Greek Islands Tours in September 2026
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10 best Greek Islands tour packages in September
Compiled by

MelissaGreek Islands travel expert at TourRadar
- Exploring Crete
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
- Greek Island Hopping with Guided Tours - Standard
- Greek Island Hopping with Guided Tours - With 4* hotels Premium
- Greek Islands: Sunsets & Sea Breezes
- Athens, Mykonos & Santorini Tour | 09 Days
- 9 Day Private Tour in Santorini & Mykonos from Athens
- Athens to Santorini Island Hopping (Plus)
- Athens, Syros & Mykonos Tour - 7 Days - Premium
- 11 Day Tour in Santorini, Mykonos, Paros, Naxos: A Greek Islands Hopping Tour
Exploring Crete
4 Reviews by TourRadar travelers“We would definitely go with TUI again. The room was great.”
Allan, traveled in October
Duration 8 days Destinations Heraklion, Spinalonga, Knossos, Chania, Rethymnon Age Range All Ages Welcome Operator Destination Services Greece September departure dates
See All Departure Dates2 Sep, 2026 10 spaces left 4 Sep, 2026 10 spaces left From $1,573
10% Off- NZ$1,415You save $157
Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
30 Reviews by TourRadar travelers“The hotels were amazing. The trip was well organized.”
Kevin, traveled in September
Duration 9 days Destinations Athens, Paros, Naxos, Santorini Age Range All Ages Welcome Operator Travel Zone September departure dates
See All Departure Dates1 Sep, 2026 10+ spaces left 2 Sep, 2026 10+ spaces left From $4,278
25% Off- NZ$3,208You save $1,069
Greek Island Hopping with Guided Tours - Standard
124 Reviews by TourRadar travelers“Everything was taken care of and we were able to just enjoy!”
Bethany, traveled in June
Duration 11 days Destinations Athens, Mykonos, Paros, Naxos, Santorini Age Range All Ages Welcome Operator Travel Zone September departure dates
See All Departure Dates1 Sep, 2026 10+ spaces left 2 Sep, 2026 10+ spaces left From $6,315
25% Off- NZ$4,736You save $1,579
Greek Islands: Sunsets & Sea Breezes
50 Reviews by TourRadar travelers“This trip was amazing! I can't wait to return back!”
Christina, traveled in September
Duration 10 days Destinations Athens, Paros, Mykonos, Santorini Age Range Ages 18-39 Operator Topdeck September departure dates
See All Departure Dates3 Sep, 2026 10+ spaces left 5 Sep, 2026 10+ spaces left From
25% Off- NZ$3,539
Athens, Mykonos & Santorini Tour | 09 Days
7 Reviews by TourRadar travelers“The itinerary was well organized, allowing us to explore iconic landmarks such as the Acropolis Museum thoroughly.”
Michael, traveled in February
Duration 9 days Destinations Athens, Mykonos, Santorini Age Range All Ages Welcome Operated in English, Spanish Operator Travel Zone September departure dates
See All Departure Dates1 Sep, 2026 10+ spaces left 2 Sep, 2026 10+ spaces left From $5,706
38% Off- NZ$3,538You save $2,168
9 Day Private Tour in Santorini & Mykonos from Athens
8 Reviews by TourRadar travelers“Every detail was taken care of for us -- accommodations, transportation, logistics ... everything was first rate.”
James, traveled in October
Duration 9 days Destinations Athens, Mykonos, Delos, Santorini, Nea Kameni Island, Thirasia, Akrotiri, Oia Age Range All Ages Welcome Operator Private Tours Greece September departure dates
See All Departure Dates1 Sep, 2026 10 spaces left 2 Sep, 2026 10 spaces left From $5,744
25% Off- NZ$4,308You save $1,436
Athens to Santorini Island Hopping (Plus)
31 Reviews by TourRadar travelers“She knew everything about the sites and always had a little bit of local humour to throw in!”
