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Featured Winter Vacation Deals to Mexico, the Caribbean, and More



Don't miss out on an exciting winter getaway filled with sun, sand, and fun! For a limited time, you can escape the cold and enjoy sensational travel deals to Mexico, the Caribbean, Central America, and Hawaii. All you have to do is Book, Pack, Go!

This winter, we invite you to relax on warm, sandy beaches and indulge in an all-inclusive Apple Vacation, filled with amazing perks like round-trip airfare and airport/hotel transfers, hotel accommodations, all food, drinks, entertainment, gratuities, and more. But hurry! These amazing winter deals won't be around for long!

Book by December 20, 2018!

Top Deals



Riu Dunamar

Cancun Deals » Riu Dunamar

Riu Dunamar

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Enjoy an exciting daily activities program, live shows and music, and supervised programs for kids!

3 nights
All-Inclusive
Including Airfare

$599*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Philadelphia on Exclusive Vacation Flights via Frontier Airlines. Travel (TU) Jan 8,15,22,29, Apr 2,9, 2019. Price will vary for other departure cities.

Dreams Puerto Aventuras Resort & Spa

Cancun/Riviera Maya Deals » Dreams Puerto Aventuras Resort & Spa

Dreams Puerto Aventuras Resort & Spa

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Sip, Savor & See! Non-stop transfers included – an Apple Leisure Group Exclusive! Includes $200 in resort coupons per room!

3 nights
Unlimited-Luxury®
Including Airfare

$749*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Milwaukee on Exclusive Vacation Flights via Miami Air (operated by TUI Airlines Belgium N.V.). Travel (SU/MO) Jan 13, 14, 21, 27, 2019. Price will vary for other departure cities.

Bavaro Princess All Suites Resort, Spa & Casino

Punta Cana Deals » Bavaro Princess All Suites Resort

Bavaro Princess All Suites Resort

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Features Broadway shows, folk dances, theme nights, a piano bar, and a disco!

5 nights
All-Inclusive
Including Airfare

$849*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Cleveland on Exclusive Vacation Flights via Frontier Airlines. Travel (TU/TH) Jan 15, 22-24, 2019. Price will vary for other departure cities.

Riu Negril

Jamaica Deals » Riu Negril

Riu Negril

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Includes $460 in resort credits per room for stays of 4-6 nights or $590 in resort credits per room for stays of 7 nights or more (restrictions apply)!

3 nights
All-Inclusive
Including Airfare

$899*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Minneapolis on Exclusive Vacation Flights via SY. Travel (WE/TH) Jan 9-10, 17, 2019. Price will vary for other departure cities.

Riu Playa Blanca

Panama Deals » Riu Playa Blanca

Riu Playa Blanca

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Includes $385 in resort credits per room for stays of 4-6 nights or $485 in resort credits for stays of 7 nights or more (restrictions apply)!

5 nights
All-Inclusive
Including Airfare

$965*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Chicago O'Hare on Spirit Airlines. Travel (MO) Jan 7, 2019. Price will vary for other departure cities.

Royal Lahaina Resort

Hawaii—Maui Deals » Royal Lahaina Resort

Royal Lahaina Resort

Flight Not IncludedTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Set on 27 acres of tropical gardens, fronting the best and most exclusive stretch of Ka'anapali Beach! No resort fee. Price shown for Ocean-view Room.

5 nights
Hotel Only

$969*
View Deals »

*Hotel only. Based on double occupancy (unless otherwise stated). 5nts travel (SU-SA) Mar 3-Apr 30, 2019. Price will vary for other departure dates.

Reflect Krystal Grand Los Cabos

Los Cabos Deals » Reflect Krystal Grand Los Cabos

Reflect Krystal Grand Los Cabos

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Non-stop transfers included – an Apple Leisure Group Exclusive!

5 nights
Unlimited-Luxury®
Including Airfare

$999*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from St. Louis on Exclusive Vacation Flights via Volaris. Travel (SU) Jan 20-27, 2019. Price will vary for other departure cities.

