Cruise around charming cobblestone streets and hidden alleyways to come across some of the best bargains in Mexico. Buy handmade pottery, silver jewelry and leather goods for insanely low prices, and peruse the sidewalk artwork by local artists. The food is a steal, too, so be sure to check out the carts selling mouthwatering fresh fruit and margaritas.
Why: This small island nation is easy on the wallet and big on experiences. I came here on a three-week tour expecting to be a beach bum, but instead, found so much more: delicious (albeit spicy) food, stunning ancient rock formations in Sigiriya, surfing at Arugam Bay, and some of the most physically rewarding hikes I’ve ever done. Climbing to the top of Adam’s Peak and (barely) surviving the 5,500 steep stairs that make up this pilgrimage, with the help of a friend and a monk, taught me some inner lessons about strength and power. Don’t miss a chance to visit Ella, a small mountain town with a laid-back hippy vibe, accessible via a scenic train ride from Kandy that will cost you less than $10 and bring you past stunning tea plantations. The real magic of the country is outside of Colombo, but since your flight will always begin/end here, I strongly recommend starting your trip with a stay at Penthouse Above Sea ($100 a night). The amazing woman who runs this property can help you plan your time in the country.
Playa de los Muertos is one of the most popular beaches in Puerto Vallarta for good reason. Kick back on the clean sands before taking a dip in the crystal waters. Local vendors stroll the sands with grilled shrimp on skewers, perfect for a post-dip snack. If you think this place is phenomenal by day, just wait until sunset, when it comes to life with music and dancing.

Package vacations are a great choice for effortless traveling, as they are quick and easy to book and ensure that everything will be taken care of for you. For example, if your flight is canceled, it’s the travel provider’s job to find a new flight for you. You can rest easy knowing that your vacation will be stress-free and you are protected in case of changes to your itinerary.


Why: Canada, eh? The good news is, our neighbor to the north(west) has a favorable exchange rate of .80 cents to the U.S. dollar. So luxury hotels like the Fairmont Pacific Rim in the naturally stunning city of Vancouver are super affordable. The city is one of the most ethnically and linguistically diverse cities in Canada: 52% of its residents have a first language other than English. “Van” is literally set within a rainforest, so nature enthusiasts will love walking along the waterfronts with views of the nearby mountaintops. For the culturally curious, I suggest weaving your way through the cobbled streets and shops in the historic Gastown neighborhood. Don't miss Kimprints, a shop supporting underprivileged street artists, or the Ok Boot Corral, a local bootmaker who has been in business since 1833. For an unexpected insider experience, get your sea legs on to go fishing for what’s in-season with sustainable seafood supplier, Organic Ocean. Afterward, you can bring your fresh catch to the kitchen of the Fairmont Pacific Rim to make fresh sushi. And let’s be real: What’s sushi without homemade sake? Check out Masa Shiroki, an artisan sake maker on Granville Island, for his locally made bubbly sake. Watch Oh the People You Meet's video for more insider tips on Vancouver.
Why: This small island nation is easy on the wallet and big on experiences. I came here on a three-week tour expecting to be a beach bum, but instead, found so much more: delicious (albeit spicy) food, stunning ancient rock formations in Sigiriya, surfing at Arugam Bay, and some of the most physically rewarding hikes I’ve ever done. Climbing to the top of Adam’s Peak and (barely) surviving the 5,500 steep stairs that make up this pilgrimage, with the help of a friend and a monk, taught me some inner lessons about strength and power. Don’t miss a chance to visit Ella, a small mountain town with a laid-back hippy vibe, accessible via a scenic train ride from Kandy that will cost you less than $10 and bring you past stunning tea plantations. The real magic of the country is outside of Colombo, but since your flight will always begin/end here, I strongly recommend starting your trip with a stay at Penthouse Above Sea ($100 a night). The amazing woman who runs this property can help you plan your time in the country.
* All airline related taxes and fuel surcharges are included. Prices are per person, based on double occupancy, and are subject to change prior to purchase. Some foreign authorities require fees at arrival or departure that must be collected directly from the passengers at the airport. Airline-imposed baggage fees may apply and be due at the airport; please consult your airline prior to departure for the latest fees.
In 2014, CheapAir.com also analyzed nearly 2 million international trips covering 3,184 markets. International flights usually open for booking slightly less than a year in advance. CheapAir.com found that prices “stay fairly flat for a few months” after flights open for booking – but, of course, not all of us are ready to lock down travel plans nine months in advance. After the initial flat period, prices “start to creep up slowly, until about 90 days before departure when the pace of increase starts to accelerate.”

