If you are looking for a cheap, beautiful, and relaxing beach destination during December then Goa is ideal. This has become hugely popular with package tourists from Europe and Israel (and more recently Russia), and the facts that pretty much everyone speaks English and there aren't many cultural opportunities means that it's a perfect place to just vegetate in a beach chair for a week or two.
My girlfriend and I want to plan a trip anywhere from December 24th ish to January 6th ish mainly for my bday and new years to get away from south Florida! Last year we went to Colorado which was awesome but I’m not sure we want another cold vacation though it’s not out of the question! Saw your blog and Bali looks awesome but very expensive flights! Been to Costa Rica which was pretty cool and always kinda wanted to see machu pichu too. Even maybe somewhere in Europe or the Mediterranean would be great but have to keep the budget down too as we don’t have a ton of money to blow! Any insight or recommendations would be greatly appreciated! Thank you!
Adrenaline junkies should make for Tasmania’s Franklin-Gordon Wild Rivers National Park for roaring waterways and world-class river rafting. Punctuate your trip by exploring the surrounding scenery, from rocky gorges and mountains to tangled emerald rainforests. In Alta the snow has arrived but the crowds haven't, so get there quick to make your mark on some of the USA’s finest ski terrain.

First of all, applause to all your kind help (and your time). My 8 years old boy and I want to travel in December to a warm country and I am a little bit nervous to be only two of us since my hubby could not join us. I am just wondering if Costa Rica (or Brazil) safe to travel for a woman alone with young kid? Any other safe countries in your mind (with affordable price)? We live in D.C and don’t want to fly too far like Asia, Australia, etc. We have been in Dubai and Mexico.
In Laos, Luang Prabang is a really lovely city, and Vang Vieng is nice, but Vientiane is kind of plain and probably not worth a stop. I don’t think I’d recommend Laos for a multi-generational trip, unless you just want to fly into and out of Luang Prabang. Laos is really interesting for backpackers and adventure travelers, but it’s behind the times for family travel.
The 2nd option is a bit early in the year. The Greek Islands are cold and mostly deserted until mid April or so, and the good weather really starts in May or June. This is true in Mallorca as well. The Canary Islands are much farther south so they have acceptable beach weather almost all year, although you might get some cooler days in March as well. Even still I wouldn’t really recommend them for a younger person. In my opinion, the Canary Islands are pretty boring because the majority of visitors that time of year will be retired people from northern Europe who just want to sit in the sun. The nightlife tends to be cheesy and/or weak if you can find it at all. Let me know if you have any other questions. -Roger

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
If you really want to see the city up close, visit in November or December, when the crowds have dispersed. Hotel prices are comparatively low, and gondoliers are more appreciative of customers. And once you have your fill of religious art, head for the Peggy Guggenheim museum, which displays 20th-century American and European art in a home and garden setting. Note: October through January is the time of acqua alta, when Venice may flood. Usually it's not severe, and the city puts up wooden walkways for visitors and residents to traverse the water.
Australia is so large and varied that one cannot simply say ‘go to Australia in November’ and expect everything to be fine beachy. That said, November is probably as close as it gets to being perfect weather country-wide. The tropical rainy season in the North hasn’t properly settled into humid downpours yet, while the cooler southern states of Victoria and Tasmania are shaking off the winter frost and basking in warmer days. Vino and meals are taken al fresco, outdoor music and food festivals pop up everywhere, and beaches across the country begin to buzz.
December might be the only month of the year in the Canary Islands where very few people would consider sunbathing. Still, compared to everywhere else in Europe, Tenerife is balmy. The largest and most English-speaking of the Canary Islands, Tenerife is no mystery to the hundreds of thousands of northern Europeans who spend a month or more here every year.
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.
There are snack stands everywhere at the theme park, and I can tell you from the experience of at least yearly visits that most choices at the stands are decidedly NOT keto-friendly. In recent years they’ve added what I’m sure they consider “healthy” choices, but most of those consist of yogurt and fruit with dip. You may, upon occasion, come across some carrots and celery with dip, but it’s very hard to find.
We are a couple that are trying to find our honeymoon destination. We start from Italy so south America is kind of out cause the plane tickets are just too much. We love adventures nature, not so much for cities…and we’ve been to thailand sri lanka philippines and my partner now wants something little bit different to see, different scenario 🙂 im in love with Asia 😉
Based on your description, you definitely want to go to Costa Rica. The neighboring countries have many similarities, but Costa Rica is the shining star in Central America for tourism. They have endless national parks and nature sights, but also lovely beaches and adventure activities. The area in the north around the town of Tamarindo is the more luxurious part of the country, but there are many other beach towns on both coasts that could work for you. You will also probably want to spend one or more days in the Arenal volcano area, which has many other great activities. The Caribbean coast is more laid back and less family oriented, so better to focus on the Pacific. Have a great trip. -Roger
hi we have 3 boys age, 9, 7 and 5. we want to go on a two week holiday anywhere ( not europe or africa)over december for christmas and new year. we are from england. where is the cheapest to go/ fly to for a beach holiday and some day trips to experience the culture of the country? some tips on where to stay,best towns for families, and is package holidays better than booking everything individually? many thanks

