Zacharius

Freedom Trail. Not even close. You can download the National Parks Service app and have a step-by-step audio guide for the Freedom Trail.

Not sure if you're in the minority, but you have common sense Group tables are for the birds. My wife and I both travel for a living and it's not unusual for us to be on completely opposite sides of the globe. Heck, just a couple of weeks ago, I was in Sao Paulo and my wife was in Osaka, which are almost exactly antipodes from each other. So when we go on vacation...well, it's not that we have no desire to meet new people, but we have no desire to spend any meaningful time with them

Life is too short

Booking 111 days out for a train ride is pretty much unheard of in Europe, let alone for what is essentially just a regional train. Many (most?) people will just roll up and buy their ticket on the day of. If you absolutely must have a ticket ahead of time, that's fine, but you'll probably just have to wait for more trains to be released. Not sure where you live in the US, but this would kind of be like wanting to book a Metra train from Naperville to Chicago, or an LIRR train from Ronkonkoma to Penn Station four months out.

Technically the right answer will come from the Mexican government itself. Especially if you have an unusual passport. The cruise line may think they have all of the answers, but if the Mexican government says you need, it doesn't matter what the cruise line says. The Mexican consulate or embassy with authority of your home area would have the right answer.

I am always fascinated by theses lists. I have a Namibian passport and a US passport and always enter Mexico on my US passport of course, but I am always truly curious how many people from Namibia, or Kiribati, or Sao Tome and Principe are applying for a Mexican visa

A big, huge, massive part of this is missing...what passport are you holding? American passport? Probably no visa needed. Yemeni passport? Yeah, pretty good chance.

I echo the one-way rental sentiment above. I did a random Enterprise search for a random date, and it was only about $30 more to drop it in downtown Miami than it was to drop it back at FLL airport. I'm sure other days it will be more, or less, or the same but...take a look. One-way rentals, especially within a metro area, are not always as expensive as people tend to think.

Travel warnings are constant. I travel for a living and am registered with what seems like half the US embassies and consulates around the world. I am constantly getting alerts from even "safe" places. It's a face of life if you travel. There are two different aspects of the alert..."Reconsider Travel" and "Do Not Travel To". The only department listed on the "Do Not Travel To" warning is the Gracias a Dios Department. Assuming you are going to Roatan, that is in Bay Islands Department. It even specifically says that Bay Islands is better policed than Gracias a Dios or other departments. As an FYI, other countries that have "Reconsider Travel" alerts are Trinidad & Tobago, Jamaica, Ethiopia, Macau, New Caledonia, Vanuatu, Bangladesh, and Colombia. I personally wouldn't have a problem going to any of those, and Jamaica is one of the most common cruise countries in the world.

I get to Tokyo and Japan a decent amount, so I have some opinions. If your destination is Tokyo itself, as mentioned earlier, Haneda (HND) is easiest. It used to be hard to get flights to HND, but the Japanese government has opened it up a lot and it's now pretty easy. The other airport, Narita (NRT), used to be the most common for longhaul flights, but not anymore. NRT is a lot further from the city, but the Narita Express train makes it easier, so if you find an option to NRT that works for you, don't cast it aside by any means. There are a million hotels in Tokyo for all budgets. You can go to Google Maps, zoom in on Tokyo, type in "hotel", and find the huge array of them. It can even provide rates for your dates and gives you a quick snapshot of where they are located within the city. I've stayed at many different places, but lately I have enjoyed the AC Hotel Ginza which is also very close to the subway (but, many if not most hotels in Tokyo will be!).

My preferred activity after midnight is to let it all hang out. Or possibly chug-a-lug and shout.

Resident or Permanent Resident? That may or may not matter, but it's an important distinction. I would say, in either case, your situation is...tough. And nobody on here is going to know the true answer. Haiti says Cuba is one of the (very) few countries that needs a visa to enter, but that may or may not apply to a cruise, and that may or may not apply to permanent US residents. So, unfortunately, reaching out to the Embassy of Haiti may be your best option. https://www.haiti.org/tourist-visa/

Hell my opinion is the opposite. I sometimes rent a car for a 500 mile roundtrip because I just don't feel like putting the miles on my own car. I also do a lot of travel in third world and developing countries where the rental cars are...far from new. I turn those damn things in to a "cheap car challenge" like on Top Gear and have experience offroading in a 25 year old Toyota Camry in rural Africa Funny thing is my insurance is actually better on a rental car too...I don't have a deductible if I crash a rental car, but I do if I crash my own car.

Ghosts

It would really depend on how you do your math. If you're just doing the math on gas, sure, it's definitely going to be cheaper to drive your own car. If you're factoring in wear and tear on the vehicle and tires, depreciation, etc. on top of just gas...then it becomes a lot closer, or even more expensive to do your own, depending on the price of the rental.