Best Roundtrip Vacation Packages & Travel Deals

Cruise.com via ShermansCruise offers a Disney Cruise Line 6-Night Caribbean Cruise for two with prices starting from $1,570. (On the ShermansCruise landing page, scroll to the bottom and click "Book Now" next to the November 24 sailing date; we found lower rates during booking.) That's the lowest price we could find for this cruise by $370. This roundtrip cruise aboard the Disney Magic departs from New York, NY, on November 24. Book this travel deal by October 31.

WOW Air via ShermansTravel offers WOW Air Roundtrip Flights to Scandinavia and Europe from select cities in the U.S. with prices starting from $199.98. (On the ShermansTravel landing page, click on "WOWAir.us" in the main paragraph to see this sale.) That's tied with our mention from two weeks ago and the lowest we could find for select routes today by $212. This price is valid on flights departing from Boston, MA (BOS), on June 3, with arrival in Reykjavik, Iceland, (KEF) and return on June 7. Note that this airline is a "non-bundle" airline, so seat reservation and luggage costs are additional. Book this travel deal by April 30.

All prices, dates, and booking details were valid at the time of publication.

Cathay Pacific via DealBase discounts select Cathay Pacific Roundtrip Flights to Asia with prices starting from $519.11. (On the Dealbase landing page, click on "Cathay Pacific" in the top line to see this offer; although the landing page advertises fares from $560, we found lower rates within.) This price is valid on flights departing on April 29 from San Francisco, CA, (SFO) with arrival in Hong Kong (HKG) and return on May 6. That's the lowest price we could find today for select routes on a 5-star carrier by at least $238. Book this travel deal by April 30 for travel through May 23.

All prices, dates, and booking details were valid at the time of publication.

Asiana Airlines via DealBase discounts select Asiana Airlines Roundtrip Flights to Asia, with prices starting from $575.05. (On the DealBase landing page, click on "Asiana Airlines" in the top line to see this sale.) This price is valid on flights departing on August 21 from San Francisco, CA, (SFO) with arrival in Manila, Philippines, (MNL) and return on August 28. That's $7 under our mention from two weeks ago and the lowest price we could find for these 5-star flights today by at least $43. Blackout dates apply. Book this travel deal by April 27 for flights through December 7.

All prices, dates, and booking details were valid at the time of publication.

Cruise.com via ShermansCruise offers a Disney Cruise Line 4-Night Caribbean Cruise for two with prices starting from $1,950. (On the ShermansCruise landing page, scroll to the bottom and click "Book Now" next to the October 24 sailing date; we found lower rates during booking.) That's the lowest price we could find for this cruise by $534. This roundtrip cruise aboard the Disney Magic departs from New York, NY, on October 24. Book this travel deal by May 31.

Cruise.com via ShermansCruise offers a Royal Caribbean 4-Night Bahamas Cruise for Two, with prices starting from $458. (On the ShermansCruise landing page scroll down and click "Book Now" next to the November 26 sailing date.) That's the lowest price we could find by $120, and the best price we've seen for a 4-night cruise on Royal Caribbean since the week of Black Friday. This roundtrip cruise aboard the Mariner of the Seas departs on November 26 from Miami, FL. Additional fees may apply. Book this travel deal by October 31.

Cruise.com via Dunhill Travel offers a Celebrity Cruises 7-Night Bermuda Cruise for Two, with prices starting at $998. That's the lowest price we could find by $100. This roundtrip cruise aboard the Celebrity Summit departs from Bayonne, NJ, on May 20. Book this travel deal by May 1.

Cruise.com via ShermansCruise offers a Disney Cruise Line 4-Night Bahamas Cruise for two in a Balcony Cabin, with prices starting from $1,790. (On the ShermansCruise landing page, scroll to the bottom and click "Book Now" next to the May 7 sailing date; although it displays prices from $954 per person, we found lower prices during booking.) That's the lowest price we could find for this cruise by $258. This roundtrip cruise aboard the Disney Dream departs from Port Canaveral, FL, on May 11. Book this travel deal by April 30.

Cruise.com via ShermansCruise offers a last minute Carnival Cruises 4-Night Mexico Cruise for Two with prices starting from $460. (On the ShermansTravel landing page, scroll down and click "Book Now" next to the May 7 sailing date.) That's the lowest price we could find by $48. This roundtrip cruise aboard the Carnival Inspiration departs from Long Beach, CA, on May 7. Additional fees may apply. Book this travel deal by May 5.