Trekking in Nepal during peak season might not sound like the most sensible choice for penny-pinching backpackers. But you can still enjoy the ideal weather without spending a fortune on in-demand hotels and expensive permits if you're happy to swap big-name trails, like Everest Base Camp and the Annapurna Circuit, for quieter treks to Kanchenjunga Base Camp and around the Langtang Valley. Idyllic conditions (dry but not witheringly hot) are also on offer in Rajasthan, one of India’s most vibrant and varied states. Chug between notable, attraction-rich cities like Jaipur, Jodhpur and Udaipur on an atmospheric and wallet-friendly Indian train, snacking on spicy pakoras and sipping sugary chai en route.
Impressive year-round, November in Sedona is a feast for the senses, offering perfect temperatures and colorful fall foliage along with its majestic red rocks. Sedona is rich in wellness activities, spa treatments, art galleries, and locally-made arts and crafts. Along the Verde Valley near Sedona, quaint wineries with passionate winemakers offer personal tours and tastings. Red Rock State Park, a nature preserve with stunning scenery, native vegetation, wildlife, and a wide variety of birds, is popular with hikers. Visitors can also tour by jeep, horseback, hot air balloon, or helicopter. Many travelers hike among the red rocks seeking the much discussed vortexes—places of energy that are said to come directly from the core of the earth. Whether they are truly healing areas is not clear, but there are believers who experience spiritual effects and others who simply enjoy the breathtaking views. L’Auberge de Sedona Resort, centrally located in Sedona’s Red Rock Country, provides access to these activities in addition to both fine and casual dining featuring seasonal menus and locally sourced foods. Accommodations are available in the main lodge or in secluded cottages with panoramic views and exquisite rustic indulgence.
From Atlanta, the places that come to mind with the theme of “nature” would be Costa Rica and Belize. Costa Rica is probably the better choice, as it famously has around a third of its land as natural parks. Much of it is jungle, and they have all sorts of activities including zip lining, but also canopy tours and much more. There is also the Arenal volcano there, which is really nice and has some fun hot springs around it. They also have beaches, of course, but there is plenty in the interior of the island to keep you busy. If you know a bit of Spanish, it helps, but most other visitors know little or none.

It can still be rainy in Belize in November, so it’s not an ideal time to visit. I quite like Belize and there is a lot to do there, including of course the second largest coral reef in the world. You can also head over the Guatemala border to visit Tikal and even down to Antigua for something different. You don’t get many great beaches there, but aside from that it is great.