Why you should go: Don’t let the name fool you; Isla Grande is an intimate, gorgeous Caribbean island just a 45-minute boat ride from Cartagena, full of exceedingly friendly locals and all the hallmarks of a tiny paradise. You’ve got your idyllic beaches, your lagoons of bioluminescent plankton that turn the water bright blue, your fresh seafood and multiple options for diving and canoeing. The chance to visit such a place is probably why you bother to earn money in the first place. - Daniel Cole, Thrillist contributor
Why: With so much to see in Namibia, Windhoek, the country’s capital, is just the jumping point. Best of all, the U.S. dollar is strong enough to make travel, accommodations and activities all relatively inexpensive in the country — even for some luxury experiences. Windhoek is cheap in itself and has plenty of see, between exploring the local scenes like at the Namibia Craft Centre and checking out the city's German influence like at the Christuskirche church. Five-star properties, such as the Hilton Windhoek and The Olive Exclusive All-Suite Hotel can be booked for less than $150 per night, thanks in large part to the preferable exchange rate to Namibian dollars. But some of the best sights to see are located outside the city limits. Consider day or multi-day trips to get your outdoor fix and to see the stunning scenery and dunes that makes up the majority of the country. Tours, which often include meals, camping, activities and more, can be found for reasonable prices. If you’re more interested in seeing the beautiful country on your own, consider renting a car and driving to all of the sights. Entrance fees to national parks, such as the Etosha National Park, go for as little as $6 per day. Throughout the country, don’t anticipate spending a lot on food — you can find good, local dining for less than $10 per meal.
Two of the higher-quality San Francisco options in which you can enjoy some of the best hotel features in town, are the Fairmont Heritage Place, Ghirardelli Square, at 900 N Point Street, and The St. Regis San Francisco, at 125 3rd St. Alternatively, The Wharf Inn, at 2601 Mason St, and the Layne Hotel, at 545 Jones St, are a couple of accommodations worth checking out if you are a bit more budget conscious.
Why: Slovenia is in the heart of Europe and borders the alps and the Mediterranean Coast. It’s a country that has a little bit of everything — mountains, beaches, pristine lakes, 11,000 karst caves, castles, a Pannonian Salt Plain, healthy water springs and city life in Ljubljana, European’s Green Capital. No wonder it’s been called the New Zealand of Europe. One of my favorite towns to visit is Piran, located on Slovenian’s Istria on the Adriatic Sea. Explore this coastal town — a little Venice — and savor a fresh seafood meal for under $10. It’s the perfect place to visit on foot. Meander through the alleyways and visit the market. Climb up to the city walls and to the top of the bell tower for spectacular views. Or rent a bike and cycle through the countryside. It’s an easy day trip from Ljubljana, but if you plan to stay the night, check into a luxury four-star hotel like Hotel Piran for just $80 a night. How to get around? Visit GoOpti for airport transfers as low as $9. If you want to carpool from Slovenia to Italy or Croatia, check their site for great deals. For example, you can carpool from Ljubljana to Venice for as low as $18. Round About Slovenia offers deals for tours around the country and even Croatia (how about a $45 half-day tour to Lake Bled?).

Package vacations are a great choice for effortless traveling, as they are quick and easy to book and ensure that everything will be taken care of for you. For example, if your flight is canceled, it’s the travel provider’s job to find a new flight for you. You can rest easy knowing that your vacation will be stress-free and you are protected in case of changes to your itinerary.

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