41 days in The Balkans Itinerary

Eschew the tourist crowds and head to Chora Museum and Ayasofya Hurrem Sultan Hamam. Your cultural itinerary includes sights like Hagia Sophia Mosque and Sultan Ahmed Mosque. There's lots more to do: take an in-depth tour of Topkapi Palace, admire the landmark architecture of Dolmabahce Palace, explore the activities along Bosphorus Strait, and explore the ancient world of Basilica Cistern.

For photos, more things to do, reviews, and tourist information, read our Istanbul online trip itinerary maker.

Boston, USA to Istanbul is an approximately 12.5-hour flight. Due to the time zone difference, you'll lose 8 hours traveling from Boston to Istanbul. Plan for somewhat warmer nights when traveling from Boston in September since evenings lows in Istanbul dip to 72°F. Wrap up your sightseeing on the 8th (Fri) early enough to fly to Milos.

Visit Sarakiniko Beach and Kleftiko Beach for some beach relaxation. Get outdoors at Oneiro Milos and Firiplaka Beach. There's more to do: kick back and relax at Mandrakia Beach and tour the pleasant surroundings at Sikia Beach.

For traveler tips, other places to visit, more things to do, and tourist information, you can read our Milos route planner.

You can fly from Istanbul to Milos in 7 hours. Other options are to do a combination of car and ferry; or do a combination of bus and ferry. You'll gain 1 hour traveling from Istanbul to Milos due to the time zone difference. Expect a bit warmer weather when traveling from Istanbul in September: highs in Milos hover around 81°F, while lows dip to 70°F. Cap off your sightseeing on the 11th (Mon) early enough to catch the ferry to Fira.

Get a sense of the local culture at Akrotiri and Wine Museum Koutsogiannopoulos. Your inner history buff will appreciate Ancient Thera and Ekklisia Panagia Platsani. There's still lots to do: kick back and relax at Perissa Black Sand Beach, surround yourself with nature on Santorini Sailing, explore the striking landscape at Skaros Rock, and trek along Ekklisia Theoskepasti hiking trail.

For more things to do, other places to visit, maps, and more tourist information, use the Fira travel route app.

You can ride a ferry from Milos to Fira in 3 hours. Another option is to fly. In September in Fira, expect temperatures between 82°F during the day and 70°F at night. Wrap up your sightseeing on the 17th (Sun) early enough to ride a ferry to Mykonos Town.

Explore hidden gems such as Elia Beach and Agios Stefanos Beach. Get in touch with nature at Platis Gialos Beach and Paralia Kalafati. You'll find plenty of places to visit near Mykonos Town: Delos (House of Masks, Archaeological Site of Delos, &more). There's lots more to do: enjoy the sand and surf at Kalo Livadi Beach, discover the deep blue sea with GoDive Mykonos PADI Diving Resort, stroll through Paradise Beach, and don't miss a visit to The Windmills (Kato Milli).

To see maps, ratings, and more tourist information, go to the Mykonos Town tour planning website.

Traveling by ferry from Fira to Mykonos Town takes 2.5 hours. Alternatively, you can fly. Expect a daytime high around 79°F in September, and nighttime lows around 69°F. Cap off your sightseeing on the 22nd (Fri) early enough to catch the ferry to Naxos Town.

Kick off your visit on the 23rd (Sat): delve into the distant past at The Temple of Apollo – Portara, then wander the streets of Old Town, then visit Kastro, and finally enjoy the sand and surf at Agios Prokopios Beach. On the next day, enjoy the sand and surf at Plaka Beach, then tour the pleasant surroundings at Mikri Vigla Beach, and then see some colorful creatures with Blue Fin Divers Naxos Greece.

For maps, photos, reviews, and tourist information, refer to the Naxos Town trip itinerary maker.

You can ride a ferry from Mykonos Town to Naxos Town in 1.5 hours. Another option is to fly. Expect a daytime high around 81°F in September, and nighttime lows around 70°F. Wrap up your sightseeing on the 24th (Sun) early enough to ride a ferry to Paros.

