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.
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.
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

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.
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: You’ve heard of the French Polynesian islands of Bora Bora and Tahiti, but there’s a good chance you’ve never heard of Mo’orea. Why? Well, it’s known as “The World’s Most Beautiful Island You’ve Never Heard Of.” And that is great for the wallet! You can find great deals on Airbnb starting at $40 a night and five-star hotels at $200. For example, the InterContinental in Bora Bora averages at $1000 a night, while the Intercontinental Mo’orea is around $250. The water is warm and crystal clear, providing you with a lot of free fun. If you want to do more organized tours, Tahiti Legends and Tahiti.com offer many at $50 per person. Like most French Polynesian islands, food is expensive, but there are many grocery stores on the island that sell sandwiches for as low as $3. If you want to splurge on a romantic dinner, many restaurants offer free shuttle service to and from hotels. The best part? Mo’orea is really easy to get to from the U.S. It’s a quick 30-minute ($15) ferry ride from Papeete, Tahiti, whose airport offers direct flights from many cities in the U.S.
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.
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 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
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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