Greek Islands Small Group Tours
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10 best Greek Islands small group tours
Compiled by

MelissaGreek Islands travel expert at TourRadar
- Incredible Crete, Santorini, Myconos (small group, Discovery, Culture, food)
- Athens, Mykonos & Santorini: 5 Nights, 6 Days with 1 Flight Included - Small Group Tour
- Private 5 Day Island Escape – Santorini & Mykonos
- Greek Island Hopping with Guided Tours - With 4* hotels Premium
- Greece Islands w/4 Star stays & fast Ferries
- 9 Day Private Tour in Santorini & Mykonos from Athens
- 11 Day Tour in Santorini, Mykonos, Paros, Naxos: A Greek Islands Hopping Tour
- Sailing Greece - Mykonos to Mykonos
- Mykonos & Santorini Experience - Premium
- Athens, Mykonos & Syros with 2 Guided Tours - Premium
Incredible Crete, Santorini, Myconos (small group, Discovery, Culture, food)
1 Review by TourRadar travelers“Everything went smoothly. We were introduced to the best Greek foods.”
Alain, traveled in May
A select group design promises close-up views of Greek Islands from Crete to Mykonos. The limited numbers unlock exclusive activities like private catamaran cruises in Santorini, intimate wine tastings, and authentic taverna dining by the sea.
Duration 12 days Destinations Athens, Chania, Elafonisi, Rethymnon, Agia Roumeli, Hora Sfakion, Plakias, Agia Galini, Matala, Agios NikolaosSee all destinations Age Range All Ages Welcome Operated in English, Spanish Group Size Max Group Size 7 Group Type PrivatePersonalized Operator Epos Travel & Tours From
- NZ$10,277
Duration 6 days Destinations Athens, Mykonos, Santorini Age Range Ages 18+ Group Size Max Group Size 14 Group Type Group Operator Ajdinis From $4,082
27% Off- NZ$2,980You save $1,102
Private 5 Day Island Escape – Santorini & Mykonos
5 Reviews by TourRadar travelers“The hotels were appealing. I was impressed that all the drivers showed up on time.”
Anne, traveled in May
Four to six travelers access Mykonos' Matogiania district and Santorini's volcanic landscapes. Private transfers optimize island time, while the intimate setting ensures attention during optional Caldera cruises and Delos archaeological tours.
Duration 5 days Destinations Athens, Mykonos, Santorini Age Range All Ages Welcome Group Size Max Group Size 15 Group Type PrivatePersonalized Operator Private Tours Greece From $3,971
25% Off- NZ$2,978You save $993
Greece Islands w/4 Star stays & fast Ferries
8 Reviews by TourRadar travelers“Everything worked out in the end, the food and hospitality shown us was fantastic!”
Victoria, traveled in December
Greek Islands welcome small groups of 15, attracting couples (50% of bookings). Personal attention highlights Santorini's catamaran voyage and relaxed exploration of Cretan beaches.
Duration 9 days Destinations Athens, Santorini, Crete Age Range All Ages Welcome Group Size Max Group Size 10 Group Type PrivatePersonalized Operator Wonderful Holidays UK From $3,270
20% Off- NZ$2,616You save $654
9 Day Private Tour in Santorini & Mykonos from Athens
9 Reviews by TourRadar travelers“The cars, the hotels and the optional tours were very good.”
Alex, traveled in September
Private groups of 2-4 travelers weave through Mykonos and Santorini. Personalized service enhances optional cruises to Delos and Caldera, with freedom to tailor your island experience.
Duration 9 days Destinations Athens, Mykonos, Delos, Santorini, Nea Kameni Island, Thirasia, Akrotiri, Oia Age Range All Ages Welcome Group Size Max Group Size 7 Group Type PrivatePersonalized Operator Private Tours Greece From $5,796
25% Off- NZ$4,347You save $1,449
11 Day Tour in Santorini, Mykonos, Paros, Naxos: A Greek Islands Hopping Tour
6 Reviews by TourRadar travelers“Everything ran smooth. We upgraded to the 5-star rooms and semi/private options and were not disappointed.”
Marcy, traveled in October
Exclusive tours for 1-4 travelers offer intimate access to Mykonos, Paros, Naxos, and Santorini. Dedicated guides and drivers enable special experiences, from wine tasting in Paros to sunset viewing in Oia. Ideal for personalized island-hopping adventure.
Duration 11 days Destinations Athens, Mykonos, Paros, Naxos, Santorini Age Range All Ages Welcome Group Size Max Group Size 7 Group Type PrivatePersonalized Operator Private Tours Greece From $6,639
25% Off- NZ$4,979You save $1,660
Sailing Greece - Mykonos to Mykonos
44 Reviews by TourRadar travelers“I learned some valuable information about sailing, navigation, and trimming the sails.”
