Yes, you can visit both Azerbaijan and Armenia on the same trip with a few caveats. First, between the two states there are no open border crossings, so you must go through Georgia or Iran. Second, you must not have visited Nagorno-Karabakh while in Armenia.
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Currently, you can fly between Baku and Yerevan with Turkish Airlines, Pegasus, Fly Dubai, Qatar Airways, Wizz Air.
US citizens need a Visa To Azerbaijan. Unfortunately, you must apply for a visa before traveling to Azerbaijan. Fortunately, US citizens can apply for their visas online. This makes the visa application time faster and easier.
Which airlines fly between Yerevan and Baku? Currently, you can fly between Yerevan and Baku with Turkish Airlines, Wizz Air, Pegasus, Aegean, Buta Airways.
Travelers from 10 countries have the right to visa-free entry to Azerbaijan for short-term stays. These countries are Belarus, Georgia, Kazakhstan, Kyrgyzstan, Moldova, Russia, Turkey, Tajikistan, Ukraine, and Uzbekistan. Iranians can visit one part of Azerbaijan without a visa: the Nakhchivan Autonomous Republic.
Backpacking Azerbaijan Suggested BudgetsOn a mid-range budget of about 175 AZN per day, you can stay in a private hostel room or Airbnb, eat out a lot more, take some guided tours, enjoy a few drinks out, take some taxis, and visit more paid attractions.
For How Long Can US Citizens Stay in Azerbaijan? Azerbaijan allows a stay of a maximum of 30 days to US citizens. During this period, US travellers can enjoy their trip legally to Azerbaijan.