As December begins in the Caribbean, the hurricane season is officially over and the weather is pretty much perfect by any standard. Punta Cana is the Dominican Republic's most popular resort areas, especially for those who aren't particularly interested in absorbing the local culture. This is a resort area with wonderful beaches and not much history.
Based on your description, you definitely want to go to Costa Rica. The neighboring countries have many similarities, but Costa Rica is the shining star in Central America for tourism. They have endless national parks and nature sights, but also lovely beaches and adventure activities. The area in the north around the town of Tamarindo is the more luxurious part of the country, but there are many other beach towns on both coasts that could work for you. You will also probably want to spend one or more days in the Arenal volcano area, which has many other great activities. The Caribbean coast is more laid back and less family oriented, so better to focus on the Pacific. Have a great trip. -Roger
Even if you can't sunbathe, the weather is still reliably pleasant all the time, with almost no rain. Weekly and monthly apartment rentals here are very popular, but there are plenty of hotels and hundreds of restaurants for those coming for shorter periods. If you want to be with the most English speakers you'll want to focus on the southwest area of the island around Los Cristianos and Playa de la America.
When it comes to real R&R, it’s hard to beat a golden stretch of sand and the soothing sound of lapping waves, and in November two magnificent beach destinations come into their own. Goa has been attracting sand-seekers for centuries, and while Anjuna is no longer the fabled hippie enclave it once was, serious solitude can be found on sands at the extreme north and south of the state, with spots like Mandrem and Agonda offering little more than slanting palms and a scattering of welcoming bungalows. Though equally stunning, Australia’s Sunshine Coast offers the polar opposite, with hip vintage shops and fancy restaurants enticing land dwellers while large offshore swells entertain water sports enthusiasts.
Thailand is far more different and it’s easier to get around. The tourist areas are quite modern and well organized, and enough people speak English that it’s easy to do whatever you like. Again there you have choices of cooler areas in the north such as Chiang Mai, and of course Bangkok, as well as all of the islands. Let me know if you have any questions. -Roger
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.
The biggest single highlight in the region is the Angkor Wat temples near Siem Reap in Cambodia. It’s one of the most impressive tourist sights in the entire world, and Siem Reap is a fun and mellow town that you can linger in for a while. Vietnam is really lovely and cheap as well. The food there is excellent, as it’s a fusion of French and traditional Asian. You can go from Ho Chi Minh City in the south on the train to Hoi An near Da Nang, and then up to Hanoi to see Halong Bay. I wouldn’t start in Vietnam because it can be a bit trickier than the others. In the rest of the region it’s easy to book tours and buses and such, but in Vietnam the travel agencies are a bit harder to trust, so you have to be more careful. Things there are very cheap though, so even if you pay more for a reputable agency, it’ll still be cheap.

If you are interested in a place that isn’t focused on beaches in that area then I’ll point you to some recent answers just above where I mention the charms of Chiang Mai in northern Thailand, or Luang Prabang in Laos, and/or Siem Reap in Cambodia. All of those are wonderful places with temples and other sights, and they are quite affordable once you are there as well.

Those wanting to hike to Machu Picchu will also find this to be an ideal month, since getting in a group will be easy even without much advance notice. The train to Machu Picchu is expensive year round, and reservations should be easier to get the day before this time of the year. Hotels are always cheap in Cusco so you can afford to get something nicer than you are used to this month.

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The great thing is, many hotels that have rooms with kitchenettes don’t charge more (or it’s minimally extra) than what a normal room would be. Be sure you call in advance to make sure you’re getting a full kitchen. We spent one night at a hotel that claimed they had a kitchenette, but it was really only a dorm room size refrigerator and a microwave.
As for the hurricane, it’s true that it did go through that area a few days ago, but I think that was the first one in almost 10 years to do so. In other words, it’s an extremely rare event, and even when it does happen, they know about it long in advance so everyone is evacuated or safely sheltered. Also, the “Hurricane Season” technically goes through the end of November, but November hurricanes are actually far rarer than the earlier months. Personally, I love to book into places like Punta Cana during that season because the weather is the same about 95% of the day, and prices can be half as much as December or January.
Congratulations. In order to help you I’d have to know your starting point and also whether you are more interested in cities and culture or beaches and relaxation. November is a tricky month for beaches since it’s a very rainy month in most of the best and cheapest beach areas and islands in the Northern Hemisphere. But if you give me a bit more info I will try to help you the best I can. -Roger
If you are very sensitive to humidity (I normally am, to be honest) then you’ll find more pleasant weather pretty much anywhere else in Southeast Asia in December. It can actually be cool at night in places like Chiang Mai that month. On the other hand, I LOVE Bali and I’ll probably spend all of next February there, which is still in the wet season. I’d still seriously think about Bali if I were you.
While the most recent hurricane has hit some areas of Florida pretty hard, most people know that come wintertime, the further down south or towards the desert you go, the warmer the weather will be. This tried and true fact makes November one of the best times to visit Florida, especially for travelers wanting to engage in lots of opportunities for nature-viewing. You won’t need binoculars in the Sunshine State to spot the sight of wintering birds at Florida’s Merritt Island National Wildlife Refuge -- they make an annual pit stop along the major migration corridor located near Cape Canaveral. You and the entire fam can also stare at a colorful gathering of pink roseate spoonbills that hide out in various estuaries around the area come November.

