According to USA Today, the Better Business Bureau files well over 1,000 complaints in a single year from victims of “free” cruise scams. Other “too good to be true” deals may not be actual scams, but may require you to participate in a sales presentation, commonly for a time-share. Be alert, be skeptical, and be willing to put in the time to verify anything that doesn’t feel right.

Why: While the devastating hurricanes of 2017 impacted just a portion of the Caribbean region, it damaged some of its more cruise-popular spots, like Tortola in the British Virgin Islands, St. Martin, Puerto Rico, St. Bart's, and the U.S.V.I.’s St. Thomas, St. Croix and St. John. While all are under significant rehab and rebuilding — and most are actually now open to cruise ships and tourists, this could be a perfect year to explore more exotic islands. That’s because lines like Windstar, which had, pre-hurricanes, planned to offer BVI-centric trips, relocated ships to other parts of the Caribbean. The winning trip? We love Wind Surf, one of the line’s sailing vessels, with its trip out of Barbados; ports include Martinique, Guadeloupe, and Montserrat — all islands that heretofore have often been bypassed by established cruise lines. And get this: There’s plenty of cruise capacity in this region, particularly when it comes to small ship sailings. In part, excess cabins are available because many skittish travelers canceled their bookings. As well, they can typically be more expensive (look for $300 per person, per day) than big ship vessels. But do the math: Windstar, and other small ship lines like Crystal, Regent Seven Seas, Seabourn, Azamara, Oceania and Viking Oceans, can actually be quite a good value when compared to land-based properties because they’re more price inclusive. Look for deals that include cocktails, gratuities and shore excursions not to mention pre- and post-cruise hotel stays and, in some cases, airfare to the ships’ port of embarkation.
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.
Why you should go: Because nature and mild danger make you feel alive. Victoria Falls has a bungee jump, one of the world’s most high-octane whitewater runs, and the Devil’s Pool, a natural rock pool at the literal edge of the falls. Forget TLC’s admonitions: Inching your body out over the precipice and looking down into one of the seven natural wonders of the world is one of the most unforgettable things you’ll ever do. - Sarah Theeboom, Thrillist contributor
Why: The Central Coast runs roughly from Santa Barbara to Monterey and the string of small towns between San Simeon and Pismo Beach is an unexpected surprise for many California coast road trippers. This is where SoCal surf town meets fishing village, and otters and elephant seals share the spotlight with European masterpieces at the Hearst Castle. Veer away from the coast and in a few minutes you'll find yourself at the wineries of Paso Robles, with tastings that are half the price of Napa and Sonoma. Adelaida is open daily; for a special hilltop tasting, try their Vineyard Tour, Taste and Tailgate. An emphasis on eating local and fresh creates foodie-worthy dining options throughout the region. Pismo Beach and quaint Moonstone Beach in Cambria offer the largest selection of lodging with the best value outside of the holidays and summer. Guests at Cambria Shores Inn relax each evening in Adirondack chairs positioned perfectly to take in the sunset. Afterwards, take a five-minute stroll to Sea Chest Restaurant for local seafood or drive to the Cracked Crab in Pismo Beach where the Deadliest Catch crew dined and all things crab are on the menu.
It’s worth noting that if the original price isn’t always posted for these types of deals, so you may not know exactly how much you’re saving (or if you’re saving at all). And while Groupon does post the percent savings (and it’s often 50% off or even higher), some critics point out that the “original” prices for Groupon deals and other discount sites are occasionally inflated to make the deals look better.
Fiji - Exclusive $300 OFF per booking offer: Valid on new bookings made 9/24 - 12/9/18 for select travel 9/24/18 - 7/31/19. Minimum 7-night hotel accommodations at participating hotel, resort or cruise provider and roundtrip transpacific airfare required. Offer not combinable with all specials and may be changed or withdrawn at any time. Savings is per booking, taken at time of booking and reflected in rates shown.
Just how cheap is it? Here $20 can last a day or even two if you’re feeling tapped. Your dream beach vacay awaits for lunch-money prices: In Goa, comfy waterfront bungalows go for around $30, but if you forgo housekeeping and some space, basic huts can be had for $15 (often, with breakfast). If you don’t mind skewing rustic, the beach town Gokarna, a two-hour train ride away, is even more budget-friendly. Rooms go for around $5 (a little run-down but clean), and you can shop flowy pants, dresses, and trinkets for $3 a pop, assuming your haggling is on-point.
