On the hunt for a non-traditional ski vacation? Look no further than the Japanese Alps. According to American Express Travel, the region has seen an increase in bookings during the holidays in recent years. And while December has historically been less popular than Japan’s peak season—April-November—adventurous travelers are now intrigued by the wilderness of Japan in the winter. The Hida, Kiso, and Akaishi alps are home to indigenous snow monkeys, volcanoes, and lava plateaus, plus, visitors are drawn to the area for its pristine ski offerings, natural hot springs, and rural hiking.
When you mention, “not too touristy”, the first thing that comes to mind is San Juan, Puerto Rico. I’m not sure if you’ve been there already or not, but one great thing about it is that the “tourist” areas close to Old San Juan are filled more with apartments than with hotels, unlike Cancun, where it’s nothing but hotels and timeshares. I can highly recommend the Condado neighborhood, which does have some large hotels but is mostly apartments for expats and seasonal visitors. There is even a free bus that goes from there to the heart of Old San Juan, which is a gorgeous colonial town filled with great restaurants, bars, and interesting attractions.
Get acquainted with San Antonio on a River Walk boat tour as you pass restaurants, shops, historic architecture, and the Museum Reach, a 1.3-mile section with art installations and native landscaping. November weather, in the mid-60s, makes outdoor activities comfortable for exploring the city and enjoying the month’s events. November begins with Dia de los Muertos, the traditional Mexican holiday that remembers those who have passed away. Music, processions, performances, and costumed dancers will pay tribute in Pearl Park (Nov. 1-2) and Market Square (Nov. 3-4).
In South America, and you start getting into some longer flights here, the best and safest places are Argentina, Peru, and Chile. I’m not sure if this helps you much, but at least it should let you know that you were thinking along the right lines already, and there are no obvious places that you’d overlooked. Let me know if you have any other questions. -Roger

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.
Hawaii, as you probably know, would be great for what you have in mind, except that there are no cheaper options there at all. After that I agree with you that there are places in Mexico that could work. One in particular that I like a lot is the area around Playa del Carmen, which is just south of Cancun. It’s a lively and tourist-friendly town, instead of a strip of big hotels like Cancun, and there is a wide range of activities and accommodations in different price ranges.

Either way, my favorite warm-weather destinations near North America are San Juan, Puerto Rico, Playa del Carmen, Mexico, and Puerto Vallarta, Mexico. All 3 of them have very interesting towns that are also on lovely beaches so you have nightlife and culture mixed with beaches and water sports and whatnot. You might get low 30s for daytime highs in October, but it cools off in the evenings and it’s pretty nice. Let me know how that sounds and if you have other ideas I can add more information if you like. -Roger


Can you give me any suggestions, we would be coming from Milwaukee/Chicago area, looking for a all inclusive safe tropical warm beach trip that’s not too pricey ($2,000/ couple) for 5 days for two people maybe 4 people if another couple comes with us. Looking to travel in October or November this year. We love beautiful scenery, lots of different activities, like tours, wild life, kayaking, parasailing, etc.

As for Indonesia vs. Philippines, I’ve been to Bali quite a few times but I haven’t been to Bandung. And for the Philippines I’ve spent time in Manila and in Tagaytay just to its south, and I don’t think I’d recommend those for a longer trip. And I also spent two weeks on Boracay Island, which is quite nice, but it’s small and also a place I wouldn’t recommend for a longer trip like yours. For information on Indonesia you might go to my friend’s site – travelfish.org – which is an excellent resource. Unfortunately, they don’t cover the Philippines yet. Best of luck with what you end up doing. -Roger
Get acquainted with San Antonio on a River Walk boat tour as you pass restaurants, shops, historic architecture, and the Museum Reach, a 1.3-mile section with art installations and native landscaping. November weather, in the mid-60s, makes outdoor activities comfortable for exploring the city and enjoying the month’s events. November begins with Dia de los Muertos, the traditional Mexican holiday that remembers those who have passed away. Music, processions, performances, and costumed dancers will pay tribute in Pearl Park (Nov. 1-2) and Market Square (Nov. 3-4).
My other two suggestions are San Juan, Puerto Rico and Cartagena, Colombia. Both cities have really wonderful colonial districts and modern resort districts nearby. San Juan is more expensive, but still reasonable, and it has far better beaches. Both have a bit of rain in November, but it tends to come and go quickly. You’ll get similar rainstorms in most of the Caribbean in November, so it’s a bit tricky. I hope this helps. If you had something else in mind let me know and I’ll try again. -Roger
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