Santorini · EVENING EXPERIENCES

The 15 Evening Experiences in Santorini That Earn Their Price

46 tours  ·  from $40

Every trip has one free day too few. These 15 evening experiences justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset - Santo Wines brings the caldera view
Evening Experiences, Santorini Food Tours, Santorini Wine Tours, Tour Reviews, Wine Tours

Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset

1.Santorini Wine Adventure with 12 Wine Tastings, Tapas and Sunset

★★★★★★★★★★5.0 · 1,715 reviews · 4 hours (approx.) · from $181Our pick

Visit three Santorini wineries with a small group, tasting 12 wines including assyrtiko and vinsanto with cheese, olives, bread, and cold cuts. Guides such as Elena, Angelo, Marina, and Giannis explain local wine-making, while the sunset option ends at Santo Wines with caldera views.

“We’ve had a great time ! Yiannis our guide was very knowledgeable and passionate. We learnt a lot and we had fun doing it :) the views, the wines and the snacks were great !”

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Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset - Morning or sunset: choosing the right five hours
Cruises & Boat Tours, Drinking Tours, Evening Experiences, Sailing, Santorini Catamaran Cruises, Tour Reviews

Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

2.Santorini Catamaran Cruise with Greek Meal, Open-Bar and Sunset

★★★★★★★★★★5.0 · 1,694 reviews · 5 hours (approx.) · from $181

Spend about five hours on a shared catamaran with hotel pickup, a Greek meal, white wine, beer, soft drinks, and swim stops at Palea Kameni and Red Beach. Choose morning or sunset departure. Luxury options add views beneath Oia and Ammoudi Bay, but you do not go ashore there.

“After 3 Years I returned to Santorini in October, this time with my Teenage Daughter as my Birthday Celebration; looking forward to provide her the experiences I LOVED during my 1st visit. Unfortunately, it did not go as we all "humanly" planned; as mid tour it began to pour rain & stormed during the time of the Sunset at Sea (rescue boats were called to be on standby). THANK GOD we were kept SAFE while at Sea & we ALL returned SAFELY back to our destinations. Staff was courteous & food was DELICIOUS! Our Tour-Group were a group of amazing, friendly, caring people from around the world! (London, Philippines, China,…”

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Santorini Wine Stories: Sunset Tour with Tasting & Dinner - First winery: local wine in a real island setting
Dining Experiences, Dinner Experiences, Evening Experiences, Food & Drink, Santorini Wine Tours, Tour Reviews, Tours, Wine Tours

Santorini Wine Stories: Sunset Tour with Tasting & Dinner

3.Santorini Wine Stories: Sunset Tour with Tasting & Dinner

★★★★★★★★★★5.0 · 1,285 reviews · 5 hours (approx.) · from $209

Start with hotel pickup at 4 pm, then visit three Santorini wineries with a sommelier such as Nicholas, Constantine, or Rafael. Taste 10 local wines, tour cellars, enjoy a Greek dinner, and finish with a sunset view. Groups hold up to eight, though some departures may be private.

“Although Nicolas was a great tour guide, this tour was not what we signed up for. We were not informed that it would not be a small group and it would be a private tour. If we had known we would’ve canceled. my husband and I travel independently and so when we do tours, we always look to be with other people. We find that what makes it fun, is engaging with other people from other countries. Most of the reviews articulated thqt the other participants is what made this tour so special. We enjoyed trying the wines and Nicholas was upbeat and informative but the tour was flat! Nicolas…”

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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer - Red Beach: a dramatic first swim
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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

4.Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

★★★★★★★★★★5.0 · 1,170 reviews · 5 hours (approx.) · from $133

Sail Santorini’s coast on a spacious catamaran for about five hours, with stops at Red Beach, White Beach, the hot springs, and Palea Kameni. Enjoy a fresh Greek barbecue, unlimited drinks, snorkeling gear, hotel transfers, and an optional sunset viewed from the sea. Groups are limited to 20.

“Easy, kind, beautiful despite the weather! The drivers were great, staff was excellent, stops were lovely! Recommend!!”