One more destination to consider is Dubai. Its beaches are a small part of the charm, and the whole place is very impressive. Shopping is probably the most famous activity, but there is plenty more, and flights there are quite cheap from Delhi. Hopefully one of these options sounds good. Either way, feel free to follow up if you have other questions. -Roger
More good news comes with the fact that there are two other great resort areas that are each about 90 minutes by shuttle from Montego Bay Airport, so you can almost as easily reach Ocho Rios or Negril, both of which have a different vibe that you might prefer. Bargain hunters will also find pretty amazing prices at the all-inclusive resorts, particularly those in Montego Bay and Ocho Rios. If you prefer a quiet beach area lined with smaller hotels, restaurants, and bars, then head to Negril.
If you’ve got 5 to 7 days and are starting in India I don’t think you want to fly halfway around the world, so it’s probably best to go somewhere between Dubai and Bali. Dubai has cheap flights from most places and it’s very family oriented with large play parks inside shopping malls and that sort of thing. You could get an apartment there in one of the many apartment-hotels for a reasonable price, and the December weather should be pretty good as well.
The hotel rates all over Goa are highest in December and January, but in Anjuna or Vagator they still start at around £10 per night for a private room with ensuite. The cheap places are quite shabby, so it might be worth spending more. Vagator has an amazing beach, but it’s often filled with Russians these days. Anjuna is famous for its beach raves and music scene, but I’ve honestly heard nice things about many other beach areas in Goa.
If you do want to go to Thailand then Bangkok is the obvious starting point and it’s a wonderful city. You also want to visit Ayutthaya, which you can do on a day trip but it’s better to stay a few days. Chiang Mai is the highlight of the north, partly because it’s insanely cheap and the weather is a bit cooler than Bangkok. Luang Prabang is another town not to miss and it’s fun for at least a few days. Don’t bother spending much time in Vientiane though.
The period between November and April is the Philippines’ “dry season,” which is generally considered the best time of year to visit. And while February and March can be unbearably hot, in December, you’ll find pleasant temperatures and sunny days. Start your trip in Manila (check out the funky Henry Hotel in Pasay City), then retreat to one of the country’s picturesque private islands. Our recommendation? Amanpulo on Pamalican Island, where there’s something for everyone: scuba diving, moonlit boat rides, tennis, yoga, and five-star service.
The second trip will be the second week of December from the 13th to the 19th. Also warm place with adventure and tourism. Im going with my best friend. I was thinking one of the islands of the Caribbean or Latin America ( since I can travel freely to most of them without the process of getting a visa) but I’m not sure which ones where not affected by Irma.
I need some help planning my honeymoon which will be around the last week of November. We plan to spend anywhere from 9-12 days. We aren’t big beach sitters(a day or two by the beach would be enough). I love culture and buildings and my fiance is shopping and nature. I always tend to lean towards going back to Europe but the weather in late decmenber is kind of a detourant. One big issue is my fiance vetos anywhere that is on the CDC’s list of Zika virus areas. We were going to go to Argentina and Chile, but Argentina is now on the list. i’ve considered is still doing Chile(risk is when will it join the rest of south and central america on the zika list), Morocco, and i always think italy is a good option.
This country-style dish from vegetarian cooking icon Deborah Madison is delicate and delicious and makes a lovely side dish for turkey. The recipe calls for baking it for 50 minutes in a 375 degree oven, but the results can be achieved in a 325 oven – the temperature for most turkey recipes – so it can be baked at the same time as the bird (provided your oven is large enough). Just allow 60 to 70 minutes total baking time.
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.
As you suspected, this is a tricky one. Most of the places that would work for you are having a very rainy month in November, so it’s not a good time. Thailand would actually be a good choice if you can deal with the travel time. The rainy season there ends in October and yet the crowds don’t start appearing until December, so you get low hotel prices with nearly perfect weather. As mentioned, all of the good options in Central or South America have a wet season in November. Argentina could be a good option, as November is late spring there, and it has everything you are looking for. The flights to get there are also fairly long though.

