Best Roundtrip Vacation Packages & Travel Deals

Extend your stays in Tokyo, Kyoto, or Osaka with this customizable vacation bundle. Along with flights, you'll get at least three nights in each city, as well as train rides between stops. Book this travel deal by July 31.

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Spend Christmas among the Hawaiian Islands on this holiday sailing. This roundtrip cruise aboard the Ruby Princess departs from San Francisco, CA on December 17 and features stops in Kauai, Honolulu, Kona, and more. Book this travel deal by July 31 and start saying Mele Kelikimaka.

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That's the best price we could find for the celebratory cruise by $60. This roundtrip cruise aboard the Queen Elizabeth departs from Miami, FL on December 9, and in addition to stops in Turks & Caicos, Jamaica, Belize, and Mexico, includes a special Gala Dinner and talks from maritime historian Bill Miller. Book this travel deal by July 31.

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Save $516 on this popular leaf-peeping cruise from the Big Apple. This roundtrip cruise aboard the Norwegian Getaway departs from New York, NY on September 14 and includes stops in Newport, RI; Bar Harbor, ME; Saint John, Canada; and Halifax, Canada. Book this travel deal by July 31.

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Save up to $1,000 per traveler on this weeklong trip to two of Europe's grand capitals. After flights across the pond, you'll spend 3-nights in London before a short flight to Dublin and a 3-night stop there. Book this travel deal by September 30.

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Spend four nights exploring Iceland, complete with a Northern Lights tour if taken before April 15th, and a Golden Circle Tour during summer months. Book this travel deal by September 30.

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Save $440 on this weeklong cruise from LA. This roundtrip cruise aboard the Royal Princess departs from Los Angeles, CA on November 15 and stops in Cabo San Lucas, Mazatlan, and Puerto Vallarta, Mexico. Book this travel deal by July 31.

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Save $320 on this mid-November sailing. This roundtrip cruise aboard the Majestic Princess departs from Fort Lauderdale, FL on November 16 and includes stops in Belize City, Belize; Roatan, Honduras; and Cozumel, Mexico. Book this travel deal by July 31.

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This package is customizable - extend your stays up to 14 nights in each city, upgrade your cabin class, and pick from a wide range of hotels, bed & breakfasts, apartments, and more. Book this travel deal by September 30. Buy Now at Tripmasters

Save $306 on this weekender from Miami, FL during the week of Christmas. This roundtrip cruise aboard the Norwegian Pearl departs from Miami, FL on December 19 and includes stops at Great Stirrup Cay and Nassau, Bahamas. Book this travel deal by July 14.

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Each traveler saves $639 while exploring two of Europe's cultural centers on this weeklong vacation. This bundle includes international airfare (both from the US and between cities), three night hotels stays in each city, and daily breakfast. Book this travel deal by September 30.

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Save $1,476 on this chance to explore two of Europe's great cities. After international flights into Prague, you'll spend three nights at the Hotel Duo, before transferring to a 3-night stay in Budapest. Book this travel deal by September 30.

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See the sights in Madrid and Barcelona, with a customizable itinerary. You'll fly into Madrid and out of Barcelona, with roundtrip international airfare included, and hundreds of hotels to choose from, while you get to choose the length of your stay in each city, and which of optional activities you want to add on to your trip (at extra cost). Book this travel deal by July 31.

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Each sailor saves $210 on this fall sailing. This roundtrip cruise aboard the Norwegian Bliss departs from Los Angeles, CA on October 21 and features ports of call in Ensenada and Cabo San Lucas. Book this travel deal by July 14.

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Get 50% to 77% off flights to China, japan, Thailand, Hong Kong, Korea, and more. Book this travel deal by December 31.

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Save $354 on this quick cruise during the week of Christmas - this roundtrip cruise aboard the Norwegian Pearl departs from Miami, FL on December 19 and stops in Great Stirrup Cay and Nassau, Bahamas. Book this travel deal by June 23.

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Save $560 on this early November cruise. This roundtrip cruise aboard the Regal Princess departs from Galveston, TX on November 3. It includes stops in Costa Maya, Mexico; Roatan, Honduras; and Cozumel, TX. Book this travel deal by August 31. Buy Now at ShermansTravel

This roundtrip cruise aboard the Queen Elizabeth departs from Miami, FL on October 28 and features stops in Amber Cove, Dominican Republic; Montego Bay, Jamaica; Belize City, Belize; and Cozumel, Mexico. Book this travel deal by July 31.

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Fly to your next meeting in style with deals on Business Class airfare to Spain, Portugal, Italy, and more aboard carriers like United, Emirates, TAP Portugal, and Swiss Air. Book this travel deal by December 31. Shop Now at Skylux

Explore the City of Lights (Paris) and the Eternal City (Rome) with 3-night stays in each along with flights to Europe and between stops on this customizable vacation bundle. Book this travel deal by July 31.

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Explore the ancient wonders of Athens before hopping a quick flight to the idyllic vistas of Santorini on this customizable itinerary. Book this travel deal by July 31.

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Save between 30% and 77% on flights to London, Paris, Rome, Frankfurt, Barcelona, and more.

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This roundtrip cruise aboard the Carnival Celebration departs on September 21 from Miami, FL and includes stops in Celebration Key, Nassau, Grand Turk, and Amber Cove. Book this travel deal by June 30.

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Fly Emirates Airlines business class to Milan, Italy, or Athens, Greece, with prices starting from $2,615 roundtrip. Departure airports include New York, Los Angeles, Boston, and more. Book this travel deal by December 31.

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