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.
Few people travel between Thanksgiving and Christmas—specifically, from the Tuesday after Thanksgiving to the Thursday or Friday before the peak Christmas rush—so you can enjoy substantial savings off peak-season rates (four nights for the price of three, seven nights for the price of five) and your chances of an upgrade are good—if you book through a Caribbean specialist with clout.
The 17th-annual Hilton Head Island Motoring Festival and Concourse d’Elegance takes place Oct. 26-Nov. 4, attracting automobile enthusiasts and all who enjoy the southern charm, splendid fall weather, and extraordinary classic cars. The Hilton Head Island Oyster Festival (Nov. 9-10) is an oyster extravaganza with live music, crafts, a Kid Zone, and sports lounge. A stay at the Inn and Club at Harbour Town at the Sea Pines Resort will provide luxury and comfort in low country style. Or book a home rental through Vacation Company.
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.
If you know where you’re going far enough in advance, you can contact your resort or vacation destination and explain your dietary needs with an employee. The vast majority of destinations, including ours, are opening up their menus to try and make them more friendly to those with food allergies and special dietary needs. While keto/low carb aren’t always on those special menus, the fact that they have special menus at all shows that vacation spots recognize that there are a lot of different dietary needs and are willing to help people who can’t or won’t eat the standard fare.
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.