
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 $4,100
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 $6,300
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 589 verified traveler reviews.
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This was the second trip planned for us by Zicasso’s travel specialist and his team. Attention to detail is the travel company's noted skill. The selection of hotels in Basque was perfect. Guides were the very best in Bilbao and San Sebastián. My husband and I would recommend this travel company to all travelers interested in a perfect visit to Spain.
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We had a wonderful and memorable trip to Greece, thanks to the Zicasso travel specialist’s excellent planning. In addition to exploring Athens, she designed a seamless road trip across the Peloponnese Peninsula that took us to beautiful beaches and ancient castles in Messinia, Voidokilia, Pylos, Methoni, Monemvasia, and Nafplio. She also provided clear directions and recommended great stops to break up our drives, including Mystras Castle and the beautiful Polylimnio Waterfalls.
Our hotel accommodations were excellent throughout the trip and we really enjoyed our stay in beautiful Santorini. We also appreciated her restaurant recommendations, which saved us from having to search for places to eat and always led us to great food. She stayed in touch via WhatsApp the entire time, checking in on us and answering our questions whenever they came up. There is so much to see in Greece that we’ll definitely need to go back for another visit.
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This was a dream vacation made reality–five stars!
We just returned from the most unforgettable two-week adventure through Greece, all thanks to the exceptional planning and care of Zicasso's travel operator and her team! From the moment we landed until our final farewell in Athens, every detail was flawlessly executed.
Our journey began in Crete, where we were welcomed by a warm, knowledgeable guide who brought Chania's rich history to life during all of our many activities. From touring the many villages to hiking Imbros Gorge to the Palace of Knossos, we felt immersed in the true spirit of Crete.
Next was Santorini, where the sunsets were just as magical as we’d hoped. Our stay was filled with stunning cliffside views, wine tastings, and personalized recommendations that made it feel like we were exploring the island with a local friend.
Naxos was an unexpected gem—less touristy, but bursting with charm. The tour guide here was particularly fantastic, taking us to authentic villages, ancient ruins, and serene beaches that felt like our own private paradise.
Our final days in Athens were the perfect ending to this epic journey. The historical sites were breathtaking and our guide’s passion for Greek history made every moment at the Acropolis and the museums feel deeply meaningful.
What truly set this experience apart was how responsive and supportive our agent and her team were throughout the trip. Any time we had a question—whether about transportation, recommendations, or small changes in plans—they replied quickly and helpfully, making us feel completely at ease and well cared for.
Throughout the trip, the logistics were seamless—beautiful accommodations, smooth transfers, and thoughtfully curated excursions. Every guide was not only professional and knowledgeable, but also incredibly kind and engaging. It felt like we were traveling with friends who truly cared about our experience.
We can’t thank our agent enough for crafting such a memorable and enriching vacation. Greece was always on our bucket list and now we’re already dreaming of our return!
Highly, highly recommended!
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Excellent! Everything was meticulously planned. All of our tours were very interesting and the drivers were courteous. We went to Athens, Naxos, and Santorini during our 11-day trip. Overall, I think our favorite place was Naxos, with Athens and the Acropolis being second, although the weather that morning was not the best. But our guide was excellent and kept us engaged while fighting rain and wind. As I mentioned, all the drivers and guides were excellent and I would highly recommend this trip. Santorini was beautiful too and the wine tour was extremely interesting. We highly recommend Zicasso.
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Zicasso referred me to a wonderful travel agent for our trip to South Africa, Victoria Falls, and the Okavango Delta. The trip was perfect. Our travel company and agent were very good at listening to our ideas for the trip and budget. The trip went without a wrinkle. This is my second time using Zicasso, and both experiences were great.
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