JessHalse, traveled in August
Duration 8 days Destinations Athens, Mykonos, Paros, Santorini Age Range Ages 18-35 Operator Contiki September departure dates
See All Departure Dates1 Sep, 2026 7 spaces left 3 Sep, 2026 10+ spaces left From
25% Off- NZ$2,494
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
Duration 11 days Destinations Athens, Mykonos, Paros, Naxos, Santorini Age Range All Ages Welcome Operator Private Tours Greece September departure dates
See All Departure Dates1 Sep, 2026 10 spaces left 2 Sep, 2026 10 spaces left From $6,580
25% Off- NZ$4,935You save $1,645
What people love about Greek Islands Tours in September
- Vacations in Greece - 9 Days - Athens, Paros, Naxos, Santorini
Excellent for my purpose in Greece. Very good selection of hotels
- Mykonos & Santorini Experience - Standard
Travel Zone organized a trip to Greece for us. We stayed in Santorini and Mykonos and they did a great job arranging local tours (full day in Santorini and half day in Mykonos), domestic flights, airport transfers and hotels. Susana gave us useful advice when we were in the planning stage. Tha local guides were great and our fellow travelers had a great time. We loved the day trip to the island of Delos. It took about thirty minutes to get there from Mykonos. Once there, we were pleasantly surprised, the excavation was much larger than expected. A perfect excursion that gave great cultural memories. We recommend this tour.
- Greek Island Wanderer
The Greek Wanderers tour was amazing. Peter our guide was fantastic..he was really friendly, lots of fun and best if all a Greek local so was very knowledgeable. The tour was busy with lots of good hikes most days, some of them were quite challenging but very doable if you are fit and able. The scenery was amazing and I liked the fact that you spent at least 2 to 3 nights in each location. The Greek islands visited were all very beautiful and each offered something different and unique.
What our customers ask about Greek Islands Tours in September 2026
What is the weather like in Greek Islands during September?
September brings mild Mediterranean conditions to the Greek Islands with temperatures ranging from 20-25°C (68-77°F). The sunny days and low rainfall create perfect conditions for outdoor activities. Santorini's Caldera walk from Fira to Oia benefits from cooler temperatures while Mykonos has gentle breezes that make sailing particularly enjoyable. According to a TourRadar traveler "The weather was perfect for exploring - warm enough for swimming but not too hot for walking." Visitors can expect 8-10 hours of daily sunshine with water temperatures at 23°C (73°F) which suits activities like swimming in volcanic springs near Thirassia Island or exploring Golden Beach in Paros.
What unique events or festivals happen in Greek Islands during September?
The Greek Islands come alive with cultural celebrations during September. Visitors can experience the Santorini International Music Festival and watch local traditions at the Mykonos Harvest Festival. Paros hosts the Naval Glory Days in early September showcasing maritime traditions through music and dance. A TourRadar guest at Kallisti Hotel & Suites shared: "We were lucky to catch the wine festival in Santorini while staying at Kallisti Hotel & Suites - the combination of local culture and stunning sunset views made it unforgettable."
How much should I budget for a Greek Islands trip in September?
A standard 5-day Greek Islands tour in September runs between $1800-2100 per person including stays at properties like Belle Etoile Villas in Santorini with daily breakfast. September prices drop about 15% compared to August peak rates. A TourRadar traveler at Makarios Beach Hotel noted: "September offered great value with high-season quality but shoulder-season prices."
What are the best swimming beaches in Greek Islands during September?
September's warm waters make beach time especially pleasant across the islands. Golden Beach in Paros welcomes water sports enthusiasts while Galissas Beach in Syros offers gentle waters suited for families. A TourRadar traveler reported: "The water at Magganari Beach in Ios was crystal clear and still warm in September." Red Beach in Santorini pairs volcanic landscapes with comfortable swimming conditions. Guests at Anezina Hotel in Paros enjoy easy beach access with fewer crowds than peak summer months.
What's the best way to island-hop in the Greek Islands during September?
September's reliable ferry network makes island hopping straightforward. The common Athens-Mykonos-Santorini-Paros route offers multiple daily connections. Fresh Hotel in Athens serves as a convenient base for reaching Piraeus port. As noted by a TourRadar traveler: "The ferry connections were smooth and well-organized allowing us to maximize our time on each island." Fast ferries connect major islands in 2-4 hours while local boats to smaller islands like Thirassia provide scenic routes.
Are the Greek Islands crowded in September?
September brings a noticeable decrease in visitor numbers while keeping the islands' energy. Popular locations like Oia in Santorini and Little Venice in Mykonos become easier to explore especially later in the month. One TourRadar traveler observed: "September was perfect - we could enjoy sunset at Oia without massive crowds." Properties like Kallos Imar in Santorini and Yiannaki Hotel in Mykonos offer better availability. Major sites including the Acropolis and ancient Delos see shorter wait times making cultural visits more enjoyable.