Why: Santa Fe is a creative vortex that thrives at 7,200 feet, at the foothills of the Sangre de Cristo Mountains, attracting artists and healers from around the world. It’s an ideal getaway for nature lovers, art enthusiasts and spa seekers. Surrounded by natural beauty, the city’s roots go deep with a Native American, Hispanic and Anglo heritage. This year, the city is 407 years old and is the oldest capital city in the United States. It's home to 250 restaurants, more than 300 art galleries, at least a hundred boutique shops and a dozen festivals and fairs. Some of the highlights include strolling along Canyon Road and visiting a mile of art galleries. Visit the oldest house in the U.S. and attend mass at the oldest church in the U.S. — the San Miguel Chapel. See over 130,000 folk art objects from more than 100 countries at the Museum of International Folk Art for $12 admission. Check the Santa Fe Tourism Office Calendar for events and festivals, as well as historic walking tours (only $14), cooking classes and more. Don't miss the pulled pork sandwiches at Whole Hog Café (from $3.99) and be sure to sample their six signature sauces. On Saturdays, stop by the Farmer’s Market and try local dishes at food stands. Find winter promo rates at La Posada de Santa Fe, a luxury hotel starting at $99 per night. Fly into Albuquerque and rent a car to drive to Santa Fe (Hertz has deals as low as $13.99 per day), so you can take day trips to Taos and Chimayo or go hiking at Bandelier National Park.
Mexico - Last-Minute Holiday Sale Offer: Valid on new bookings at participating resorts made 10/29 - 12/2/18 for select travel 10/29/18 - 6/30/19. 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.
Vacation rentals are becoming increasingly popular. Sites such as Airbnb, VRBO, and HomeAway permit homeowners to put their own properties up for rent whenever they won’t be using it. This is a good way to experience life as a local, because you’ll be staying in a residential area instead of one that caters to tourists. While some properties are tiny, cheap, and perfectly suitable for one person, vacation rentals are also a great way for a large group to get away together in a big house without having to pay for individual hotel rooms.
Europe - The Best Offers: Valid on new bookings made 10/1 - 12/16/18 for select travel 11/1/18 - 3/31/19. Blackout dates may apply. Minimum 3-night stay at a participating hotel or resort is required. 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. All offers subject to change or cancellation at any time without notice.
For prices that include airfare, all government-imposed taxes and fees, including the September 11th Security Fee, are included. Fares are for round-trip off-peak Main Cabin travel and are in U.S. dollars. For vacation packages that include domestic flights (within and between the U.S., Puerto Rico and the U.S. Virgin Islands), a checked baggage charge Opens in a new window of $25 each way for the first checked bag and $35 each way for the second checked bag may apply. For vacation packages that include international flights in Main Cabin for travel to or from the U.S. (including Puerto Rico and the U.S. Virgin Islands), a checked baggage charge Opens in a new window up to $100 may apply for the second checked bag. Exceptions may apply. Opens in a new window
Prices quoted are examples, valid for travel during dates listed above. Rates may be higher for other days of the week. Surcharges apply to weekends, holidays, special events, and convention periods. Restrictions apply. Rates are subject to change until purchased. Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. See our Terms and Conditions for more information about our policies. Free Night offers must be reserved for consecutive nights to receive the free night. Offer valid for room and tax only. Additional fees may apply. Limited number of rooms available. Promotion Code not combinable with any other offer. Promotional code intended for redemption by individual consumer only. Valid on published scheduled SWA-operated service only. Packages must be booked on southwestvacations.com and at least one day before departure date before 6 pm Central Time.
Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. Flight and hotel rates may vary by day of week. Surcharges may apply to weekends, holidays, and convention periods. Flights available on published, scheduled service only. Rates may be subject to change until purchased. All Rapid Rewards® rules and regulations apply. Discounts are valid per reservation before taxes are applied. Offer not valid on existing reservations and may not be combined with any other offer. Subject to availability. Restrictions apply. The Mark Travel Corporation is the tour operator for Southwest Vacations.
Vacation rental prices vary as much as hotel prices. Case in point: A search of one-bedroom vacation rentals in Manhattan during September results in options ranging from $60 per night to $2,800 per night. Vacation rentals are ideal for longer stays (seven nights or more). Many vacation rentals require minimum stays, so if you’re hoping for a weekend getaway, you may have to look elsewhere.
