Greek Islands Small Group Tours
Imagine visiting the Greek islands on a small group tour. See Santorini's caldera sunsets, Mykonos' windmills, Paros' marble villages, Naxos' Apollo temple, and Delos ruins. There are multiple ferry connections between islands throughout this historically massive territory where ancient temples and Byzantine churches basically defined Mediterranean culture centuries ago.
10 best Greek Islands small group tours
Compiled by
MelissaGreek Islands travel expert at TourRadar
- Athens, Mykonos & Santorini: 5 Nights, 6 Days with FLIGHT INCLUDED - Small Group Tour
- Incredible Crete, Santorini, Myconos (small group, Discovery, Culture, food)
- Athens, Mykonos & Santorini: 7-Day Private Tour with Food Experiences
- Greece Islands Highlights: Mykonos, Santorini & Athens - 9-Day
- Paros, Naxos, Santorini Highlights in 8-Day Greek Islands Tour
- Mykonos, Santorini, Crete & Corfu: 13-Day Island Hopping Tour
- Milos, Santorini, Crete 10-Day Greek Islands Hopping Tour
- Exploring Crete
- Mykonos, Santorini & Naxos: 10-Day Greek Islands Discovery
- Santorini, Mykonos, Paros & Naxos: 11-Day Greek Island Hopping Tour
Groups cap at 14 travelers (minimum 3), which keeps things intimate while island-hopping through Greece. Ferry rides from Piraeus to Mykonos and then Santorini feel manageable with this size, and English-speaking representatives meet you at each island transfer. The evening walking tour through Athens' Monastiraki, Plaka, and Anafiotika neighborhoods stays relaxed and personal - you won't feel like you're shuffling through with a big crowd. On Mykonos and Santorini, you'll have flexibility to check out beaches, browse shops, and visit Apollo's legendary birthplace on Delos without the hassle that larger groups bring.
Duration 6 days Destinations Athens, Mykonos, Santorini Age Range Ages 18+ Group Size Max Group Size 14 Group Type Group Operator Ajdinis From $2,214
18% off- US$1,815
Incredible Crete, Santorini, Myconos (small group, Discovery, Culture, food)
“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
18% off- US$5,796
Athens, Mykonos & Santorini: 7-Day Private Tour with Food Experiences
“Extremely well organized and great excursions.”
Laurel, traveled in May
Private transfers link Athens, Mykonos, and Santorini, while small-group cruises visit Delos and Caldera. Licensed guides provide personal attention during Acropolis tours.
Duration 7 days Destinations Athens, Mykonos, Delos, Nisí Ríneia, Santorini, Oia, Palea Kameni Island, Piraeus Age Range All Ages Welcome Group Size Max Group Size 8 Group Type PrivatePersonalized Operator Private Tours Greece From $2,853
25% off- US$2,140
Greece Islands Highlights: Mykonos, Santorini & Athens - 9-Day
“This tour far exceeded my expectations in terms of service & amenities.”
Jill, traveled in May
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, Palea Kameni Island, Oia, Megalochóri, Emporios, Perissa, Profítis IlíasSee all destinations Age Range All Ages Welcome Group Size Max Group Size 7 Group Type PrivatePersonalized Operator Private Tours Greece From $3,282
25% off- US$2,461
Paros, Naxos, Santorini Highlights in 8-Day Greek Islands Tour
“Super professional company, nice and friendly behaviour. I would highly recommend them!”
Aggelos, traveled in October
Duration 8 days Destinations Athens, Paros, Lefkes, Naoussa, Naxos, Apiranthos, Santorini, Oia, Palea Kameni Island, Akrotiri Age Range All Ages Welcome Group Size Max Group Size 8 Group Type PrivatePersonalized Operator Private Tours Greece From $2,775
25% off- US$2,082
Mykonos, Santorini, Crete & Corfu: 13-Day Island Hopping Tour
“From start to finish, everything was perfectly organized, and the itinerary was thoughtfully planned.”
Hojo, traveled in August
Private guides lead personalized Greek Islands tours. The itinerary features Santorini sunset viewing in Oia, exclusive tours of Knossos Palace, and tailored visits to Mykonos's Little Venice, with luxury caldera-view accommodations.
Duration 13 days Destinations Athens, Piraeus, Mykonos, Delos, Santorini, Oia, Nea Kameni Island, Heraklion, Knossos, ChaniaSee all destinations Age Range All Ages Welcome Group Size Max Group Size 15 Group Type PrivatePersonalized Operator Private Tours Greece From $5,949
25% off- US$4,462
Milos, Santorini, Crete 10-Day Greek Islands Hopping Tour
“First time in Greece and I couldn't have asked for a better introduction.”
Katharina, traveled in May
Private transfers connect Milos, Santorini, and Crete for groups of 2-4 travelers. Intimate exploration of Sarakiniko Beach and Caldera views await couples seeking exclusive attention.
Duration 10 days Destinations Athens, Knossos, Heraklion, Rethymnon, Santorini, Nea Kameni Island, Akrotiri, Oia, Milos Age Range All Ages Welcome Group Size Max Group Size 15 Group Type PrivatePersonalized Operator Private Tours Greece From $3,723
25% off- US$2,792
Small groups of 12-15 travelers wind through Spinalonga's historic colony and Heraklion's Venetian harbor. The intimate setting ensures quality time at each site, from Knossos Palace to traditional mountain villages. Features guided tours and stays at Hotel Hersonissos Maris.
Duration 8 days Destinations Heraklion, Hersonissos, Kato Gouves, Agios Nikolaos, Spinalonga, Knossos, Chania, Kournás, Rethymnon, Kastamonítsa Age Range All Ages Welcome Group Size Max Group Size 50 Group Type Group Operator Destination Services Greece From $736
15% off- US$625
Mykonos, Santorini & Naxos: 10-Day Greek Islands Discovery
“it's so much more grounded and local than the other two, the mountain villages are stunning”
Hannah, traveled in August
Four travelers maximum share personalized service with private transfers between Mykonos, Naxos, and Santorini ports and hotels. Semi-private sunset cruise offers intimate caldera views.
Duration 10 days Destinations Athens, Mykonos, Delos, Naxos, Apiranthos, Santorini, Oia, Nea Kameni Island Age Range All Ages Welcome Group Size Max Group Size 15 Group Type PrivatePersonalized Operator Private Tours Greece From $3,639
25% off- US$2,729
Santorini, Mykonos, Paros & Naxos: 11-Day Greek Island Hopping Tour
“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 $4,615
25% off- US$3,461
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Reviews of Small Group tours to Greek Islands
- Incredible Crete, Santorini, Myconos (small group, Discovery, Culture, food)
Our experience with Epos Travel Tours couldn’t be better. Everything went smoothly. We were introduced to the best Greek foods. Kostas was an excellent guide and knew a lot about Greek history. He answered our questions and none were too difficult for him to answer. He and Dionysis told us about Greek culture and customs. Theo was excellent. Without a doubt you have to go on this trip !
- Greece Islands Highlights: Mykonos, Santorini & Athens - 9-Day
Every ride showed up on time, most reached out the day before to let us know where and when they would pick us up, The company responded quickly to every question we had, the phone numbers for each event was extremely helpful. Overall, they did a great job.
- 3-Day Mykonos & Santorini for Couples: Oia Sunset & Little Venice
Absolutely wonderful Tour Wish I could do it all again Thanks for an amazing trip of a lifetime
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."