Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
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Showing 1 - 14 of 21 results
21 Trips in Greece during September 2026 with 78 Reviews
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Dreaming of crystal-clear waters, whitewashed villages, historical ruins, lively Greek culture and deliciously fresh cuisine straight from the sea? Then sail from Santorini to Mykonos on this eight-day boat trip in Greece. Spend blissed-out days under sun drenched skies enjoying the best of the Greek Islands, including Santorini, Ios, Amorgos, the Small Cyclades, Naxos and Mykonos. Watch the sunset, explore olive groves, feast on fresh food and wine and fall asleep to the gentle rocking of your yacht every night.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
This was the absolute best trip ever. Ive traveled many times. I have to say this was one of the best experiences and adventures of all. Our skipper, Rita was simply amazing. The best! Wonderful skipper, skilled sailor, knowledgeable, so friendly, helpful, genuinely caring of her boat mates. Shes a dream to sail with! If anyone sails, Id highly recommend requesting her.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Sail through the gorgeous Greek Islands on a ten-day seafaring adventure around the Cyclades. Setting off from Santorini, you’ll cruise the Aegean Sea in search of ancient towns, secluded coves and holiday hotspots like Mykonos and Paxos. Throw in some freshly caught seafood, local wines and a laidback way of life, and you’re set to drift and roll to the patterns of the ocean. Cool off with regular swims in turquoise seas and get the lay of the land from a local leader who’s got all the people in the right places.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel, Yacht Cabin
Age Range
15-99 yrs
Operated in
english
Destinations
Santorini, Ios, Amorgos, Small C
Santorini, Ios, Amorgos, Small Cyclades, Naxos, Syros, Mykonos, Sifnos, Folegandros
I loved the opportunity to undertake a yacht sailing voyage for a week in safe hands, with good company and a good variety of interesting land excursions. For me the highlight was the nights a5 anchor in isolated bays with the opportunity to dive off the boat into crystal blue waters.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Yacht Cabin
Age Range
16-100 yrs
Operated in
english
Destinations
Mykonos, Santorini, Folegandros
Mykonos, Santorini, Folegandros, Sifnos
Your tour will be instantly confirmed when you book.
A lot of togetherness. If you?re going on this trip, be prepared for close quarters, shared duties, and a lot of time together. If that?s what you signed up for, then expect a fabulous journey to the Cyclades in Greece.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
We had a fantastic time and enjoyed having access to some of the smaller, less travelled islands. We had experiences we wouldn't have had on a self-guided trip and the opportunity to meet other travellers (I actually added a week of travel in another country with a friend I met on the boat!). This was a cool way to experience Greece and I am excited to try other G Adventures tours in the future!
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
This was a great trip and has made me want to explore Greece further. We didn?t have much wind which had a lot of upsides actually, the group we went with were amazing and our captain Erwin was helpful, practical and entertaining. I would recommend bringing a driving licences so more exploration of the islands could be done. I?m not sure it would be a comfortable trip if you had to share a tiny cabin with a stranger, or didn?t like swimming, but my partner and I had an awesome time. Thanks all!
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Pseudo (only sailed a bit because the main mast was broken) sailing the Aegian islands was a wonderful way to visit the area and meet new people. My overall experience other than a few things regarding cleanliness and upkeep of the vessel (sails, stains, smells) was excellent and I am left with many wonderful memories.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Great way to island hop the Greek islands. Beautiful places, great companionship with other passengers. Everyone chipped in to make lunches, shop for food and clean up etc. Great relaxing trip! CEO on the first week of our trip was exceptional.
Sailing, yachting and motor boating
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers