Actually, all of my best suggestions for those things are in the article above. One challenge you’ll have is that all popular tropical destinations have their peak weeks at the end of December because so many people in cold areas have that time off. So flights to Central or South America are going to be fairly expensive, although buying soon can help. For hiking and views I think Costa Rica could be a good choice, or Nicaragua. You could also go to Bariloche in Argentina, though it’s probably not worth going all that way unless you were also going to spend some time in Buenos Aires and such.
Your Munich plan sounds good. It can be fun to actually spend a full night in a town like Rothenburg ob der Tauber because it’s filled with day-trippers in the day and you almost have it to yourself at night. But it’s small enough that one night there would be enough. Nuremburg is quite a large city, and you might even stay there a night or two as well. I don’t know if I’ve ever heard of anyone saying they enjoy the cold and the rain, but if you do you’ll love it there. Fortunately, nowhere in the popular parts of Europe do they get extreme winters, and there is a good chance you won’t even see any snow in those cities. Most people are looking for the warmest places, which can be found in Portugal and Spain, but since that isn’t you I think your plan is good. Christmas is a big deal in some European cities such as Rome, but not a huge deal in others. Most businesses will be closed that day in nearly all countries, but of course hotels and many restaurants will be open. I hope this helps. Let me know if you have any other questions. -Roger
Another reason to consider Dubai is that the busy airport has cheap non-stop flights coming in from almost every major airport in Europe and Asia. As a result it's popular to book long weekend trips of 3 or 4 days to Dubai, where you can enjoy some sunshine and shopping before flying back home where it gets colder by the day. You might also consider stopping for a few days in Dubai and then moving onto somewhere else with cheap direct flights such as the Maldives.
Two other suggestions would be India or Sri Lanka. Except for a few beaches in Goa, neither of those attract the party crowd, and both are excellent for scenery and culture. India is cheaper as long as you minimize time in Mumbai and other big cities, but that is good advice for many reasons. Sri Lanka is a bit better organized, and on your budget it is good value and easily affordable. There are good beaches along the south coast of Sri Lanka, but India is probably better for beaches.
Another reason to consider Dubai is that the busy airport has cheap non-stop flights coming in from almost every major airport in Europe and Asia. As a result it's popular to book long weekend trips of 3 or 4 days to Dubai, where you can enjoy some sunshine and shopping before flying back home where it gets colder by the day. You might also consider stopping for a few days in Dubai and then moving onto somewhere else with cheap direct flights such as the Maldives.
I’m not really an expert on surf destinations and even less so on skate parks, although I am aware of many places that do have good surf beaches. From Ireland I think your two best bets would be either Rincon, Puerto Rico, which has the best surfing in the Caribbean and is good for longer rentals like that. You could get a reasonably priced flight into San Juan, which is also a really nice place with some surfing and great beaches, and then hire a car for the drive to Rincon.
Writer, photographer, potato aficionado. In 2015 I sold all my belongings, ignored mum’s advice, and left to travel through 28 countries in one year. Lessons learnt: beer is tasty, Nepal is life, and I regret nothing. The word ‘adventure’ is great, whistlers are not, and once I took a 44-hour bus ride from Malawi to Johannesburg which has led me to make better life decisions ever since. I’m also one half of The Common Wanderer blog, follow along at @thecommonwanderer
Actually, all of my best suggestions for those things are in the article above. One challenge you’ll have is that all popular tropical destinations have their peak weeks at the end of December because so many people in cold areas have that time off. So flights to Central or South America are going to be fairly expensive, although buying soon can help. For hiking and views I think Costa Rica could be a good choice, or Nicaragua. You could also go to Bariloche in Argentina, though it’s probably not worth going all that way unless you were also going to spend some time in Buenos Aires and such.
The idea of holidaying in a country where the depths of winter are approaching may seem a little counter intuitive but stick with us. The aurora borealis, or Northern Lights, is the best light show on Earth, and a trip to Iceland in November is the perfect ticket to see them. Explore thermal geysers, stunning waterfalls, and epic glaciers by day then stay up late and watch the skies dance with green light by night. Just make sure you pack your thermals though – the average day time temperature only reaches highs of 4c (40F)!
