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ToursEuropeGreeceGreece Budget Sailing Trips & Packages

Greece Budget Sailing Trips & Packages Tours & Trips

31 Greece Budget Sailing Trips & Packages trips. Tours from 12 tour companies. 77 reviews.

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31 Trips match your criteria (1 - 20 shown)

Sail Greece: Santorini to Mykonos
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Sail Greece: Santorini to Mykonos

By Intrepid Travel
premier
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Akrotiri, Mykonos, Santorini

Highlights

  • Spend your days island-hopping in the Cyclades, swimming in the clear waters of the Aegean and sleeping aboard a yacht.
  • See Santorini, where the blue and white villages cling to the rim of an ancient volcano – don't worry, the only fire you’ll see is in the island’s magnificent sunsets.
  • Break bread with locals in the sleepy fishing villages of the Small Cyclades islands, away from the typical tourist trail.
  • Taste rural life on the large island of Naxos – a mix of historic neighbourhoods and Kitron liqueur.
  • Explore a place where Europe’s chic and beautiful come to play – you’ll have plenty of time to soak up the beauty, charm and sunsets of Mykonos.

Themes

Sailing, Small Ship Cruise

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

Trip dates & details
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$2,562
8 days From$1,898

Health Safety +

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Greece Sailing Adventure: Cyclades Islands
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Greece Sailing Adventure: Cyclades Islands

By Intrepid Travel
premier
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Mykonos, Santorini

Highlights

  • A Santorini sunset around the caldera is a sight to behold. Walk along the volcanic rim of the island past white villages that cling to plunging cliffs and watch as day turns to night in the most stunning of ways.
  • Sail the Aegean Sea on your small group yacht and island-hop through the Cyclades, taking regular stops to swim off the side of your boat and letting the pitch and roll of the ocean help you sleep at night.
  • Feast on fresh seafood at a sleepy waterfront taverna in the Small Cyclades islands – far away from tourist crowds and deep in the local way of life. This is island living, Greek style.
  • Step back in time among the Venetian architecture of Naxos and consider learning about rural life with a daytrip to a country village – a couple of the many experiences to be had around the Cyclades.
  • No Greek island adventure is complete without a stop in Mykonos. Embrace your hedonistic side with its boutique culture and nightlife or relax on one of the many beaches dotted along the coast.

Themes

Sailing, Small Ship Cruise

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

Trip dates & details
Save this trip to your favorites or other list
$3,497
10 days From$2,590

Health Safety +

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Sail Greece: Mykonos to Santorini
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Sail Greece: Mykonos to Santorini

By Intrepid Travel
premier
Small Ship Cruise
Why we love them
They're highly committed to sustainable tourism and contribute to crucial initiatives like climate action, focusing on local cultures and more.
Lodging level
Standard - 3 star
Physical level
Moderate
Trip pace
Flexible schedule

Visits

Mykonos, Santorini

Highlights

  • Tour the iconic Cyclades Islands by yacht – is there any better way? Swim in the Aegean Sea off the side of the boat and let the waves rock you to sleep each night.
  • Visit the chic waterfront bars that line the beaches of Mykonos, serving authentic Greek food and cocktails as the sun goes down. This is a great place to eat well and relax!
  • Explore the 11th-century monastery of Moni Hozoviotissis, wedged between the dramatic cliffs of Amorgos.
  • Pass the bleached-white villages that cling to plunging cliffs along the rim of a volcano –Santorini has some of the most distinctive and attractive landscapes in the world.
  • Head away from the tourist trail to the remote Small Cyclades islands, chock-full of tavernas serving fresh seafood and small villages to explore.

Themes

Sailing, Small Ship Cruise

What travelers are saying

"I went on the Intrepid 15 day "Best of Morocco" tour in 2025 and had such an amazing time that I wasn't ready to leave by the time the trip finished! It exceeded my expectations in so many ways: value for money, itinerary, a lot of included activities balanced with lots of rest stops on longer travel days, very caring & attentive local guides, and lots of optional activities. As a company, Intrepid was very easy to communicate with before the trip started (I had sent a few questions about optional activities). The website is also easy to navigate and simple for updating travel & health information. If you are considering doing a tour with Intrepid - make sure you read the Essential Trip Information they have on each tour page. It describes everything in detail so you'll know what to expect. While I LOVED my tour, I can see some people signing up for this without reading the description and then being surprised at some of the 2 star hotels (in this case it was the "Original" tour style). Overall, I am impressed at how this tour managed to simultaneously get us closer to Moroccan culture AND feel like an adventure AND feel like a vacation from day-to-day life back home. I would travel with Intrepid again."

