How do I select a beginner destination?

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Here's how I plan my trips, as a seasoned traveller. First, I have a list in my head of places I might be interested in. Venice, for example. Or, if you were traveling in June, seeing the midnight sun north of the Arctic Circle. Or Australia. Mexico. Fairly vague, large categories. In your case, "northern Europe" seems like a plan and I might get out a map and choose a handful of cities.

Second, the criteria I'm going to use for this trip, which are not the same every trip. You have some listed there already: don't need two days to get there, has some hiking and nature, not super hot, easy to find someone who speaks English in a hotel or restaurant, not super expensive.

Third, cross some things off your vague list for not meeting these criteria. If you feel really bad crossing one of them off, feel free to change your criteria. This is your trip. Also consider adding research. For example, if the only Caribbean destination you've heard of is super expensive, take half an hour and see if others are cheaper. Find out if there are interesting nature hikes near Venice or whatever.

Fourth, do some serious research into the places you have narrowed it down to. I typically build a huge document that has hotels, restaurants, pictures of scenery, trail maps for hikes, links to websites of museums, maps, and so on. I paste in bits and pieces from review sites, trip reports, and hotel web sites. This will probably be internet searches, but you can also go read guide books for an area in your local library, and ask specific questions here, such as "Is XYZ open in October?" (When we went to Bermuda in November, many beach restaurants and stalls were closed even though it was hot and sunny.)

Fifth, run the budget for whatever destination appeals to you the most after doing all that research. Plane tickets, hotel, admission to parks or museums or whatnot, guesses of restaurant meals, and don't forget "transfers" - the cost to get from the airport to the hotel, the hotel to the hiking trail, and so on. Renting a car will cost more, but give you more freedom. In some places you can't really get around without a car, and in others there are trains, trams, buses and whatnot to everything. Also remember you're going to want to buy souvenirs: postcards, a hat, a Tshirt, a Christmas ornament, a knick-knack of some kind.

Sixth, make a decision. Some things you will have ruled out for cost, others for not having enough that interests you (even though other people may love them), and still others because you would want to spend 3 weeks there so you'll go some other year. If you can't choose, get back into the research. The second-worst case is that you'll have two places you would really enjoy and can afford - you can go to one this year and one next year! The worst case is that everything you thought of is over budget. You'll need to think of cheaper destinations or find a way to chop the budget down. Knowing what the biggest contributor to your costs are is key for that. On most trips it's the hotel, but not always. Then loop back to the "research" phase to find alternatives and redo the budget, then find yourself once again at "decide."

I really enjoy going to a restaurant I chose in advance by my internet research, and I also really enjoy just stopping into a place that looks interesting, or that was recommended by someone I talked to in the destination. So plan, but don't overplan. Leave some holes for serendipity.

Upvote:-1

I'll make two suggestions:

  • A cruise. A 7 Day sailing takes you to multiple ports and you can be as active or inactive as you want. It's a great first step since you don't have to plan any of the logistics other than getting to the embarkation port
  • Walt Disney World. Other than the flight, long you for, not for the GF, it's an easy destination with lots to do. While we do speak 'Murican over here, it's close enough to English where you won't have any problems ;). October is a great time to visit Orlando to boot.

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