I’m sure you’ll have a great time. I don’t have any good suggestions for where to celebrate Christmas, but I’m sure you’ll have no problems finding something by just walking around or checking online. The top draw in Barcelona is the architecture, and especially the 20th Century buildings by Gaudi. I recommend the hop-on, hop-off bus tour because it allows you to see almost all of the famous buildings from the street in just a few hours. Park Guell is worth a visit, but of course the main attraction is the Sagrada Familia cathedral. Check opening times and reserve a ticket in advance if you can.

It’s unfortunate and heartbreaking how many times I have recommended San Juan, Puerto Rico in the last few years. Once they get the power back on I’m sure it’ll be back to normal fairly soon after that, but I’m guessing probably March or later. And fortunately, Nate missed the Cancun area for the most part. Have you considered somewhere in the Cancun/Playa del Carmen/Cozumel area? I’m particularly fond of Playa del Carmen, and that flight to Cancun should be pretty reasonable for you.
Yet another option would be Goa in India. November is a very dry month there. Goa has a reputation as a party destination, but most of the small beach towns there are actually family friendly. If you’ve never been to India before it can be a bit challenging because it can feel disorganized at first. But it is safe and the locals are very kind and gentle. Those are a few options and I hope this helps. Let me know if you have any other questions. -Roger
If you are going to that region I suggest you visit a site called travelfish.org, which is by far the best website on SE Asia and it’s run by a friend of mine who lives in Bali. They have busy forums where you can ask questions and quickly get them answered by experts on every imaginable topic there. I’m happy to help more as you are planning, so let me know if you have any other questions. -Roger
November is a pretty slow month all over the Caribbean. I just tried a few random dates in the middle of the month and I’m seeing all-inclusives starting at US$142 for two people including all taxes on Expedia.com. There are many more closer to US$200 per night, including many that get very good guest reviews. I stayed at Bahia Principe Luxury Ambar, which is an adults-only hotel within their huge complex there, and rooms are US$198 per night for two people, fully all-inclusive. So the resorts are showing some very good rates considering the quality you get there.
Pay homage to the Native American heritage of the U S of A by taking in the sights and sounds of Arizona’s capital city for pure rest and relaxation before the holiday season. Phoenix anchors a sprawling, multicity metropolitan area known as the Valley of the Sun, which is highly regarded for its luxury resorts, vibrant nightclubs, designer golf courses, and long lasting sunshine and warmth—even through the winter months. Attractions include the Heard Museum and the Pueblo Grande Museum & Archaeological Park. Be sure to check them out!
Two of the easier other choices would be London or Madrid. From Amsterdam you can take a train to Brussels and then change for the Eurostar train to London, or you can fly. From London to Barcelona you’d want to fly for sure. If you chose Madrid you can go to Amsterdam and then fly to Barcelona and then take a train from Barcelona to Madrid in only 2.5 hours.
On my own trip I spent 3 nights on the North Island after leaving Auckland, and then 4 nights on the South Island. The South Island is more scenic and interesting, and much less crowded, so I would have liked to have stayed another 2 or 3 nights if I had the time. So I’d recommend 3 or 4 nights on the North Island and 5 to 7 nights on the South Island. With smaller towns and smaller crowds on the South Island, that is the better place for star gazing, though most of the North Island is fairly empty as well. It’s an amazing place and I’m sure you’ll love it. Have a great trip. -Roger
If those flights are too expensive you might think about going somewhere else in Mexico or to Costa Rica. The area around Cancun including Playa del Carmen and Tulum and Cozumel has a LOT going on. And if you’ve been there you could instead go to the Puerto Vallarta area, which is very different and also great. For activities though it’s hard to beat Costa Rica. I think they invented zip-lining and the country is about one-third national parks with all kinds of fun activities. Let me know if you have any other questions. -Roger 
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