I’m looking for some ideas for driving holidays and have a month off over December and January. I’m not into trekking and looking for good warm/hot places to visit for the less mobile. Went to South Africa last year which was amazing. I like diversity, definitely not into trekking or just laying on a beach. Ideas that are floating around in my head are Bolivia, Chile and Argentina (worried about accessibility and state of roads) but loved Buenos Aires when I went there. Was also considering NZ with a fun stop on the way. I’ll be flying from the UK and will be solo.


The rainy season is over so it's an ideal time to base yourself in Chiang Mai for some outdoor activities in the area. There are temples like crazy in the city center between the old walls, but even more interesting ones in the area just around Chiang Mai. There's also great trekking and such, available quite affordably from any travel agency in the city.

I need some help planning my honeymoon which will be around the last week of November. We plan to spend anywhere from 9-12 days. We aren’t big beach sitters(a day or two by the beach would be enough). I love culture and buildings and my fiance is shopping and nature. I always tend to lean towards going back to Europe but the weather in late decmenber is kind of a detourant. One big issue is my fiance vetos anywhere that is on the CDC’s list of Zika virus areas. We were going to go to Argentina and Chile, but Argentina is now on the list. i’ve considered is still doing Chile(risk is when will it join the rest of south and central america on the zika list), Morocco, and i always think italy is a good option.
It’s no wonder this charming southern city has become an increasingly popular destination over the past few years among domestic and international travelers alike. You’ll find rich history, delicious food, swoon-worthy architecture, and of course—perhaps most importantly—unparalleled southern hospitality. Mild temperatures (think high 60s and low 70s) during the month of November make it an ideal time to visit. While you’re in town, be sure to check out the new South Carolina Historical Society Museum, which opens in September. The building is a National Historic Landmark, and promises to be a major draw for history buffs. There are plenty of great boutique hotels to choose from, but our favorites include 86 Cannon, Zero George, and The Dewberry.
While the Caribbean destination tends to overflow with families during the holidays in December, go a month earlier and you’ll be treated to sunny days sans screaming kids, plus less expensive airfare. “November is my one my favorite months. The hustle and bustle of high season hasn't kicked in, average temperatures are in the 80’s, and the water temperature is lovely,” says Michael King-Hew, the proprietor of Kamalame Cay, a private island resort in the Bahamas. King-Hew specifically suggests for the resort's annual wellness retreat. “It’s the perfect way to get rested and in shape before the start of the hectic holiday season.”
Hi great site it’s very helpful! My husband and I are looking to do a last minute vacation to somewhere with warm beaches next mid November (14-21). We live in California so don’t want to travel to far more than 8 hours flight. We’re looking into Kauai, Cancun, Costa Rica. Weve been to Maui and Oahu, Puerto Vallarta and recently Bahamas last November. Any recommendations? Thanks in advance!
Plus, Colorado is home to the world-renowned Breckinridge, a historic town at the base of the Rocky Mountains’ Tenmile Range that’s well-known for its ski resort, year-round alpine activities, and Gold Rush history. You’ll also find tons of shops, galleries, and restaurants housed inside colorfully-painted Victorian buildings, along with four whole mountain peaks that provide 2,358 acres of enough variety to suit even the most seasoned of skiers, boarders, or even snow-shoers. It’s also important to mention that last season, the Summit County municipality saw 447 inches of snow. Lifts open up in November, so what are you waiting for?!

