Caribbean - Last-Minute Holiday Sale offer: Valid on new bookings at participating resorts made 10/29 - 11/25/18 for select travel 10/29/18 - 1/5/19. Offers vary by hotel and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Blackout dates may apply.
Couchsurfing hosts sometimes take great pride in serving as tour guides and cultural ambassadors for their visitors. The website features quotes from visitors, such as Sam, who said, “Nong showed me the sights and helped me search out the best street eats (insects included!) during my week in Bangkok. She also helped me with more practical matters, like getting my Myanmar visa and planning the next leg of my Thailand trip.”
Couchsurfing connects would-be travelers with hosts around the world who are willing to offer up a modest amount of space in their homes (not always an actual couch, though that is certainly common). As a matter of policy, Couchsurfing does not allow hosts to charge visitors money. However, it is common for visitors to thank their hosts by reimbursing the cost of groceries, or perhaps buying a gift equivalent to the extent to which they cleaned out their hosts’s wine cabinet.
Why you should go: Prague is quintessentially European, an architecture junkie’s dream for its lofty spires, stuccoed high ceilings, and Art Nouveau quirks. Sure, it’s touristy -- just try fighting through the selfie sticks on Charles Bridge or not wincing in disgust at Kafka bastardized on T-shirts and coffee mugs -- but this is also a city with plenty of nooks and crannies to escape from the masses, from dimly lit bars, minuscule art galleries, or in some old world cafe.
Looking for something a little more luxurious? No problem. Check out our lists of the best hotels by island. If money is not so much the issue, we recommend Montage Kapalua Bay on Maui and Mauna Kea Resort on the Big Island. Both of these five star resorts are cozied up to beaches that have been voted #1 Beach in America by Dr. Beach. In addition, Montage Kapalua Bay is Hawaii’s newest Forbes Five Star property.  Another bonus? They both usually offer specials along the lines of “get the 4th night free.”
While hotel prices might be cheaper in underrated locales, you do need to be aware that flight prices might be more expensive – and possibly at less convenient times with more stops – if it’s not a common route. For example, an August flight from Minneapolis to Rio de Janeiro, Brazil might cost around $857, but a flight at the same time from Minneapolis to La Paz, Bolivia costs $1,177. The distance is nearly identical, though most flights to La Paz require at least two (and, in many cases, three) stops, whereas there are flights available from Minneapolis to Rio de Janeiro with only one stop.

Weekend getaways – leaving Friday and returning Sunday – are awfully convenient if you work a Monday through Friday job, but you can expect to pay handsomely. According to Expedia, which releases an annual Travel Trends White Paper, you’re likely to pay 20% less for a flight that departs on Thursday and returns on Monday than one that departs on Friday and returns Sunday.
Just how cheap is it? The aftershock of the debt crisis can still be felt at plenty of Greece’s tavernas, restaurants, and supermarkets (though not so much in touristy areas). On a popular island such as Mykonos, you’re likely to spend at least €25 or more on a lush evening meal -- but you can also get a bottle of godly nectar and cook at your Airbnb or hotel kitchenette for a sliver of that. On smaller, less touristy islands and in some parts of Athens you’ll feel less of a wallet pinch, especially when it comes to accommodation.
If you’re tempted to make a vacation-related purchase but are a little put off by the price tag, add the item to your electronic cart – but don’t go all the way through with the purchase. Before doing this, be very careful to make sure that it’s not a one-click purchase or a website where your payment details are stored, or anything else that will rope you into a purchase that you’re not ready to make.
Why: La Paz is the perfect destination for those looking for a bit of adventure with the comfort of being in a vibrant, bustling city. Surrounded by the Bolivian Andes, La Paz is an outdoor adventurer’s paradise. Visiting during the winter season (May through October) is the best time for escaping to the slopes. If you’re looking for a real adventure, day tours to ski on one of the highest ski slopes in the world go for less than $70, including transportation and food. If you’re looking to stay more grounded, check out the local activities, such as Cholita Wresting, a La Paz specialty combining WWF and lucha libra. Or check out the Mercado de las Brujas (the Witches’ Market), an attraction not to be missed with locally handcrafted items and some herbal and folk remedies. The best part of all: You can live in near-luxury at five-star hotels around the city, with prices almost always less than $150 per night. Check out the Camino Real Aparthotel & Spa and the Casa Grande Hotel.
Special offers are only available from participating hotels and airlines. Prices shown include applicable discounts. Hotel savings are based upon Cheapticket's everyday hotel rates, excluding taxes and other fees. Minimum stay may be required. Offers are subject to availability and may be discontinued without notice. Additional restrictions and blackout dates may apply.
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
When the lure of a tropical paradise beckons, the Caribbean is second to none. Immerse yourself in the laid-back island lifestyle, and enjoy wonderful all-inclusive resorts, fantastic beaches, marvelous diving and snorkeling, challenging golf and great shopping. Whether you are looking for the perfect atmosphere for a romantic getaway or an exciting adventure for the whole family, Caribbean vacations are fun for everyone.  
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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