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Traveling to Santorini in May 2023? We offer 21 tours, trips and vacation packages to Santorini in May 2023. Our Santorini in May 2023 tour packages and trips have 41 customer reviews. All the Santorini May 2023 tour packages and trips are carried out by hand-picked, qualified local and international Santorini tour operators.

22 Trips in Santorini during May 2023

Add to your Tour Wish List 40% OFFTODAY

2 Island Explorer

of 3 reviews
  • Best price guaranteed
  • No booking fees
Kostas is a very informative, friendly and fun guide. I'm happy to have had him with us for our tour
  • Tour Type Group Tour
  • Activities Getaways and short breaks & Cruise +3 more
  • Accommodation Hotel
  • Transport Ferry
  • Age Range 18+ years old
days05 From US$ 1,472 US$ 883
SavingUS$ 589
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,472
  • Special Deal (40%):- US$ 589
  • Total Price from:US$ 883
View Tour
Next Departures
  • May 08 10+ seats left
  • May 15 10+ seats left
Add to your Tour Wish List

Sail Greece: Mykonos to Santorini

of 1 review
  • Best price guaranteed
  • No booking fees
This was the absolute best trip ever. Ive traveled many times. I have to say this was one of the
  • Tour Type Small Group Tour
  • Activities Sailing, yachting and motor boating
  • Accommodation Hotel & Yacht Cabin
  • Transport Boat, Yacht, Taxi & Bus
  • Age Range 15+ years old
days08 From US$ 1,640 View Tour
Next Departures
  • May 13 10+ seats left
  • May 16 10+ seats left
Tour with flexible booking policy
Add to your Tour Wish List 40% OFFTODAY

Santorini to Athens

  • Best price guaranteed
  • No booking fees
6 day cruise tour in Greece, visiting Santorini, Ios and Athens. Read More
  • Tour Type Group Tour
  • Activities Cruise & Beaches +3 more
  • Accommodation Hotel
  • Transport Ferry
  • Age Range 18+ years old
days06 From US$ 1,568 US$ 941
SavingUS$ 627
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,568
  • Special Deal (40%):- US$ 627
  • Total Price from:US$ 941
View Tour
Next Departures
  • May 10 10+ seats left
  • May 17 10+ seats left
Add to your Tour Wish List 40% OFFTODAY

Athens+2 Island Explorer

of 2 reviews
  • Best price guaranteed
  • No booking fees
Brilliant tour, amazing people, awesome tour leader!! Definitely would do again!!
  • Tour Type Group Tour
  • Activities City sightseeing & Art and architecture +5 more
  • Accommodation Hotel
  • Transport Ferry
  • Age Range 18+ years old
days07 From US$ 2,145 US$ 1,287
SavingUS$ 858
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,145
  • Special Deal (40%):- US$ 858
  • Total Price from:US$ 1,287
View Tour
Next Departures
  • May 06 10+ seats left
  • May 13 10+ seats left
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Sail Greece: Santorini to Mykonos

  • Best price guaranteed
  • No booking fees
8 day sailing, yachting and motor boating tour in Greece, visiting Santorini, Naxos and Mykonos. Read More
  • Tour Type Small Group Tour
  • Activities Sailing, yachting and motor boating
  • Accommodation Yacht Cabin
  • Transport Boat, Yacht & Bus
  • Age Range 15+ years old
days08 From US$ 1,580 View Tour
Next Departures
  • May 06 10+ seats left
  • May 09 Only 9 seats left
Tour with flexible booking policy
Add to your Tour Wish List 20% OFFTODAY

Sailing Greece - Santorini to Santorini

of 1 review
  • Best price guaranteed
  • No booking fees
This was a fantastic and memorable tailored trip to a great selection of very beautiful Greek islan ...
  • Tour Type Small Group Tour
  • Activities Sailing, yachting and motor boating & Cultural, religious and historic sites +3 more
  • Accommodation Yacht Cabin
  • Transport Yacht
  • Age Range 1+ years old
days10 From US$ 2,149 US$ 1,719
SavingUS$ 430
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,149
  • Special Deal (20%):- US$ 430
  • Total Price from:US$ 1,719
View Tour
Next Departures
  • May 06 Only 8 seats left
  • May 16 Only 3 seats left
Tour with flexible booking policy
Add to your Tour Wish List 10% OFFTODAY

Athens to Santorini

of 1 review
  • Best price guaranteed
  • No booking fees
8 day cruise trip in Greece, visiting Athens, Syros and Mykonos. Read More
  • Tour Type Small Group Tour
  • Activities Cruise & Beaches +4 more
  • Accommodation Hotel
  • Transport Ferry, Bus & Taxi
  • Age Range 15+ years old
days08 From US$ 2,450 US$ 2,205
SavingUS$ 245
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,450
  • Special Deal (10%):- US$ 245
  • Total Price from:US$ 2,205
View Tour
Next Departures
  • May 03 10+ seats left
  • May 06 10+ seats left
Tour with flexible booking policy
Add to your Tour Wish List

Sailing Greece - Santorini to Mykonos

  • Best price guaranteed
  • No booking fees
8 day sailing, yachting and motor boating trip through Santorini, Folegandros, Sifnos and 5 other destinations in Greece. Read More
  • Tour Type Small Group Tour
  • Activities Sailing, yachting and motor boating & Cultural, religious and historic sites +2 more
  • Accommodation Yacht Cabin
  • Transport Yacht
  • Age Range 1+ years old
days08 From US$ 1,649 View Tour
Next Departures
  • May 07 Only 8 seats left
  • May 14 Only 6 seats left
Tour with flexible booking policy
Add to your Tour Wish List 20% OFFTODAY