To the life aquatic now and Micronesia’s little-known islands scattered in the Pacific Ocean, which serve as the mating grounds for giant manta rays. With wingspans that can reach up to 5m, the chance to dive alongside these dancing behemoths shouldn’t be missed. From colossal to downright cute, rare (and ridiculously adorable) pygmy hippos can be found in Sierra Leone, once you've had your fill of lounging on palm-fringed beaches.
Walking along the city's tree-lined streets, you'll notice that Spring is in full bloom come November, with vibrant jacarandá flowers dripping down over building facades. The weather is balmy and hotel rates are slightly lower for "shoulder season," which makes it the perfect time of year to plan a visit. Buy tickets to a soccer match, check out one of the world's most beautiful bookstores (El Ateneo Grand Splendid), and catch a tango show at a local theater. Looking for more inspiration? Check out our "10 Things to Do in Buenos Aires" guide.
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.
Hmmm…this is a tricky one. Since you want to get out of SEA, you might have to go a long way to reach someplace that could be considered cheap and also has decent weather in December. Japan and South Korea will be cold, and not really cheap. If you go south you hit Australia, which is very expensive by most SEA standards (although not bad by Singapore standards). Perth is obviously closest and it’s a real city, and of course Sydney and Melbourne will be in early summer in December so those could work if your budget allows. Brisbane and Cairns are both known for outdoor activities, although nightlife might be tough for teenagers and there are no real cultural sights.
If you are looking for something far less developed than Phuket or any other Thai island, Boracay might be for you. This gorgeous strip of sand is a bit out of the way, but partly because of that it still feels only partly discovered. You'll spend your days relaxing along White Beach or walking up and down the sandy paths that serve as the only real form of transport for most people. Many visitors come every year, and quite a few of those never seem to leave.
Located just 90 minutes from New York City, the quaint Caribbean island is home to fantastic beaches—like the famed Horseshoe Bay and Elbow Beach—plus a unique style all its own. A balanced mix of charming British heritage and laid-back tropical vibes, Bermuda has, in recent years, become a hotspot over the holidays. The weather is typically temperate (expect temperatures in the 70s) which makes it a perfect destination for golf-lovers, families, and anyone looking for a quick weekend escape.
Eat Breakfast In – I know this isn’t always possible, and it’s certainly not a deal breaker, but we ate breakfast in most mornings. This started my day off on the right foot, and I could make my eggs exactly how I like them. I didn’t get tired of eating bacon and eggs all week, but if you do there are so many keto breakfast options if you’d prefer a variety of foods. For me, this was budget friendly, and I didn’t have to buy a ton of extra groceries. Also, I have a big family with two of my four kids being 3 and under. It takes us forever to get out, so cooking breakfast is an easier option for us. If you’d rather eat out, I get it! Keep scrolling for other helpful tips.
Yes, these lists are reviewed and updated at least once a year. I’ve been adding new cities each year and even removing a few that have become too expensive to be on a “cheap” list. Personally, I’m an obsessive travel planner (which is why I do this for a living) and I like planning at least a few months in advance. You usually get the cheapest flights around 3 months out, although it can range from 2 to 5 months for longer flights. In other words, now is a great time to plan a November trip.
One thing I can assure you of is that those countries are very modern and well organized, and they know how to deal with winters well. So you really don’t have to worry about getting stuck or things being cancelled. As for getting around, the trains are modern, and they can be reasonably priced if you buy a couple months in advance. Otherwise, flying is probably your best bet because it’s a large area and you’ll probably want to go well to the north, and the trains might take many hours. You could even rent a car, which could be good if there is more than one or two of you. Have a great trip. -Roger
My top recommendation would be San Juan, Puerto Rico. It offers a wonderful mix of history and culture and nightlife and great food, alongside excellent beaches and abundant activities. Hotels and rental apartments are mostly in the mid-range for the Caribbean, but food and drinks and most other things are great value. You could get a place in the Condado area, which is close to the lovely Old San Juan neighborhood and plenty of nightlife all around. And then perhaps you could rent a car and stay for a few days at one of the smaller beach towns elsewhere on the island. You wouldn’t even need a passport, although it does feel fairly exotic while you are there. But because it’s part of the US, it’s also well organized and safe. Most people you’ll meet will speak at least some English, and many are fluent, so it’s easy even if you don’t speak Spanish.
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