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!
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.
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
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.
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.
*Unless otherwise noted, fares include ROUNDTRIP AIRFARE via U.S. certified air carrier, hotel transfers (in Mexico and the Caribbean), hotel tax, resort baggage handling, fuel surcharges and all pre-collected U.S. and foreign taxes and fees including September 11th Security Fee. Packages in Turks and Caicos or San Juan, Puerto Rico do not include airport transfers. Packages flying into Cancun but staying in Cozumel require supplemental ferry transfers at an additional cost. More details
A Dominican Republic favorite known for its high-end resorts, Puerto Plata is also a great place to visit on a budget. The sands of Playa Dorada and Cabarete are perfect for whiling away days amongst heavenly surrounds, while Fort San Felipe del Morro, a 16th century citadel and World Heritage Site, offers the chance to ingest a little history and culture. For value eats, head to Sam's Bar and Grill, and finish the night off with a trip to Mangu for a great night out.
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 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: 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.

Of course, “top-notch guest services” is subjective. You could stay at a five-star hotel where the concierge is snooty and there’s constant construction, whereas you could find a gem of a two-star hotel where you’re treated like royalty by a warm, welcoming staff. That’s why it’s so important to value guest reviews over star ratings. Guest reviews give you an indication of what it’s actually like to stay at the hotel.
Cook Islands - Exclusive $200 OFF per booking offer: Valid on new bookings made 9/24 - 12/2/18 for select travel 9/24/18 - 7/31/19, except for Little Polynesian Resort, which is valid for select travel 4/1 - 7/31/19. Discount is per booking, taken at time of booking and reflected in rates shown. Minimum 5-nights' accommodation at a participating hotel or resort and roundtrip transpacific airfare required. Offer not combinable with all specials and may be changed or withdrawn at any time.
The East Coast has it all: beautiful beaches, stunning vistas, historical importance, and some of the most famous cities in the world. First stop on your Eastern Seaboard getaway: the “Big Apple.” A trip to New York City means you get to see the sights that are talked about all over the world, like Lady Liberty, Broadway, and Central Park. If you want to delve into U.S. history, a Washington D.C. vacation filled with monuments, museums, and galleries is for you. Speaking of history, the American Revolution got its start in a city a few hours to the north. Your Boston vacation will bring you to one of the most popular spots on the East Coast. Indulge in some of the best clam chowder in the world, then walk back in time on the Freedom Trail, which hosts 16 sites that played a huge role in the founding of the nation.
Why: Colombia isn’t usually thought of as a value destination, but due to the strong U.S. dollar, it has become one of the most compelling destinations in the world for those willing to venture off the beaten track. Travelers in the know are loving Barichara, one of the most beautiful small colonial villages in the Andes. Stay at Casa Barichara for under $200 a night and dine at El Carambolo, a quaint B&B rich with personality and the perfect fit for those searching for authentic, Colombian hospitality. Though not a typical tourist destination, Barichara is perfect for adventure travelers who enjoy activities like paragliding. A trip to Barichara can be paired with the town of Salamina, where travelers will find quirky architecture and a renowned coffee production, and/or the vibrant city of Medellin, which boasts music, museums, nightlife and friendly people.
Kauai has been given the nickname "The Garden Isle" because of its beautiful natural scenery. The island is home to the wettest place on earth, Mount Waialeale, which gets an average of over 450 inches of rain every year. All that rain keeps the landscape of tropical rain forests lush with verdant ferns and cascading waterfalls all year round. Read more about Kauai
Northern California also has many riches and wonders to offer. Nothing beats the morning mist swathing the Golden Gate Bridge during a San Francisco vacation. Be sure to hike at Batteries to Bluffs Trail and take in the expansive ocean views. If you’re craving sparkling pools, shimmering night skies, and majestic mountain scenery, instead of bay views, spending your vacations in Palm Springs is the way to go. Hollywood’s Waiting Room for Heaven is the ultimate desert playground for people-watching and wandering through art galleries.
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