114 deals from our U.S. site*
* Taxes and fees may be additional.
Source: Puerto Rico

Beachfront hotels, airfare and vacation deals for fall travel

Sept. 1 - Dec. 19
 
Source: Jamaica

Escape to the Caribbean with beachfront hotel, air-inclusive vacation and island tour deals

Deals into February
 
Source: Wow Deal Destinations for 2015

Brazil, Puerto Rico, Texas Hill Country, Cruising Asia & Dubai

2015
 
Source: Princess Cruises

Prices this low are rare on seven-night Princess cruises, offering a warm escape from frigid temperatures.

Depart Nov. 29 & 30, 2014; +$100 February-March
 
Source: Fairmont Hamilton Princess

Guests can take advantage of a two-hour private tour of Hamilton then driving up to picturesque Flatts Village and the Aquarium.

Travel in December; +$30-$86 January-March
 
Source: Cruise.com

Cruise roundtrip from Fort Lauderdale onboard Regal Princess to St. Thomas & St. Maarten.

Depart Dec. 14; +$5 Dec. 7
 
Source: Cruise.com

Sail to the pink sands of Bermuda onboard Celebrity Cruises and receive prepaid gratuities and a choice of classic beverage package or $200 credit

Depart May 3; +$50-$100 May 10, 17
 
Source: Delta Vacations

Stretch out on a half-mile of white-sand beach and a private island at a resort just minutes away from the airport

Select November-April departures
 
Source: Cruises.com

Sail from Port Canaveral, making stops in Cococay and Nassau in the Bahamas

Dec. 1; +$45 Dec. 8
 
Source: Delta Vacations

Embark on a romantic three-night retreat to Jamaica at a luxury, all-inclusive resort

Select departures through December
 
Source: CheapCaribbean.com

Lock in a rare discount on an all-inclusive vacation to the newly renovated 'Dreams' resort in St. Thomas; save $520 per person with this package

Select January dates; +$70 through April
 
Source: Westin Puntacana Resort & Club

All rooms in this sprawling new resort have balconies and ocean views

Travel through Dec. 19
 
Source: The Westin Grand Cayman Seven Mile Beach Resort & Spa

The resort's pool has plenty of room to splash around, since it is the largest pool on the island

Through Dec. 19
 
Source: American Express Travel

Cruise roundtrip from Fort Lauderdale to ports in Aruba, Colombia, Panama, Costa Rica & the Cayman Islands.

Depart March 10, 21; April 1; +$100 Feb. 27
 
Source: American Express Travel

Cruise roundtrip from Miami to Nassau and Great Stirrup Cay onboard Norwegian Sky.

Depart Jan. 9; Feb. 6; +$20-$30 Jan. 2, 23, 30
 
Source: Hilton Barbados

This resort is located on Needham's Point, which is among the nicest beaches in Barbados.

Select arrivals through Dec. 18
 
Source: Liberty Travel

Set sail from Miami on this three-night Bahamas cruise

Depart: Jan. 23
 
Source: Sheraton Puerto Rico Hotel & Casino

Great for business or leisure, the hotel is near both the convention center and Condado Beach.

Travel through Dec. 24
 
Source: BookIt.com

Cash in on up to $400 in resort credits with this deal.

Through January
 
Source: Sheraton Old San Juan

This hotel is in the heart of Old San Juan, with the cruise terminals right along the waterfront.

Travel through Dec. 19
 
Cheap Roundtrip Fares to Punta Cana from:
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Travelzoo Tips

Hilary Solan — Travel, Entertainment and Local Deal Expert
Hilary Solan
Deal Expert, Chicago
Several hotel chains, including Hilton and Choice Hotels, offer discounts for active More