James, traveled in May
Eight travelers maximum join this intimate sailing adventure, accessing hidden Greek Island gems. The yacht reaches secluded beaches on Ios, quiet villages in Folegandros, while your skipper provides personalized guidance through Cycladic islands.
Duration 10 days Destinations Mykonos, Syros, Paros, Folegandros, Santorini, Ios, Naxos Age Range Ages 16+ Group Size Max Group Size 10 Group Type Group Operator G Adventures From $3,579
30% Off- NZ$2,505You save $1,074
Reviews of Small Group tours to Greek Islands
- Greek Island Hopping with Guided Tours - With 4* hotels Premium
Totally impressed with the organization of transfers, tours, transport and hotel Our one tour was cancelled due to weather and the option offered instead didn’t work for us. We thank you for the extra hotel night instead however we were placed in rooms with 2 single beds. When we asked to change to queen beds at the hotel, we were advised it was tour radar that made the arrangements and could not change. Otherwise the experience was great.
- Greece Islands w/4 Star stays & fast Ferries
We had an excellent trip! Everything worked out in the end, with one ferry being cancelled due to it being on Christmas Day itself. People were amazing in Greece, the food and hospitality shown us was fantastic! All of our transfers happened without a hitch, the caldera tour is Santorini was enjoyable! I’d recommend this tour!
- Sailing Greece - Santorini to Santorini
Fantastic 10 days with great company and a great tour company. Seeing some of the best sites of the Greek islands. So good I'd do the exact same tour again as it's planned around the winds so every trip can be different.
What our customers ask about Greek Islands Small Group Tours
What is the ideal group size for exploring the Greek Islands?
Small group tours in the Greek Islands work best with 8-12 travelers. G Adventures sailing trips are a good example operating with 8 guests plus a skipper on their 57-foot yacht. The smaller numbers allow groups to reach places like hidden coves near Mykonos or quiet beaches on Antiparos that larger tours can't access. As one TourRadar traveler noted "The smaller group allowed us to visit hidden coves and beaches that larger groups couldn't access." These intimate groups can also explore authentic spots like the mountain village of Apiranthos on Naxos without overwhelming local communities.
What type of accommodation can I expect on small group tours?
Small group tours in Greece typically use boutique hotels and family-run properties. In Santorini guests often stay in traditional cave hotels with caldera views while Mykonos offers places like the Molaraki Hotel near New Port. Guest feedback shows particular appreciation for properties like the Anezina Hotel in Paros and local guesthouses in Galissas Syros where accommodations consistently receive ratings above 4.5 out of 5 for their personalized service and authentic character.
How do meal arrangements work on small group tours in Greek Islands?
Tours usually cover daily hotel breakfasts and select group dinners at local tavernas. Groups might dine at waterfront spots in Loutro Crete or family restaurants in Galissas Syros. One TourRadar traveler noted "Our guide took us to hidden gems like a family taverna in Naxos where we shared mezedes and local wines - something you'd never find in large tour groups." Some itineraries include extra food experiences like cooking classes at Hotel Anezina in Paros or wine tastings at Santorini vineyards.
What is the best season for small group tours in Greek Islands?
The Greek Islands welcome small group tours from April through October with May-June and September-October offering the most pleasant conditions. During these shoulder seasons visitors can enjoy activities like the Caldera walk in Santorini without summer crowds or extreme heat. A TourRadar traveler shared that "Visiting in September meant we could enjoy the Byzantine road walk in Paros and explore Naxos's mountain villages without the intense summer heat or crowds."
What special access do small group tours provide in Greek Islands?
The intimate size of small group tours opens doors to experiences larger groups miss. Groups can visit family wineries like Aroma in Santorini's Exogonia village access secluded beaches in Milos by small boat and tour olive farms near Knossos in Crete. According to one TourRadar traveler "Our small group size allowed us to visit local homes in Naxos and learn traditional cooking techniques something impossible with larger groups." The format also works well for exploring narrow village streets in Ano Syros and intimate tavernas in Mykonos' Little Venice.
How flexible are the itineraries on small group tours in Greek Islands?
While maintaining a structured framework small group tours allow room for personal choice. On Naxos and Paros travelers can often choose between guided walks on ancient paths or beach time. In Santorini after a group sunset visit to Oia participants might explore spots like Amoudi Bay independently. One TourRadar traveler shared "Our guide in Syros gave us the option to join the coastal walk to Kini or explore Galissas beach independently - this flexibility made the tour feel more personal."





















