Greek Islands Tours in September 2025
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10 best Greek Islands tour packages in September
Compiled by

MelissaGreek Islands travel expert at TourRadar
- Athens, Santorini and Crete Deluxe
- Greek Island Hopping (Plus)
- Greece : History, Spellbound sights & White sandy beaches
- Greece Culture History Sights with Santorini Catamaran tour
- Greek Island Hopping with Guided Tours - Standard
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
- Greek Island Hopping with Guided Tours - With 4* hotels Premium
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Standard
- Mykonos & Santorini Tour - 5 Days - Premium
- Mykonos, Santorini & Athens Experience - Premium SemiPrivate Tour
Athens, Santorini and Crete Deluxe
3 Reviews by TourRadar travelers“It was the trip of a lifetime. The accommodations in Santorini and Crete were super nice and in nice locations.”
Tay, traveled in April
Duration 9 days Destinations Athens, Santorini, Crete Age Range Ages 8+ Operator Wanderful Holidays LLC September departure dates
See All Departure Dates3 Sep, 2025 10 spaces left 7 Sep, 2025 10 spaces left From
- NZ$3,198
Greek Island Hopping (Plus)
810 Reviews by TourRadar travelers“Phenomenal time with a great group. It was a real party!”
Margaret, traveled in April
Duration 11 days Destinations Athens, Mykonos, Paros, Santorini, Ios Age Range Ages 18-35 Operator Contiki September departure dates
See All Departure Dates2 Sep, 2025 10+ spaces left 4 Sep, 2025 10+ spaces left From $5,205
25% Off- NZ$3,904You save $1,301
Greece : History, Spellbound sights & White sandy beaches
3 Reviews by TourRadar travelers“The itinerary was well put together and so convenient with the hotel transfers set between cities.”
Jeanie, traveled in May
Duration 9 days Destinations Athens, Santorini, Crete Age Range All Ages Welcome Operator Wanderful Holidays LLC September departure dates
See All Departure Dates3 Sep, 2025 10 spaces left 7 Sep, 2025 10 spaces left From
25% Off- NZ$2,692
Greece Culture History Sights with Santorini Catamaran tour
1 Review by TourRadar travelers“It was all well organized, and they provided good communication. Beautiful trip!”
Kendra, traveled in May
Duration 7 days Destinations Athens, Santorini Age Range All Ages Welcome Operator Wanderful Holidays LLC September departure dates
See All Departure Dates1 Sep, 2025 10 spaces left 3 Sep, 2025 10 spaces left From
25% Off- NZ$2,692
Greek Island Hopping with Guided Tours - Standard
117 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, 2025 10+ spaces left 2 Sep, 2025 10+ spaces left From $6,070
25% Off- NZ$4,553You save $1,518
2 Greek Islands Tour - 5 Days - Paros & Santorini - Standard
41 Reviews by TourRadar travelers“The accommodation was so much nicer than what we expected, as well as being in the heart of town. For what we paid, the value was exceptional.”
Sophie, traveled in August
Duration 5 days Destinations Athens, Paros, Santorini Age Range All Ages Welcome Operator Travel Zone September departure dates
See All Departure Dates1 Sep, 2025 10+ spaces left 2 Sep, 2025 10+ spaces left From $3,149
25% Off- NZ$2,362You save $787
What people love about Greek Islands Tours in September
- 2 Greek Islands Tour - 5 Days - Paros & Santorini - Premium
Every one involved in our tour we're amazing Irene from Tour radar Efie from Travel Zone and Atha in Santorini Well Done we had a great experience Thank you
- Greek Island Hopping with Guided Tours - With 4* hotels Premium
What a fabulous vacation!! We just returned from an 11 day island hopping trip to Greece (5 stops in all). We were a little hesitant to book through Tour Radar being that we had never heard of them before, but after much research, we decided to jump in. Everything, and I mean everything was handled for us. During the initial scheduling process, we made numerous changes to our itinerary including flying to an island instead of ferrying, upgrading to a fast ferry, changing a water tour to a land tour, upgrading our hotels and more. Tour Radar was wonderful at meeting our requests and their communication was spot on. They always got back to us within a day. They arranged for all of our transfers (12 in all) and we never had to lift a finger. They were always on time, if not early, and got us to where we needed to be. The land tours they offered were wonderful. We got a great taste of the islands. The tour guides were very knowledgeable and all were exceptional. We would not hesitate to use Tour Radar for our next trip. Thank you for a wonderful experience!
- 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!
What our customers ask about Greek Islands Tours in September 2025
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.