Cruise.com via ShermansCruise offers a Disney Cruise Line 5-Night Cozumel Cruise for Two, with prices starting from $1,672. (On the ShermansCruise landing page, scroll to the bottom and click "Book Now" by the November 12, sailing; although Cruise.com lists this cruise for $909 per person, we found lower rates during booking.) That's the lowest price we could find by $276. This roundtrip cruise aboard the Disney Wonder departs from Galveston, TX, on November 12. Additional fees may apply. Book this travel deal by October 31.

MSC Cruises via Dunhill Travel offers an MSC 7-Night Eastern Caribbean Cruises for Two, bundled with unlimited drinks, with prices starting from $1,018. (It's the second offer on the landing page; scroll to the right to find this price on September 1.) That's the lowest price we could find for such a cruise in September by $120. This roundtrip cruise aboard the MSC Seaside departs from Miami, FL, on September 1. Book this travel deal by May 3.

Cruises.com via ShermansCruise offers a Carnival Cruise 5-Night Bahamas Cruise for Two with prices starting at $588. (On the ShermansCruise landing page, scroll down and click "Book Now" next to the September 24 sailing date.) That's the lowest price we could find by $20. This roundtrip cruise aboard the Carnival Elation departs from Jacksonville, FL, on September 24. Book this travel deal by May 31.

Air Tahiti Nui via DealBase offers Air Tahiti Nui Roundtrip Flights to Tahiti with prices starting from $880.64. (On the DealBase landing page, click on "Air Tahiti Nui" in the top line to see this sale.) That's the lowest price we could find for select routes by at least $267. This price is valid on flights departing on June 12 from Los Angeles, CA, (LAX) with arrival in Papeete, Tahiti (PPT) and return on June 18. Book this travel deal by April 30 for travel from May 6 through October 25.

All prices, dates, and booking details were valid at the time of publication.

Stunning China via Dunhill Travel offers a 8-Night China Essence Flight and Hotel Escorted Vacation for two, with prices starting from $1,998. That's the lowest price we could find by $800. Book this travel deal by May 13 for travel on select dates through November 3. Highlights include:

• Roundtrip international airfare
• hotel stays in Beijing, Suzhou, Hangzhou, and Shanghai
• escorted tours to the Great Wall, Forbidden City, and more

Gate 1 Travel via ShermansTravel offers a Tuscany 6-Night Flight, Hotel, and Car Rental Vacation for Two in Italy with prices starting from $1,298 via coupon code "SHWTSCY". That's $20 under our mention from last week and the lowest price we could find today by $320. Note that additional fees apply. Book this travel deal by April 30 for travel from November 5 through March 5, 2019. Highlights include:

• Roundtrip international airfare
• hotel stays in Montecatini and Milan
• 7-day economy car rental
• daily breakfast

Cruise.com via ShermansCruise offers a Disney Cruise Line 5-Night Western Caribbean Cruise for Two in an Oceanview Cabin, with prices starting from $2,100. (On the ShermansCruise landing page, scroll to the bottom and click "Book Now" by the September 30, sailing; although Cruise.com lists this cruise for $1,162 per person, we found lower rates during booking.) That's the lowest price we could find by $392. This roundtrip cruise aboard the Disney Wonder departs from San Diego, CA, on September 30. Additional fees may apply. Book this travel deal by April 30.

Cruise.com via ShermansCruise offers a Disney Cruise Line 4-Night Bahamas Cruise for two in a Oceanview Cabin, with prices starting from $1,648. (On the ShermansCruise landing page, scroll to the bottom and click "Book Now" next to the September 17 sailing date; although it displays prices from $892 per person, we found lower prices during booking.) That's the lowest price we could find for this cruise by $64. This roundtrip cruise aboard the Disney Dream departs from Port Canaveral, FL, on September 17. Book this travel deal by April 30.

Vacation Express offers All-Inclusive Riviera Maya Flight and Hotel Vacations for two with prices starting from $974, as seen on Travelzoo. That's the lowest price we could find for select packages by at least $67. This price is valid for a 4-night stay at Riu Lupita, on May 13 with roundtrip airfare from Houston, TX, (IAH). Choose from a range departure cities, including Chicago, IL, (ORD); Nashville, TN, (BNA); and more. Book this travel deal by April 30.

Gate 1 Travel via ShermansTravel offers an Iceland 3-Night Flight and Hotel Independent Vacation for Two with prices starting at $1,598 via coupon code "SHWCNLT". That's the lowest price we could find for such a package today by $280. Book this travel deal by April 30 for travel from September 11 through April 11, 2019. Highlights include:

• Roundtrip international airfare
• 3-night hotel stay in Reykjavik
• Reykjavik city and Northern Lights tour