Trip dates & details
Save this trip to your favorites or other list
$2,589
8 days From$1,918

Health Safety +

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Sail & Swim: Greece 2025
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Sail & Swim: Greece 2025

By Topdeck
premier
Small Ship Cruise
Why we love them
Their trips perfectly balance epic experiences and free time for exploring in the most popular backpacking destinations.
Lodging level
Standard - 3 star
Physical level
Moderate

Visits

Aegina, Athens

Highlights

  • -Orientation walk of Aegina with Trip Leader
  • -Orientation walk of Poros with Trip Leader
  • -Orientation walk of Ermioni with Trip Leader
  • -Orientation walk of Spetses with Trip Leader
  • -Orientation walk of Hydra with Trip Leader
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Themes

Sailing, Small Ship Cruise

What travelers are saying

"Last review doesn’t know what they’re talking about. Myself and my friends had an AMAZING trip on the Moja Maja, G** our tour guide was incredible and so so fun to be around. Food was really good, better than I expected for being on a sailboat. I don’t know what the negative reviews are talking about because I would find it really hard to find any faults with the trip that we had. Crew were really friendly and made the trip even better. 5 Stars easy."

Trip dates & details
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$2,040
8 days From$1,511
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A little bit of everything: Athens, Santorini, Heraklion & Rhodes
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A little bit of everything: Athens, Santorini, Heraklion & Rhodes

By Eros and Psyche Travel
preferred
Private Guided
Why we love them
The husband-and-wife team behind Eros and Psyche specializes in couples' travel to Greece.
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Balanced schedule

Highlights

  • Rekindling the romance with a sailing cruise across the Aegean sea.
  • Discovering the riches of Cretan cuisine with a hands-on cooking class.
  • Taking a guided tour across the imposing Acropolis rock.
  • Strolling the Medieval city of Rhodes with a local expert guide.
  • Cherishing precious moments of relaxation and comfort in high-end, luxury hotels.
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Themes

Cultural, Culinary & Wine

What travelers are saying

"Seamless! Working with Eros + Psyche was seamless. From the moment we started planning to the minute we got home, our Greece honeymoon was perfect. The team took all our considerations into account when planning our itinerary and it was executed with no hiccups or anything! It was truly perfect. We spent time in Athens, Paros and Santorini and it was a very luxurious trip within our budget. I highly recommend working with Eros + Psyche for a trip to Greece."

Trip dates & details
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$3,220
16 days From$2,386
Price updated 1 year+ ago
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Embracing popularity: Athens, Mykonos & Crete
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Embracing popularity: Athens, Mykonos & Crete

By Eros and Psyche Travel
preferred
Private Guided
Why we love them
The husband-and-wife team behind Eros and Psyche specializes in couples' travel to Greece.
Lodging level
Standard - 3 star
Physical level
Very Easy
Trip pace
Full schedule

Highlights

  • Staying in upscale, luxury hotels throughout your trip.
  • Exploring the fascinating city of Athens and its archaeological sites
  • Indulging in a romantic wine-tasting experience in Mykonos.
  • Enjoying quality time with your partner on a sailing trip across Mykonos’ coastline.
  • Getting to know the gastronomic wealth of Crete through a fun food tour.
Show more

Themes

Cultural, Culinary & Wine, Sailing

What travelers are saying

"Seamless! Working with Eros + Psyche was seamless. From the moment we started planning to the minute we got home, our Greece honeymoon was perfect. The team took all our considerations into account when planning our itinerary and it was executed with no hiccups or anything! It was truly perfect. We spent time in Athens, Paros and Santorini and it was a very luxurious trip within our budget. I highly recommend working with Eros + Psyche for a trip to Greece."