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Santorini Day Tour with Sunset in Oia - Akrotiri, a Bronze Age town under the ash
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Santorini Day Tour with Sunset in Oia

5.Santorini Day Tour with Sunset in Oia

★★★★★★★★★★4.5 · 1,130 reviews · 10 hours (approx.) · from $71

Spend about 10 hours seeing Santorini beyond Fira and Oia. An archaeologist leads you through Akrotiri, guides such as Kim, Christina, and Olga explain the island, and you visit Emporio, Perissa, a winery, Pyrgos, Profitis Ilias, and Oia at sunset.

“Great time seeing the island! The wine tasting was the best part. The wine museum was fabulous! Great for the price”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - From Ammoudi or Athinios Port toward the volcano
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

6.Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

★★★★★★★★★★4.5 · 1,105 reviews · 5 hours (approx.) · from $95

Sail from Ammoudi or Athinios Port past the volcano, hot springs, Red Beach, and White Beach. You’ll swim, snorkel, eat a BBQ, and enjoy wine, soft drinks, and water. The later departure may include sunset views near Oia, with hotel pickup and return included.

“Amazing cruise - great crew, great atmosphere, the views, the stops at the bays and the food were all perfect. The wine was probably the only thing I didn’t rate too highly but not enough to put me off. The sunset was incredible - worth every penny to go o this trip! Definitely recommend.”

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Santorini: Sunset Guided Tour with Hotel Pickup - Red Beach: volcanic color and uneven ground
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Santorini: Sunset Guided Tour with Hotel Pickup

7.Sunset Guided Tour with Hotel Pickup

★★★★★★★★★★4.8 · 900 reviews · 5 hours · from $62Best value

Spend about five hours touring Santorini by van with an English-speaking guide and hotel pickup. Visit Red Beach, Akrotiri Lighthouse, Profitis Ilias Monastery, the Three Bells of Fira, and Oia, where you get free time for shops, photos, and sunset.

“it was an awesome experience evening though the weather was a bit rough the guide was experienced and took good care of us and went out of his way to show us all places. it is a good way of seeing all places in one evening tour guide also explained the importance of the places and helped us with pictures”

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Santorini: Romantic Sunset Caldera Cruise with Dinner - Dinner on board: convenient, but not the main event
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Santorini: Romantic Sunset Caldera Cruise with Dinner

8.Romantic Sunset Caldera Cruise with Dinner

★★★★★★★★★★4.1 · 457 reviews · 1 day · from $76

You’ll ride from a selected pickup point to Athinios Port, board the King Thiras, and cruise beneath Santorini’s caldera with an English or Greek guide. Enjoy a welcome drink, Greek buffet dinner, and sunset views from the water. Bring a jacket, and carry cash for the bar.

“The weather was beautiful. The views were more than I expected. I would recommend this to anyone.”

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Santorini Sunset Wine Tour with Santo Winery Views - Gaia Winery adds a second point of view
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Santorini Sunset Wine Tour with Santo Winery Views

9.Santorini Sunset Wine Tour with Santo Winery Views

★★★★★★★★★★5.0 · 342 reviews · 4 hours (approx.) · from $205

Visit Estate Argyros, Gaia Winery, and Santo Wines in a small group with an English-speaking wine expert. Taste 12 mainly white and dessert wines, learn about Santorini’s grapes, and finish with Greek cheese, cold cuts, tapas, and sunset views over the caldera.

“Very enjoyable trip around the wineries with an excellent guide in Katherine who was a joy throughout, knowledgeable, helpful and very entertaining. Would recommend this trip to anyone lucky enough to visit this beautiful place!”

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Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks - Red Beach and the volcanic coast
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Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks

10.Romantic Sunset Catamaran Caldera Cruise incl. Meal & Drinks

★★★★★★★★★★4.5 · 328 reviews · 5 hours (approx.) · from $114

Spend about five hours on a small catamaran around Santorini’s caldera, stopping near Red Beach, White Beach, and the volcano hot springs. Swim, snorkel, eat a Greek barbecue, and watch Oia’s sunset with wine, beer, and soft drinks included. Hotel pickup and return transport are available.

