your Santorini vacation, and organize a private transfer by Mercedes-Benz minivan in advance. The private service operates between the airport, port, and island hotels for both arrival and departure transfers. Villages covered include Akrotiri, Emporio, Fira, Firostefani, Imerovigli, Kamari, Megalochori, Messaria, Monolythos, Oia, Perissa, Pyrgos, Votonas, and Vourvoulos.

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TRANSFERS Santorini PRIVATE Transfer

20 to 45 minutesFree Cancellation

4.8

(41)

from $40

Price varies by group size

The Art of Wine - A Real taste of Santorini

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.

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The Art of Wine - A Real taste of Santorini

4 hoursFree Cancellation

5.0

(16)

from $236

Special Offer

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.

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Santorini First Visit Private Tour with Wine Tasting

4 to 5 hoursFree Cancellation

Price varies by group size

Santorini Volcano Cruise Including Hot Springs and Thirasia

6 hoursFree Cancellation

3.6

(18)

from $59

Best of Santorini, Private 4 hour Island tour including Oia

Discover the best of Santorini on a private 4-hour tour with an informative driver. Settle into an air-conditioned vehicle and witness everything from the island’s whitewashed villages to its spectacular coastline, with a flexible itinerary tailored for you. Depending on your preferences, admire the sparkling caldera from the cliff-perched village of Oia; visit the mountaintop Prophet Ilias Monastery; explore the former capital of Pyrgos, and stop at a traditional winery to learn about Santorini’s wines. Choose a morning or afternoon departure with included hotel or port pickup and drop-off.

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Best of Santorini, Private 4 hour Island tour including Oia

4 hoursFree Cancellation

4.8

(34)

from $295

Price varies by group size

Cooking Class and Wine Tasting in Santorini

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.

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Cooking Class and Wine Tasting in Santorini

3 hoursFree Cancellation

4.9

(73)

from $106

Special Offer

Discover the main highlights of Santorini island on a full-day guided tour! Explore Pyrgos, a hidden gem of Santorini and Emporio and also visit the small Venetian fortress. Two of the most picturesque villages of Santorini. See the most famous black sand beach on the island. You will have plenty of free time to go swimming in the sea or have lunch at one of the Greek tavernas facing the beach. Take the opportunity to taste local Santorinian wine, one of the most famous products of the island. Learn about the winemaking process and enjoy a private wine tasting session of 3 wines made of local grape varieties. Admire the blue-domed churches in Oia. Finally, watch an incredible sunset before meeting up with your coach at the parking lot.

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Top Sights of Santorini with Wine Tasting and Sunset in Oia

8 hoursFree Cancellation

Perfect for cruise passengers or anyone with limited time to explore the island, this on-point half-day private tour packs in a wealth of photo opportunities and a wine tasting too. Capture stunning shots in cliff-top Oia and Firostefani with their blue-domed churches, then head to the Monastery of Profitis Ilias for panoramic island views. Finish with a tasting of four different Santorini wines and local snacks.

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Santorini 4-Hour Private Tour including Wine Tasting, Shore Excursion

30 minutes to 1 hourFree Cancellation

5.0

(51)

from $213

Price varies by group size

Santorini Wine Stories: Sunset Tour with Tasting & Dinner

5 hoursFree Cancellation

5.0

(1,478)

from $204

Santorini : Night Hike, Wine Tasting and Dinner

3 hoursFree Cancellation

4.7

(9)

from $183

Santorini Cooking Class Gastronomy Experience & Wine Tasting

4 hoursFree Cancellation

5.0

(21)

from $319

Santorini 3 and half Hour Wine Tour Day/Sunset

3 hours 30 minutesFree Cancellation

4.8

(20)

from $207

Price varies by group size

Santorini’s caldera is dotted with islands and swimming spots that are difficult to reach from land. However, this half-day catamaran cruise offers a relaxed way to explore them from the water. Sail around the Santorini Caldera, swim in the hot springs near Nea Kameni, visit beaches and the island of Thirassia, and snorkel in the clear Aegean Sea. Along the way, relax on deck with unlimited drinks and a freshly prepared lunch while learning about the island’s history from your skipper.

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Santorini Caldera Gold Day Cruise with BBQ on board and Open Bar

5 hoursFree Cancellation

4.7

(177)

from $189

Santorini is home to some truly unique wines, not only because of its volcanic soil and dry climate, but because the island's vineyards never suffered the phylloxera blight that transformed European wine making. Stroll vineyards, visit a wine museum, and discover these unique varietals over three tutored tastings at different wineries, with nibbles and cheese. This is a private tour, just for your group, direct from your hotel.

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Santorini Wine Tasting Experience Tour

3 to 4 hoursFree Cancellation

4.8

(33)

from $218

Price varies by group size

Top Santorini Holidays

200+ results

Top Attractions in Santorini

Red Beach

Pyrgos

White Beach

Nea Kameni

Santorini Volcano

Oia

Red Beach

Pyrgos

White Beach

Nea Kameni

Santorini Volcano

Oia

Red Beach

Pyrgos

White Beach

Nea Kameni