156 deals from our U.S. site*
* Taxes and fees may be additional.
Source: CheapCaribbean.com

Spend three nights at the Condado Plaza Hilton and receive an upgrade to an ocean view room.

Select departures May 3-6; Aug. 24 - Oct. 31
 
Source: MSC Cruises

For less than $43 per night, cruise to three Caribbean islands over late summer departure dates.

Aug. 23, Sept. 6; +$30 Sept. 20; Oct. 4, 18
 
Source: SmartCruiser.com

Sail to Bermuda and snag a $400 onboard credit per cabin and wine and dine package for two

May 4, 11; +$50-$200 May 18, 25; June 1, 8
 
Source: Expedia

Stay at the 4-star Hyatt Regency Aruba Resort and Casino

Depart April 26
 
Source: Apple Vacations

Two children stay free during select dates at this all-inclusive resort located on a white-sand beach dotted with swaying palm trees.

Select departures in May
 
Source: Expedia

Jet from NYC to Dreams Palm Beach Punta Cana Luxury All-Inclusive Resort

Depart May 15
 
Source: Caradonna Dive Adventures

A 7-night Barbados vacation including five days of two-tank boat dives and roundtrip airport transfers

Daily September-October
 
Source: Apple Vacations

Part of a larger sale that includes beachside, 4-star properties, all-inclusive resorts and kids stay free packages.

Select departures July-August
 
Source: Cruise.com

Sail to Bermuda aboard Norwegian Breakaway roundtrip from New York City.

Depart May 4; +$20-$90 May 11, 18, 25
 
Source: Aruba

Beachfront resorts, vacations, cruises & flights

Deals into December
 
Source: American Express Travel

Cruise to Nassau, Freeport and Great Stirrup Cay roundtrip from Miami.

Depart May 5, 9; +$20 May 2, 12, 16, 19
 
Source: Priceline.com

Set sail roundtrip from Tampa onboard Carnival Legend with stops in Cozumel, Belize City, Roatan and George Town.

Depart April 27; +$20-$50 May 4, 11, 18
 
Source: Featured Destination: Aruba

All-inclusive resorts, beachfront hotels, AAA 4-Diamond properties and more.

Deals through December
 
Source: CheapCaribbean.com

Visit the newly remodeled Holiday Inn Aruba which features two pools and a casino.

Select departures May 4 - June 30
 
Source: Vacation Express

Choose from a variety of packages that feature family-friendly resorts, spa credits and/or resort credits

Select dates May-August
 
Source: Liberty Travel

Save up to 50% off with this four-night St. Lucia beachfront escape that includes round-trip air, resort transfers and a $135 air credit per room

June 2-6
 
Source: Expedia

Sail aboard Norwegian Getaway from Miami and visit St. Maarten, St. Thomas and Nassau, Bahamas.

May 3; +$10 May 10, 17, 24, 31
 
Source: Westin Dawn Beach Resort & Spa, St. Maarten

The Westin Dawn Beach Resort & Spa St. Maarten boasts four restaurants and a casino.

Sept. 1 - Oct. 31; +$10 April 16 - Aug. 31
 
Source: Expedia

Cruise to Bermuda on Celebrity from Cape Liberty. New York City and New Jersey hotel stays pre- or post-cruise are also available.

Depart May 18; +$50 May 25; +$100 May 11
 
Source: CruCon Cruise Outlet

Sail on Allure or Oasis of the Seas with a deal that includes free prepaid gratuities and choice of dinner for two or a spa treatment.

Select fall dates
 
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Andrew Young — Travel, Entertainment and Local Deal Expert
Andrew Young
Deal Expert, New York
Summer is coming. Our thoughts turn to beaches, grilling meats and summer vacation. More