Best of Greece

  • Best price guaranteed
  • No booking fees
15 day cultural, religious and historic sites trip visiting Athens and Santorini in Greece. Read More
  • Tour Type Small Group Tour
  • Activities Cultural, religious and historic sites & Art and architecture +3 more
  • Accommodation Hotel & Guest House
  • Transport Ferry, Train, Bus & Taxi
  • Age Range 1+ years old
days15 From US$ 3,299 US$ 2,639
SavingUS$ 660
You've unlocked exclusive savings:
  • Brochure Price:US$ 3,299
  • Special Deal (20%):- US$ 660
  • Total Price from:US$ 2,639
View Tour
Next Departures
  • May 07 Only 7 seats left
  • May 14 10+ seats left
Tour with flexible booking policy
Add to your Tour Wish List

Greece Sailing Adventure: Cyclades Islands

  • Best price guaranteed
  • No booking fees
10 day sailing, yachting and motor boating tour through Ios, Amorgos, Small Cyclades and 6 other destinations in Greece. Read More
  • Tour Type Small Group Tour
  • Activities Sailing, yachting and motor boating
  • Accommodation Hotel & Yacht Cabin
  • Transport Boat, Yacht, Bus, Taxi & Ferry
  • Age Range 15+ years old
days10 From US$ 2,095 View Tour
Next Departures
  • May 06 Only 9 seats left
  • May 16 10+ seats left
Tour with flexible booking policy
Add to your Tour Wish List 20% OFFTODAY

Sailing Greece - Mykonos to Santorini

  • Best price guaranteed
  • No booking fees
8 day sailing, yachting and motor boating trip through Mykonos, Naxos, Paros and 5 other destinations in Greece. Read More
  • Tour Type Small Group Tour
  • Activities Sailing, yachting and motor boating & Cultural, religious and historic sites +1 more
  • Accommodation Yacht Cabin
  • Transport Yacht
  • Age Range 1+ years old
days08 From US$ 1,699 US$ 1,359
SavingUS$ 340
You've unlocked exclusive savings:
  • Brochure Price:US$ 1,699
  • Special Deal (20%):- US$ 340
  • Total Price from:US$ 1,359
View Tour
Next Departures
  • May 07 Only 8 seats left
  • May 14 Only 8 seats left
Tour with flexible booking policy
Add to your Tour Wish List 20% OFFTODAY

Best of Greece tour

of 23 reviews
  • Trip customizable
  • Best price guaranteed
My dreams came true to discover the South America that I dreamt to go for many many years. Thank you
  • Tour Type Small Group Tour
  • Activities Chill out & Art and architecture +1 more
  • Accommodation Hotel
  • Transport Coach, Ferry, Boat & Private Vehicle
  • Age Range 1+ years old
days12 From US$ 2,635 US$ 2,108
SavingUS$ 527
You've unlocked exclusive savings:
  • Brochure Price:US$ 2,635
  • Special Deal (20%):- US$ 527
  • Total Price from:US$ 2,108
View Tour
Next Departures
  • May 03 Only 7 seats left
  • May 17 Only 6 seats left
Add to your Tour Wish List

Sailing Greece - Athens to Santorini

  • Best price guaranteed
  • No booking fees
15 day sailing, yachting and motor boating trip through Athens, Syros, Kea and 9 other destinations in Greece. Read More
  • Tour Type Small Group Tour
  • Activities Sailing, yachting and motor boating & Cultural, religious and historic sites +6 more
  • Accommodation Yacht Cabin
  • Transport Yacht, Boat, Private Vehicle & Taxi
  • Age Range 1+ years old
days15 From US$ 3,149 View Tour
Next Departures
  • May 07 Only 8 seats left
  • May 14 Only 8 seats left
Tour with flexible booking policy
Add to your Tour Wish List

Best of Greece

  • Best price guaranteed
  • No booking fees
15 day cruise trip through Athens, Thessaloniki, Kalambaka and 4 other destinations in Greece. Read More
  • Tour Type Small Group Tour
  • Activities Cruise & Cultural, religious and historic sites +4 more
  • Accommodation Hotel
  • Transport Ferry, Bus, Train, Private Vehicle & Taxi
  • Age Range 15+ years old
days15 From US$ 3,025 View Tour
Next Departures
  • May 06 Only 8 seats left
  • May 13 Only 7 seats left
Tour with flexible booking policy
Showing 1 - 14 of 22 results
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Santorini Tour Reviews

5 - Excellent
Based on 41 customer reviews
Excellent
5 - Excellent
  • Hailey Hamilton
“Kostas was a fantastic, friendly guide who made us all feel comfortable and made sure we all had a lot of fun. He is very knowledgeable and puts a lot of effort and pride into his job and love of Greece. Highly recommend guide. 5 stars!”
Excellent
5 - Excellent
  • Sherry
“Well organised trip with a fabulous crew. I had a wonderful time and I would recommend it to friends. Great stops, flexible schedule, optional activities were great to have. Loved it.”
Good for the Money
4 - Very Good
  • Janice Lightfoot
“Our trip was very good for the money. The accommodations were adequate, our guide handled a lot of the details and we had time to explore on our own. Best for people traveling solo or as a couple.”