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In episode 61, Ross shares his insights on the ideal times to visit Greece, spotlighting the advantages of traveling during the shoulder season (April, May, September, or October) for fewer crowds, pleasant weather, and more budget-friendly prices. He lays out a clear plan for first-time visitors, suggesting Athens, Mykonos, and Santorini as top destinations, with Milos as his personal favorite for a more intimate experience. Ross recommends visiting the mainland or hopping between islands, depending on each traveler’s preference and budget, and references resources like Santorini Dave, the “Greece Travel Secrets” podcast by Sandra Pappas, and his own downloadable guides for further exploration and planning.

To help travelers organize a stress-free Greek adventure, Ross underscores the importance of factoring in time off, finances, and personal travel styles. He encourages listeners to utilize points and miles for flights and accommodations, including the availability of direct flights from Charlotte to Athens. Ross also suggests exploring additional islands like Zookynthos (for its famous Shipwreck Beach) and Paros or Naxos as alternatives to more crowded locales. He wraps up by directing his audience to a previous episode for an in-depth itinerary guide, urging them to take advantage of his free downloadable travel resources and share the podcast with fellow Greece enthusiasts—topped off by a request for a 5-star review if they find the content valuable.

Athens Accommodation:⁠ ⁠⁠https://booking.tp.st/fWHinVgc⁠

Santorini Accommodation:⁠ https://booking.tp.st/CGRTOJIp⁠

Santorini Catamaran Cruise:⁠ https://booking.tp.st/dybB9qvy⁠

Mykonos Accommodation:⁠ https://booking.tp.st/bh1kpo1Y⁠

Milos Accommodation: ⁠ https://booking.tp.st/hIrFjxLJ⁠

Milos Catamaran Cruise: ⁠ https://booking.tp.st/46BOfK7l⁠

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Disclaimer: The information provided by Itinerary Boss is for informational purposes only. We are not responsible for any outcomes, including injuries, damages, or losses, related to your travel plans. All travel is undertaken at your own risk, and Itinerary Boss assumes no liability for third-party services or actions.