
September Vacation Ideas
September vacation ideas take you around the world with fantastic weather to discover adventurous destinations, captivating cultures or cities steeped in heritage. From European grandeur to the rugged terrain of Patagonia, elegant resorts in Southeast Asia to the wonderful wilderness of an African safari, embrace the exceptional with a personalized custom trip. Find inspiration for your September vacation using our sample itineraries, and plan with a travel specialist when you are ready.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

10 Day Trip IdeaFrom $3,300
September Nights in Spain: Off the Beaten Path Tour of Spain

12 Day Trip IdeaFrom $10,200
Zimbabwe Dry Season Safari: June to September

8 Day Trip IdeaFrom $5,600
Frozen Inspired Autumn Family Tour of Norway

14 Day Trip IdeaFrom $5,100
Best of Italy in Autumn: 14-Day Romantic Tour

13 Day Trip IdeaFrom $13,200
Signature Okavango Wetland Safari: June to September

12 Day Trip IdeaFrom $5,100
Amazing Aegean Highlights: 12-Day Greece Tour
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
1.Share Your Travel Dreams
Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.
2.Meet Your Travel Specialists
To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.
3.Design Your Perfect Journey
Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.
Reviews of Zicasso's September Vacation Ideas
Based on 6279 verified traveler reviews.
We visited Madrid, Toledo, San Sebastián, Bayonne, Biarritz, Saint-Jean-de-Luz, Hondarribia, La Rioja, Barcelona, Montserrat, and the Penedes (Cava) region.
We loved our private guides, private wine tastings, and day trips outside of the big cities.
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The travel fairy at Zicasso's tour operator, as she called herself (and I felt it fit her well), certainly put together a magical trip to Greece for our group of four. We all had a fantastic vacation in Greece and were super-impressed and pleased with the staff at the travel company.
The connections for flights and ferries, as well as all of the transfers to and from our hotels and excursions, were seamless, which made for a stress-free vacation. The hotels they arranged for us ranged from old Venetian buildings in older parts of Athens and Heraklion to an upscale small resort in Naxos, as well as a fantastic hotel in Chania that overlooked the harbor. My husband and I loved every one, especially the resort in Naxos.
I highly suggest this travel company because they listened to our group's likes and dislikes to plan the perfect trip. Our trip consisted of Athens, Naxos, and two places on Crete, filled with two food tours, a boat trip, historical excursions to the Parthenon and Knossos, as well as excursions in nature to Imbros Gorge and Balos Beach. Any guide during these excursions was very knowledgeable.
We would change only the following two things. Naxos was so beautiful and we were all sad to leave and wish we could have added an extra day to just relax on the beach for a full day. So, my suggestion to anyone traveling to Greece would be to save at least one full day at one of the beautiful islands without an excursion.
The other thing we would change is to take a boat to Balos Beach instead of walking down to the beach. My husband is 80 years old and although he is in good shape, the hike was very steep and scary in some parts. As we were walking down to the beach, we loved the incredible vistas, but were also concerned about having to walk back up the equivalent of 66 flights of stairs. I say this just as a cautionary tale to really look into this walk before your trip. The views were hard to beat, but the walk was not easy.
Highlights of this trip included the hotel in Naxos (our resort on Plaka in Naxos), with super-friendly and helpful staff, private tour of Knossos and the museum, and the charming city of Chania. Greece is truly a beautiful country, with stunning vistas, beaches, historical sites, museums, and cute narrow streets filled with shops and restaurants.
Thank you for a vacation that will stay in our hearts forever.
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The trip Zicasso's travel specialist arranged for us exceeded all our expectations. It was absolutely wonderful; not a single detail was overlooked. The hotels were excellent, the tours were great, and the drivers were always on time. I totally recommend Zicasso and the agency, and will undoubtedly use them for future travel plans.
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The trip was amazing. The hotel was wonderful and the tours and tour guides were all awesome. The concerts and locations were great and easy to get to. It was easily one of the best trips I have ever had. Our in-country liaison was also fabulous. Zicasso's agent was quick to answer all of my questions and just incredibly helpful. She took away any stress that comes from traveling in a foreign country.
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The trip was great and the coordination for trains, transfers to and from hotels, and the airport provided by Zicasso's trip planner was perfect. We enjoyed the variety of each city and the hotel locations were perfect for our needs. We also appreciated the private tours, with extraordinary local tour guides. It was a first-rate trip overall.
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