There is no better time than December to discover a still (somewhat) under-the-radar part of the Caribbean. This verdant, five square mile island has seen a lot of activity recently, from a new mega yacht club to a Soho House to the Mandarin Oriental's first property in the Caribbean. More is on the horizon for this picturesque piece of paradise, but go before everyone else discovers it.
Bali is wonderful, or at least parts of it are, but they now have a volcano issue and those flights are very long and never cheap. Machu Picchu is incredible, but it’s a place you visit for half a day or so, and they actually have their rainy season at the end of the year, so it’s actually not one of the better times to go. Actually, you might consider a trip to Argentina, which is warm that time of year, though rarely scorching. Buenos Aires is a wonderful city that is pretty good value now, and you can also visit the Mendoza wine region and Iguazu Falls and Bariloche, which are all even a bit cheaper than Buenos Aires.
If I had more information about destinations in East Africa that would qualify I would love to include them. But unfortunately, it’s one of the few regions I haven’t been to myself, and according to every source I hear, very few foreigners are visiting as well. I know many (especially wealthy) people do the safaris in that region, or they walk up Kilimanjaro, but outside that it still sounds like there is almost no tourist infrastructure or even a backpacker scene. If you know things to be different, please let me know because I’m very open to it. -Roger
The Bali thing is also kind of a mess for those on low budgets. Kuta is a headache, and pretty much the opposite of what is so beautiful about the rest of the island, but it’s also where nearly all the really cheap beds are located. If you go a bit north in that same area into Legian and Seminyak, it’s nicer, but prices also go up. And Ubud is nice, but also more expensive for hotels and such. I’ll probably rent a place in Seminyak for a few weeks, which won’t be cheap.
The rainy season in Belize doesn’t really end until early January, which is why it didn’t make the December list. Belize is definitely affordable enough to make this list and it appears for many of the following months. If you are thinking about going to Belize in December I think it’s a good choice. As you probably know, the Tropical rain patterns are such that the showers tend to come and go quickly, and they are often overnight. -Roger
December is a popular month to go cruising around Hawaii and Mexico. It’s an ideal family trip, especially with most kids in the US out of school for the holidays. Experience the Hawaii’s tropical paradise. Pick a popular cruise liner and visit ports of call like Nawiliwili on Kauai, Honolulu on Oahu and Kona on the Big Island. If the Caribbean floats your boat, we recommend taking a cruise to explore Mexico’s Costa Maya, Cozumel, Ensenada, Acapulco, Cabo San Lucas, Puerto Vallarta and more.
The eleventh month of each year brings nice fall foliage, a nice pre-holiday calm, and tons of things to give thanks for—especially when it comes to traveling. From the Big Apple to the Sunshine State and all the way to the Pacific Coast, it’s easy to rest and relax before the seasonal hoopla by escaping into the grey blue skies and cooler temperatures of late fall by attending a star-studded annual parade, adventuring into the wonderful world of Disney with the kids, or even getting away to a tropical paradise to experience a warmer weather vacation getaway.