On the 25th (Mon), head off the coast to Parikia Town, take in the architecture and atmosphere at Panagia Ekatondapiliani, then take an in-depth tour of Archaeological Museum Parou, and finally steep yourself in history at Lefkes.

To see maps, other places to visit, reviews, and more tourist information, read Paros itinerary planning app.

You can ride a ferry from Naxos Town to Paros in an hour. In September in Paros, expect temperatures between 81°F during the day and 70°F at night. Wrap up your sightseeing on the 25th (Mon) to allow time to fly to Karpathos.

Start off your visit on the 26th (Tue): kick back and relax at Lefkos Beach, then kick back and relax at Apella Beach, and then kick back and relax at Kira Panagia Beach. Keep things going the next day: kick back and relax at Achata, then enjoy the sand and surf at Pigadia Beach, and then enjoy the sand and surf at Amoopi Beach.

To find maps, photos, other places to visit, and tourist information, read our Karpathos sightseeing planner.

Traveling by flight from Paros to Karpathos takes 4 hours. Alternatively, you can ride a ferry. In September, daily temperatures in Karpathos can reach 82°F, while at night they dip to 73°F. Finish up your sightseeing early on the 27th (Wed) so you can travel to Lindos.

Explore hidden gems such as Tsambika Beach and Prasonisi Beach. Your cultural itinerary includes sights like Village of Lindos and Monastery Tsambika. Step out of Lindos with an excursion to Ancient Kamiros in Kalavarda--about 1h 5 min away. There's lots more to do: enjoy the sand and surf at Glystra Beach, explore the ancient world of Acropolis of Lindos, stroll through Agios Pavlos Beach, and explore the historical opulence of Castle of Monolithos.

Start your trip to Lindos by creating a personalized itinerary on Klarna Trips.

Traveling by combination of flight and bus from Karpathos to Lindos takes 5 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry and bus. In September, daily temperatures in Lindos can reach 83°F, while at night they dip to 73°F. Finish your sightseeing early on the 2nd (Mon) so you can travel to Chania Town.

Visit Seitan Limania Beach and Agii Apostoli Beach for some beach relaxation. You'll explore the less-touristy side of things at Monastery of Arkadi and Agia Marina Beach. Get out of town with these interesting Chania Town side-trips: Lake Kournas (in Kournas), Rethymnon (Off-Road Tours & Rethymnon Old Town) and German Military Cemetery (in Maleme). And it doesn't end there: enjoy the sea views from Lighthouse of Chania, kick back and relax at Falassarna Beach, explore the ancient world of Archaeological Site of Ancient Aptera, and stroll through Marathi Beach.

To find maps, more things to do, ratings, and more tourist information, refer to the Chania Town visit planner.

Do a combination of bus and flight from Lindos to Chania Town in 5.5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus, ferry, and shuttle. Traveling from Lindos in October, you can expect nighttime temperatures to be slightly colder in Chania Town, with lows of 61°F. Wrap up your sightseeing on the 7th (Sat) early enough to fly to Corfu Town.

You'll enjoy a bit of beach vacationing at Agios Georgios Beach and La Grotta Beach. Explore hidden gems such as Corfu Old Town and Old Fortress Corfu. Get out of town with these interesting Corfu Town side-trips: Corfu Reptilla Roda (in Roda), Paleokastritsa (Paleokastritsa Beach & Corfu Donkey Rescue) and Paradise Beach (in Liapades). Next up on the itinerary: tour the pleasant surroundings at Agios Gordios Beach, take in the architecture and atmosphere at Monastery of Paleokastritsa, appreciate the extensive heritage of The Liston, and enjoy the sand and surf at St. Spyridon First Beach.

To see ratings, more things to do, and more tourist information, go to the Corfu Town road trip tool.

You can fly from Chania Town to Corfu Town in 4.5 hours. Other options are to do a combination of ferry and bus; or take a bus. In October, daytime highs in Corfu Town are 75°F, while nighttime lows are 59°F. Wrap up your sightseeing on the 14th (Sat) to allow time to fly back home.