Sunscape Puerto Plata Dominican Republic

Puerto Plata Deals » Sunscape Puerto Plata Dominican Republic

Sunscape Puerto Plata Dominican Republic

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Non-stop transfers included – an Apple Leisure Group Exclusive! Includes $200 in resort coupons per room!

7 nights
Unlimited-Fun®
Including Airfare

$999*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Pittsburgh on Exclusive Vacation Flights via Allegiant Air. Travel (SA) Feb 23-Mar 30, 2019. Price will vary for other departure cities.

Sunscape Dorado Pacifico Ixtapa

Ixtapa Deals » Sunscape Dorado Pacifico Ixtapa

Sunscape Dorado Pacifico Ixtapa

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Partial Ocean-view Room! Non-stop transfers included – an Apple Leisure Group Exclusive! Includes $200 in resort coupons per room!

7 nights
Unlimited-Fun®
Including Airfare

$929*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Chicago O'Hare on Exclusive Vacation Flights via Volaris. Travel (SU) Jan 6, 13, 2019. Price will vary for other departure cities.

Riu Jalisco

Vallarta Deals » Riu Jalisco

Riu Jalisco

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Enjoy two lagoon swimming pools, free entry and drinks at the disco, theme shows, and more!

7 nights
All-Inclusive
Including Airfare

$1039*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Chicago O'Hare on Exclusive Vacation Flights via Frontier Airlines. Travel (WE/SA) Jan 9, 16, 23, 26, 30, 2019. Price will vary for other departure cities.

Warwick Paradise Island Bahamas

Nassau Deals » Warwick Paradise Island Bahamas

Warwick Paradise Island Bahamas

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

Adults-Only (18+)! Includes $30 in spa credits per person!

5 nights
All-Inclusive
Including Airfare

$1092*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Miami on American Airlines (with one or more flight segments Operated by REPUBLIC AIRLINES AS AMERICAN EAGLE). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (FR) Jan 25-Feb 8, 2019. Price will vary for other departure cities.

Allegro Cozumel

Cozumel Deals » Allegro Cozumel

Allegro Cozumel

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Enjoy an amazing beach, daily activities, nightly entertainment, and a supervised club for kids!

7 nights
All-Inclusive
Including Airfare

$1099*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Milwaukee on Exclusive Vacation Flights via Miami Air (operated by TUI Airlines Belgium N.V.). Travel (MO) Jan 14 - 28, 2019. Price will vary for other departure cities.

Dreams Huatulco Resort & Spa

Huatulco Deals » Dreams Huatulco Resort & Spa

Dreams Huatulco Resort & Spa

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Non-stop transfers included – an Apple Leisure Group Exclusive! Includes $200 in resort coupons per room!

7 nights
Unlimited-Luxury®
Including Airfare

$1599*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Chicago O'Hare on Exclusive Vacation Flights via Volaris. Travel (SA) Jan 5, 19, 2019. Price will vary for other departure cities.

Riu Guanacaste

Guanacaste Deals » Riu Guanacaste

Riu Guanacaste

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Includes 10% off greens fees at the Vista Ridge Golf & Country Club!

7 nights
All-Inclusive
Including Airfare

$1599*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Rockford on Exclusive Vacation Flights via Miami Air (operated by TUI Airlines Belgium N.V.). Travel (FR) Jan 11, 2019. Price will vary for other departure cities.

Tamarijn Aruba All Inclusive

Aruba Deals » Tamarijn Aruba All Inclusive

Tamarijn Aruba All Inclusive

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Includes daily activities like kayaking, snorkeling, rock climbing, beach volleyball, and tennis!

5 nights
All-Inclusive
Including Airfare

$1794*
View Deals »

*Based on double occupancy, includes gov't taxes & fees. Price is per person from Pittsburgh on Delta Air Lines (with one or more flight segments Operated by SKYWEST DBA DELTA CONNECTION). Specific flight details will depend on the itinerary chosen and disclosed upon flight selection. Travel (TH) Jan 24, 2019. Price will vary for other departure cities.



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