I know Italy is the world’s top wine producer and they obviously make a lot of olive oil as well. I’ve seen on many travel shows how it’s fairly easy to visit the olive oil places, and of course most wineries have places where you can see the process and taste it. The thing is though, that even Sicily is quite chilly in December so they might close down for the season. You definitely won’t get sunbathing weather in December at all. I would say you are best off in May, June, September, and October to get good weather and not have to deal with the insane crowds in July or August. Tuscany is the easiest to reach of the 3, but because of that its beach towns are most likely to be crowded in those warm months. I hope this helps and let me know if you have any other questions. -Roger
The reason for the recommendation is that Bali is not only a yoga and “spiritual” hot spot, but it’s also the most popular island for solo women travelers in the region. The book and movie “Eat, Pray, Love” was inspired by this trend, and they have in turn inspired thousands of solo female visitors to go there and stay for long periods, particularly in and around the Ubud area. It’s gorgeous and quite cheap once you get there, and the locals are generally gentle and kind to all. Most other tropical hot spots in Asia have far more solo male visitors than solo females. Just avoid lingering in the Kuta Beach area, because it’s packed with bars and loud backpacker party people. Most of the rest of the island is quite mellow.
Make like a Viking and soak those sore muscles in one of the many outdoor heated pools, some hidden away and others modern day gathering spots. The famed Blue Lagoon is Iceland’s best-known geothermal spa with temperatures of 98-104 degrees Fahrenheit. The lagoon’s waters are rich in minerals like silica and sulfur and are reputed to have healing powers for skin problems. There are saunas, lockers, showers, and towels available for a reasonable fee as well as restaurants and a lagoon side bar. Whale watching, though not prime season, is always an option in Iceland, as is dog sledding — on snow if available or dry land if not. Either way it is an amazing experience, and the meet and greet part allows you get up close to these beautiful dogs.  The younger crowd might enjoy the Iceland Airwaves Music Festival to be held in Reykjavik this Nov. 7-10 showcasing hundreds of acts, both famous and newcomers. Venues include bars, bookshops, theaters and concert halls.
Heat your winter up and pack your backs to explore Australia. Celebrate New Year’s Eve at The Opera Gala in Sydney. Eat your way through the Taste Festival in Tasmania. And if music is your thing, we recommend checking out the Life’s a Beach Music Festival in Rockingham (30 minutes south of Perth) or experience the Woodford Folk Festival in Queensland, one of Australia’s biggest cultural festivals.
My second vacation meal was dinner that night. After walking almost ten miles at the park, the hotel, and spending the late afternoon swimming in the pool, we did dinner at the hotel restaurant before heading back to the park to ride a few things one last time. Dinner (Meal 2) consisted of pot roast with carrots and mushrooms (I asked them to go light on my carrots and they did a very good job of it), and a side salad that I again topped with salt, pepper, and blue cheese dressing.
Hmmm…there may not be a Wow Factor in Puerto Rico, especially if you are that used to Caymen. I was thinking more about a really nice place that was easy and with great weather. Costa Rica could have the Wow Factor, however. The country is something like one-third national parks and it is packed with great scenery and adventure activities. It is the zip-lining and canopy tours capital of the Americas, so there are many great options along those lines. And there is the volcano and hot springs and really nice beaches. I’m not sure what you’d consider a Wow Factor, but Costa Rica is probably the most Wow destination other than Hawaii.
If you are referring to days trips and that sort of thing, it will be much cheaper if you book once you get there. In Vietnam in particular it’s amazing how cheap tours can be if you book them through your hotel. I once did a 6-hour bus tour to Mỹ Sơn, which is near Hoi An, and I think I paid about US$6. It even included a boat ride and a basic lunch. That same day tour online would probably cost US$30 because the booking company takes a share and there is very little competition.

However, I would probably recommend staying closer to the US, unless you are really interested in the Asian cultures or that kind of experience. If you are mainly just interested in family time and a fairly easy holiday for all, and you aren’t specifically interested in getting to know an Asian culture and its food, I think I’d stay in the Americas.

I’m happy to try to help. It’s hard to say whether one 30-day trip would be better than several shorter trips. On one hand, it’s much more efficient to go for a month because it obviously saves you all the going back and forth. Also, one week is a short time to go 7 or 8 time zones away, as it takes pretty much an entire day each way, and at least a few days to adjust to the time change. Hmmm…

Hello Roger, we thats me, my wife, our 2 year old daughter and parents inlaw are planing our december vacation. Our starting point is philippines. We have been to thailand last year and are looking at vietnam , cambodia or laos for this year. We are not much for beaches and party but we like culture, history and beautyfull landscapes and warm weather and good food. We are greatfull for ideas and tips that point us in the right direction. Thx a million.
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