Trip dates & details
Save this trip to your favorites or other list
$1,487
14 days From$1,102
Price updated 1 year+ ago
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Custom Designed Trip
Lodging level
lodgingLevelName
Physical level
N/A

Highlights

  • Fully customized trip based on preferences
  • Matched with a local specialist
  • From $200 per person per day
From$200per person per day
Design custom trip
Self-Guided / Independent Tour
The Absolute Honeymoon in Greece
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The Absolute Honeymoon in Greece

By Greece Insiders
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Private Guided
Why we love them
Designing original, innovative, and out-of-the-box travel itineraries and incredible personalized service.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • The Caldera Hike - Private
  • Delos and Rhenia Morning Cruise - Private
  • Live the Santorini romance Tour - Private
  • Hiking Experience to Samaria Gorge - Private

Themes

Cultural, Culinary & Wine, Hiking & Walking, Sailing, High Adventure, Scuba Diving

What travelers are saying

"Normally, I don't feel like writing reviews, but I felt compelled to do it for Athens Insiders. I made the decision to travel to Athens in the summer of 2012 in order to avoid the commotion that was predicted to result from the Queen's jubilee. As usual, my work kept me busy right up to the last minute, so I ran out of time to do anything fun for my week-long trip. I learned about this young group of tour guides for Athens and its vicinity from a friend. I had a wonderful experience. I got in touch with Daphne, who gave me email recommendations for Athens attractions to see, inquired about my preferences for local cuisine, and then devised an itinerary for my trip. In addition to visiting the typical suspects in Athens (Acropolis, etc.), I also chose to travel to Delhi and spend a night at a campground there. And I had a great time, honestly. We visited the attractions when there were few visitors and spent the busiest times outside of Athens rather than being herded around like cattle. I was taken to incredible tiny eateries (the well-known tavernas), marketplaces, and other regional shops."

Trip dates & details
Save this trip to your favorites or other list
$6,788
11 days From$5,028
Price updated 1 year+ ago
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Unforgettable Greece Scuba Diving Exploration
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Unforgettable Greece Scuba Diving Exploration

By Greece Insiders
Local Expert
Verified by Travelstride as locally operated and in the top of their field for customer reviews, local knowledge, and safety.
Private Guided
Why we love them
Designing original, innovative, and out-of-the-box travel itineraries and incredible personalized service.
Lodging level
Standard - 3 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

  • Marvel the impressive Acropolis
  • Explore Athens in a tasty way with your food guide
  • Unforgettable Wreck diving experience in Mykonos
  • Unique sunset cruise around the volcano in Santorini
  • Santorini, Diving to enjoy the volcanic underworld

Themes

Cultural, Culinary & Wine, Sailing, Scuba Diving

What travelers are saying

"Normally, I don't feel like writing reviews, but I felt compelled to do it for Athens Insiders. I made the decision to travel to Athens in the summer of 2012 in order to avoid the commotion that was predicted to result from the Queen's jubilee. As usual, my work kept me busy right up to the last minute, so I ran out of time to do anything fun for my week-long trip. I learned about this young group of tour guides for Athens and its vicinity from a friend. I had a wonderful experience. I got in touch with Daphne, who gave me email recommendations for Athens attractions to see, inquired about my preferences for local cuisine, and then devised an itinerary for my trip. In addition to visiting the typical suspects in Athens (Acropolis, etc.), I also chose to travel to Delhi and spend a night at a campground there. And I had a great time, honestly. We visited the attractions when there were few visitors and spent the busiest times outside of Athens rather than being herded around like cattle. I was taken to incredible tiny eateries (the well-known tavernas), marketplaces, and other regional shops."

Trip dates & details
Save this trip to your favorites or other list
$5,071
10 days From$3,756
Price updated 1 year+ ago
More

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Greece Budget Sailing Trips & Packages Reviews

G

Graziella

Oct 2015

Written on

Easy booking, fast service, great travel experience. Amazing

Easy booking, fast service, great travel experience. Amazing trip & skipper, see below.

Tour:  Sail Greece: Santorini to Mykonos

S

Sheridan

Oct 2015

Written on

We were given more places to visit

We were given more places to visit than what was on our itinerary such as an extra island n great night at sea. The skipper taught us how to sail sharing his boat k...

Tour:  Sail Greece: Santorini to Mykonos

F

Fiona

Oct 2015

Written on

I really enjoyed the trip

I really enjoyed the trip

Tour:  Sail Greece: Santorini to Mykonos

L

Lorraine

Sep 2015

Written on

It lived up to expectations in every

It lived up to expectations in every way

Tour:  Sail Greece: Santorini to Mykonos

I

Isabelle

Sep 2015

Written on

small Group and local guide

small Group and local guide

Tour:  Sail Greece: Santorini to Mykonos

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