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.
Chosen By: Alyssa Ramos, founder of My Life's a Movie and a solo female travel blogger, content creator, entrepreneur and social media influencer who travels the world full time and seeks to showcase unique destinations through her unique photography style and honest, detailed travel tips. Her motto is "Dreams Don't Work Unless You Do." Read about how Ramos went from broke to traveling full-time here.
The all inclusive package usually contains the price for the room, hotel taxes, 3 meals a day, access to various activities on the hotel’s or resort’s premises, and airport transfers. Some hotels include the drinks, tips, and other perks in their packages. The rule of thumb says that the more luxurious the hotel is, the more services are included in the all inclusive package.

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.
Why: Following the devastation caused by Hurricane Maria, travelers might be reluctant to visit the territory of Puerto Rico. But, on a recent visit to the island to help rebuild some of the most popular tourist attractions, I was thrilled to see that Puerto Rico is thriving and really is open for business. If you don’t have a passport — or if you have one that’s closed to expiring or being filled — one of the best parts about visiting Puerto Rico is that no passport is needed for U.S. citizens. With plenty to see both in San Juan — from the charm and bright colors of Old San Juan to checking out where one of the most famous rums in the world is made at the Bacardi Factory ($15 for a historical tour) — and outside, such as a trip to El Yunque National Forest, you'll be kept busy. Flights to San Juan generally will run you less than $250 from the East Coast, making it a perfectly close and affordable getaway. While there are several affordable chain hotels, boutique hotels flourish — especially in Old San Juan. Check out The Gallery Inn or Decanter Hotel.
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.

Why: Encircled by massive stonewalls, this Adriatic gem is hard to resist. With its old-world charm, the city’s streets are paved with limestone giving it a cool feel during hot summer days. Its well-preserved homes and monuments range from baroque St. Blaise Church to renaissance Sponza Palace and Gothic Rector’s Palace. It’s a perfect day excursion when island hopping along the Adriatic coast. Oh, and you won’t want to miss the stunning medieval fortresses, Lovrijenac and Bokar, which tower over Dubrovnik.
The first thing you need to know is that an all inclusive package was first created by the French corporation Club Med in the 1950s. The first location was opened on the Island of Mallorca, and thanks to Baron Edmond de Rothschild it soon expanded. Each location chose a series of services to be offered as a package for a price. However, the very first location also operated on this model.

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.

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.
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.
Hawaii - 60th Anniversary Hawaii Vacation Sale: Valid on new bookings made 10/29/18 - 1/13/19 for travel 10/29/18 - 12/31/19. Accommodation at participating resort and roundtrip transpacific airfare required. Room rate savings and minimum night stay vary by participating resort. Travelers will receive a voucher valid to buy one activity and get one activity of equal or lesser value for 60% off the retail value redeemable at any Pleasant Activities Center or the Pleasant Holidays Island Orientation in Hawaii or via the Hawaii Call Center by calling 1-888-229-7770. Fees and surcharges are excluded and must be paid for both tours. Limit of one discounted activity per booking. Offer does not apply to activities involving flights (plane or helicopter). Complimentary roundtrip shared airport transfers valid to/from HNL and any Waikiki hotel or resort in Pleasant Holidays' Oahu portfolio; offer does not apply to any hotels or resorts outside of Waikiki. Activity voucher and airport transfers have no cash value, are non-transferrable, are not combinable with any other offers, apply only to the vacation on which they were booked and expire at the end of booking's travel dates. Offer subject to availability and may be changed or cancelled at any time. Certain restrictions and blackout dates may apply.
Why: As the gateway city to celebrated tourist destinations like the Amalfi Coast, Capri and Pompeii, Naples is finally getting its well-deserved time in the spotlight and intrepid travelers are flocking to the stunning southern city in droves. Naples is one of the oldest cities on the European continent and filled to the brim with intriguing cultural sights and monuments, from seaside castles and underground catacombs to show-stopping Baroque architecture and a plethora of contemporary art. It also boasts one of Italy's most cherished cuisines and is well-known as the birthplace of pizza, which you can enjoy for as little as €4 ($5), accompanied by views of the Bay of Naples and Mount Vesuvius (free). Neapolitan pizza making has just been recognized by UNESCO as part of its Intangible World Heritage list, so now is a great time to visit and enjoy its effervescent energy and fabulous cuisine.
We have three hotels that we highly recommend: Kaanapali Beach Hotel and Royal Lahaina Resort on Maui, and Royal Kona Resort on the Big Island. Both Royal Lahaina Resort and Royal Kona Resort offer “Best Price Guarantee” as well as a ton of options for creating your perfect vacation package. And Kaanapali Beach Hotel goes above and beyond to ensure that each package is providing the most value possible to visitors like you. Known as the “Most Hawaiian Hotel,” Kaanapali Beach Hotel keeps drawing its guests back with its authentic Hawaiian hospitality. You can also view our Maui vacation packages.
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.
^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.

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.


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.
JetBlue TrueBlue. U.S. News & World Report ranked JetBlue TrueBlue as number one on its list of Best Airline Rewards Programs. JetBlue primarily flies out of the East Coast and Florida, but if you live in either region and tend to travel domestically, this is one program to consider. Points can also be earned by traveling on its partner airlines, Emirates and Hawaiian Airlines. You can also earn points with hotel stays, car rentals, and “purchases with retail partners” – so you can rack up a whole bunch of points on a single trip.

Oahu, known as "The Gathering Place," is the most populated area in the island chain. It's also home to some of the most recognizable landmarks in the world like Diamond Head, the world-famous Waikiki Beach, and Pearl Harbor. Most people think of Honolulu, Oahu's largest city and state capitol, as a metropolitan with global flavor, but just a few miles outside of the city limits, quieter getaways can be found. Read more about Oahu


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.
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.

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?).
Booking one of our air + hotel packages means taking the guess work out of organizing your trip. You’ll get high-quality service to help you book your flight to Vegas and get you set up in one of our outstanding hotels. You’ll be able to sit back, relax and dream of coming to Las Vegas. You know, more than you do already. The only thing you’ll have left to worry about is finding a restaurant everyone can agree on.
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.
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: The Golden City of Jaisalmer is often overlooked by travelers because of its distance from Delhi (a 14-hour train ride), but it is absolutely worth a visit for its stunning architecture and magical atmosphere. Situated in the heart of the Thar Desert, the Jaisalmer is made entirely of yellow sandstone and looks like an enormous sandcastle rising out of the desert. A visit to the Jaisalmer Fort costs 50 rupees ($0.80) and offers sweeping views of the city below; aesthetes will appreciate the intricately carved and painted havelis (homes). Don't miss stopping by the picturesque Gadisar Lake, dotted with beautiful temples, and taking a camel ride in the dessert.
Chosen By: Emily McNutt, associate editor at The Points Guy, where she is responsible for reporting on travel news across a range of topics — from aviation to loyalty programs, general travel news and credit cards. At TPG, McNutt is not only an expert in the travel and points and miles space in the newsroom, but also puts that expertise to work by reviewing aircraft products for the site. With a lifelong passion for travel, McNutt has visited more than 40 countries.
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.
CheapOair makes it easy to find and book travel packages at great prices. Now you can save even more by booking your flight, hotel, and car rental together. CheapOair works closely with top travel brands to ensure that you get the best vacation deals possible. We offer cheap vacations & packages to the most sought after destinations around the globe. From all-inclusive vacations to kid friendly destinations, romantic and leisure travel, to name a few.
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