“Boat cruise experience was great! Staff were friendly and eager to provide food and drinks throughout. Sights and swim stops were beautiful and we were lucky enough to have a fun group on board! The only negative was a mix up for the pickup location due to multiple emails changing the location/time. We received a call that the driver was waiting in a different spot and we were told to “find the main road.” Being our first day in Santorini we had some trouble finding the driver and were a few minutes late. The driver proceeded to yell at us for being late over my wife’s attempt to apologize for…”

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Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer - Sailing beside the volcano and Palea Kameni
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Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer

11.Santorini Luxury Catamaran Sunset Cruise with BBQ, Drink and Transfer

★★★★★★★★★★5.0 · 310 reviews · 5 hours (approx.) · from $157

Spend about five hours aboard the Ipanema 58, Santorini’s only catamaran of its kind. Swim near the volcanic hot springs, snorkel by Red and White Beaches, enjoy a Greek barbecue with drinks, and watch the sun set over the caldera. Hotel pickup and drop-off are included.

“Absolutely recommend this adventure. we were in Santorini for the day (off a cruise ship) and decided to see it by water and what a fantastic choice this was- one of our favorite days on vacation by far! we were a group of 24 friends and family. The Captain and Crew were spectacular! WOW! Spectacular in their attitudes, making us feel safe and welcomed as well as attentive ensuring we enjoyed ourselves. Everything was amazing: the food- yummy, the pasta, salad, meats, delicious and made fresh on site, the scenery, the music, the company, the water and of course the sunset. YES- do this tour! the more the marrier.”

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Santorini Caldera Sunset Sailing Cruise with Dinner and Wine - Boarding at the Old Port of Fira
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Sailing, Santorini Caldera Tours, Santorini Sailing Cruises, Santorini Sunset Cruises, Santorini Wine Tours, Tour Reviews, Wine Tours

Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

12.Santorini Caldera Sunset Sailing Cruise with Dinner and Wine

★★★★★★★★★★4.5 · 208 reviews · 6 hours (approx.) · from $96

Spend about six hours on a shared boat with guides such as Tito or Cesar, hiking Santorini Volcano, swimming near Palea Kameni, eating a Greek buffet, and watching sunset near Oia. Pickup is optional, wine comes with dinner, and the hot springs require a 30 to 40 meter swim.

“Adventurous climb to the Volcano, comfortable sailing, entertaining crew, sumptuous food with free flowing wine and magnificent sunset, and of course the on board dancing….. can’t ask for more!”

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Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers - Leaving Vlychada Port at 3:00pm
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Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers

13.Santorini Sunset Sailing Cruise: Dinner, BBQ, Open Bar, Transfers

★★★★★★★★★★5.0 · 208 reviews · 5 hours (approx.) · from $133

Set sail from Vlychada Port at 3:00pm for a five-hour cruise past Red Beach, White Beach, Indian Rocks, the Venetian Lighthouse, and Santorini’s hot springs. Swim and snorkel at Mesa Pigadia, enjoy a Greek dinner, BBQ, and open bar, then watch the sunset on the return.

“Une expérience fabuleuse merci à l'équipage tout était parfait.la nourriture aussi .Le transfert aussi”

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Traditional Greek Night live Music & Dinner Show in Santorini - Arriving at Dimitris Tavern
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Traditional Greek Night live Music & Dinner Show in Santorini

14.Traditional Greek Night live Music & Dinner Show in Santorini

★★★★★★★★★★4.5 · 201 reviews · 3 hours (approx.) · from $73

Spend an evening at Dimitris Tavern in Kamari with a self-service buffet, unlimited wine, beer, soft drinks, and water. Live musicians and dancers begin at 9 pm, teaching the zorba and sirtaki, inviting you to dance, and ending with the much-loved plate-smashing tradition.

“The show was really good. They get the crowd involved dancing and singing. The food for a buffet was actually pretty good. The bottles of wine were free flowing that was a plus. You also get to smash a plate Opa!”

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Santorini: Wine Tour with Sunset in Oia - Hatzidakis Winery and the high village of Pyrgos
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Santorini: Wine Tour with Sunset in Oia

15.Wine Tour with Sunset in Oia

★★★★★★★★★★4.6 · 199 reviews · 5 hours · from $129

Spend five hours visiting Hatzidakis Winery and Santorini Wine Museum, tasting about eight local wines and learning how volcanic soil shapes the island’s grapes. Your English-speaking guide, such as Mary, Susanna, or Yiannis, then takes you to a reserved sunset table in Oia with wine and snacks.

“Mary was an excellent guide who gave us so much fascinating information about santorini and its history.”

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