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!
Chosen By: Amie O’Shaughnessy, founder and CEO of Ciao Bambino. After having her son, Amie searched extensively for credible resources to provide family-focused advice, direction and useful accommodation information. She quickly realized that there were no relevant resources available, particularly for a discerning traveler, so she decided to help solve this problem and started Ciao Bambino.
Travelocity can help you craft a truly memorable vacation “South of the Border.” We have excellent deals on Cabo San Lucas vacations, putting the area’s sun, surf, and extraordinary history within easy reach. If you’re looking for another destination in Mexico, we also have Cancun vacation packages, Playa del Carmen all-inclusive vacations, Punta Cana vacations, and Cozumel vacations.
Just how cheap is it? Bulgaria’s capital Sofia is the girls’ getaway paradise you never knew existed, where full-body waxes run about $20 and the full-meal deal of manis, pedis, and haircuts are much cheaper (because Bulgarian women like looking on fleek). A three-course dinner plus vino also shouldn’t cost more than $20 (and the local cuisine here is known to be hearty). Despite its post-Communist exterior, Sofia is also incredibly modern, and you’ll be able to find international bites from tapas to sushi.
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.
Further north, “The Emerald City” might be home to a rustic charm, with its spectacular fishing season and strong cups of joe, but a Seattle vacation will leave you bursting with excitement and creativity. Pay a visit to the iconic Space Needle or the Museum of Pop Culture to get your creative juices flowing. Need something a little more frenetic? Head southeast to “Sin City.” Whether you want to see high-energy acrobats, an astonishing performance in the Tropicana Theater, or just want to try your luck at the slots, Travelocity is here to help you find the best Las Vegas vacation packages.
Puerto Vallarta travel experiences are made complete by a visit to these twin gems. The Plaza de Armas is the heart of the town, a square full of life and color, music and dancing around the clock. Check out the Presidencia Municipal and Los Arcos amphitheater en route to the Malecon, a mile-long seafront walkway filled with sculptures and home to the much-photographed La Parroquia de Nuestra Senora de Guadalupe church.
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Why: For an affordable and sun-soaked vacation, southern Portugal’s Algarve region should be hot on your radar. The city of Albufeira boasts a beautiful climate, fabulous beaches, inexpensive apartment-style hotels and a central location within the Algarve. There are over 100 different restaurants, bars and nightclubs, and Albufeira even has a charming Old Town with traditional Portuguese streets and plazas within the city center. The prices for both food and wine are extremely reasonable; be sure to sample the wines of Portugal. While summer remains the busiest and most popular time to visit, I love visiting in late spring — the weather is pleasant and sunny, there are fewer tourists and hotel rates are very affordable. Albufeira also offers easy access to nearby towns such as Loulé, with its famous market and an authentic slice of Portuguese culture. Rent a car to see the church of São Lourenço in Almancil, famous for its exquisite blue tile. Head north of Lagos to see Ponta da Piedade, with its towering red rock formations against the sea. Play a round of golf in one of the many beautiful courses in the Algarve. The place to stay: the Epic Sana Algarve overlooking Praia da Falésia, where you can bask in the sun at one of its five outdoor pools and indulge at the beautiful spa.
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.
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.
Many people take their Puerto Vallarta vacations at any time except the summer for a couple of reasons. For starters, the weather is usually nice in other places during the summer, so there is no reason to visit a tropical location. Secondly, Puerto Vallarta gets a lot of rain in July, August and September, which can quickly ruin a vacation. These months are cheaper, however, so you can find a great deal. Do not miss the Festival Cultural de Mayo held during the last week of May and first week of June. This festival celebrates the city’s birthday, and festivities include displays of local talent in art, music, food vending, and traditional bullfights.
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.
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: 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.
Just how cheap is it? In Prague, you can get a one-bedroom apartment on Airbnb for as little as $30 a night, just a few metro stops from Downtown. Public transportation costs a song ($1 for a half-hour ticket) and you won’t be using it much anyway, considering the center is compact and walkable. It’s a city that’s great for playing bougie tourist for less -- gourmet dining and museum entry fees are moderately priced -- but meager budgets can also get on too, with main attractions such as Charles Bridge, Old Town, and Christmas markets being outdoors and gloriously free.

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?).
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.
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
Are you on the hunt for cheap vacations? Perhaps you're looking for a luxury honeymoon at an all-inclusive resort. Maybe you’re scouting for a last-minute family vacation package with a hotel that’s suitable for children of any age. No matter what kind of vacation you want to book, we’ve got the best deals to help you save money on your upcoming travel.
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