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.
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.
Two of the higher-quality San Francisco options in which you can enjoy some of the best hotel features in town, are the Fairmont Heritage Place, Ghirardelli Square, at 900 N Point Street, and The St. Regis San Francisco, at 125 3rd St. Alternatively, The Wharf Inn, at 2601 Mason St, and the Layne Hotel, at 545 Jones St, are a couple of accommodations worth checking out if you are a bit more budget conscious.

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: 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.
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

After a long winter, spring break tempts millions away from their homes in favor of sunny destinations and fruity drinks with umbrellas in them. Unfortunately, that mass exodus creates demand that drives up both flight and hotel prices. Even if you’re staying within the continental United States, expect to share a plane with spring breakers on the first leg of their international trips – and expect to pay accordingly.


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
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.

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.
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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