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Balkans in 4 weeks - Feasible itinerary?

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I am going on a week long Croatia boat trip with a group of friends in June for a friend's 30th birthday, and am eager to try to travel around the region a bit before and after as I am able to take off work the entire month of June.

I currently am scheduled to fly into Vienna, Austria on the night of June 2nd, the trip to Croatia is June 7th through 15th, and my return flight home is out of Athens, Greece on July 5th.

My current rough plan is as follows, let me know if any of this sounds unreasonable:

June 3-6 - Vienna with a day trip to Bratislava, Slovakia
June 7-15 - Boat trip with friends, Split to Dubrovnik and back to Split
June 15-18 Mostar and Sarajevo, Bosnia
June 19-22 Montenegro Coast (Herceg Novi, Kotor, Budva)
June 22 overnight train to Belgrade
June 23-25 Belgrade, Serbia
June 26-27 Pristina, Kosovo
June 28-Jul 1 Macedonia (Skopje, Ohrid)
July 1 - July 3 Albania (Kruja and Tirana)
July 4: Flight Tirana to Athens
July 5: Flight Athens to Home

Is this pace too much or workable? What is the border between Serbia and Kosovo like, is there any issues crossing?

I am an American male expat living in the Middle East in my late 20's if it makes any difference.

Thanks in advance for any feedback!

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