Using a website like Hotels.com or TripAdvisor, set your minimum guest rating level high (start with four stars and above) and be open to hotels at any star rating. Once you’ve eliminated all but the highest-reviewed hotels, sort by price from low to high. As long as the hotels on the list have a reasonable number of reviews – around 100 or more – it’s a fair bet that the hotel makes the best of whatever amenities they have.

^Prices shown are per person based on double occupancy and include all airport, flight, and hotel taxes and fees except resort fees which are charged by the hotel upon arrival. Prices are valid for flight + hotel packages for the length of stay listed above to the featured destinations on the departure dates listed above. Pricing may differ when traveling from different origins, for longer than the length of stay shown, to different hotels not listed, or on dates not listed above.
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.

Maui, nicknamed "The Valley Isle," is consistently rated by travel experts to be among the top island destinations in the world. Maui has some of the finest luxury beach resort accommodations and activities in the islands, especially along Kaanapali Beach. All of these high-end resorts amid the romantic beach backdrops make Maui a popular honeymooning spot. Read more about Maui
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.
Chosen By: Patricia Stone, founder of Global Adventuress. She's traveled to 157 countries and seeks out unique, off-the-beaten-path destinations for solo travelers, girlfriends, couples and families. Her site has been featured in the L.A. Times, San Francisco Chronicle, Toronto Star and was nominated by USA Today as a Top 20 Travel Destination site.
Priceline’s “Name Your Own Price” Option. When using Priceline, you can enter the day you’d like to fly (or the day you’d like to stay at a hotel) and the price you’d like to spend. Priceline comes back with an offer of a flight or hotel, if there’s something available that meets your criteria. You find out the times of the flight and the star rating and general location of the hotel, but you won’t get to know the airline or specific hotel name until you book. Priceline claims that you can save 40% off published prices by using this method. Priceline also offers traditional booking services if you’d rather know exactly what you’re getting.
Why you should go: The landlocked country has a rich indigenous culture (por ejemplo: you can buy dried llama fetuses from colorfully dressed mamitas in the markets of La Paz), and a stunning range of landscapes, from rust-colored desert where dinosaurs once trekked to lush pampas and jungles to the otherworldly expanse of the Salar de Uyuni, where the horizon disappears between ground and sky. Adventurous spirits can find some of the cheapest paragliding in the world in Cochabamba, while mountaineers can tackle the 21,000ft high Nevado Sajama. The rest of us can wander around charming cities like Sucre, or take in the mesmerizing sunsets of Lake Titicaca, as beautiful to behold as it is fun to say. - Laura Yan, Thrillist contributor

Why: Made up of 15 islands and less than 100 square miles, the Cook Islands are everything you’d hope to find in the South Pacific — lush tropical beauty, vibrant reefs and a Polynesian vibe that is both traditional and modern. Its rich Maori culture is still very much intact and hospitality exudes through the friendly locals. Think: Hawaii half a century ago, but with 21st century conveniences like WiFi. Take your pick on where to stay — you’ll find reasonably-priced luxury alongside Airbnbs, beach shacks alongside boutiques, all with a rustic, island-chic appeal. The largest island, Rarotonga or “Raro,” is made up of rugged mountains, unspoiled beaches and the national capital of Avarua, where you’ll find boutique hotels, quaint shopping, rare pearls, hole-in-the-wall restaurants, coffee shops, a distillery that makes banana vodka by coffee pot and even a Friday night party bus. The island is easily accessible by bus and being only 20 miles in circumference, you can easily conquer the entire island in a day. Note to Type A travelers: Bus timetables are on, well, island time. Aitutaki Island to the north, is home to what many refer to as the world’s most beautiful lagoon, thanks to its crystal clear turquoise waters, coral reefs and sandy islets that allow for world-class snorkeling and scuba diving. When visiting the Cook Islands, it's not to be missed.
If you’re looking for a deep-dish pizza, world-class hockey, or a walk through Millennium Park, we can help you see—and eat—it all with a Chicago vacation package. There’s always something to do here in the crown jewel of Illinois, from a walk on Navy Pier to the gorgeous boutiques on the Magnificent Mile. Pardon our pun, but we’re sure “The Windy City” will “blow” you away!
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