WinterSun on Sale

Our Best Winter Vacation Deals to Mexico, the Caribbean, and more.

Thinking about a winter vacation? With fabulous deals on winter travel to your favorite destinations throughout Mexico, the Caribbean, Central America, and Hawaii, now is the perfect time to book your tropical getaway.

Be sure to protect your vacation by adding the AV-OK Total Vacation Security, Apple Vacations' three-part protection plan which features our Best Price Guarantee and a waiver that allows you to cancel your trip for any reason.

What are you waiting for? Secure your place in paradise while our best flights and hotel deals are still available.

Book by October 13, 2016 for travel through April 30, 2017.

Dreams Tulum Resort & Spa

Cancun/Riviera Maya Deals ▶ Dreams Tulum Resort & Spa

Dreams Tulum Resort & Spa

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Discover Unlimited-Luxury® in beautiful Tulum! Enjoy up to $400 in resort roupons (per room, per stay), nonstop transfers, and the Sip, Savor & See Dining Experience!

3 nights
Unlimited-Luxury®
Including Airfare

$949*
View Deals   ▶
4 nights $1049*
7 nights $1599*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Chicago O'Hare on Frontier Airlines. 3nts travel Jan 8, 9, 29, 30, 31, 2017; 4nts travel Jan 8, 29, 2017; 7nts travel (Mon-Thu) Jan 3, 26, 30-Feb 2, 2017. Price will vary for other departure cities.

Sunscape Domincan Beach Punta Cana

Punta Cana Deals ▶ Sunscape Dominican Beach Punta Cana

Sunscape Dominican Beach Punta Cana

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Experience Unlimited-Fun® in Punta Cana! Ideal for families, this property boasts $200 in resort coupons (per room, per stay), nonstop transfers

3 nights
Unlimited-Fun®
Including Airfare

$699*
View Deals   ▶
4 nights $799*
7 nights $999*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Philadelphia on Frontier Airlines. 3nts travel (Wed) Jan 4-25, 2017; 4nts travel (Sat) Jan 7-14, 28, 2017; 7nts (Mon) Jan 2-30, (Wed) Jan 4-25, 2017. Price will vary for other departure cities.

Iberostar Playa Mita

Vallarta Deals ▶ IBEROSTAR Playa Mita

IBEROSTAR Playa Mita

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

IBEROSTAR brings its Premium Gold Collection to the beautiful beaches of Riviera Nayarit! This first-class getaway offers two pools including an infinity pool with swim-up bar, and a kids' pool with splash park.

3 nights
All-Inclusive
Including Airfare

$929*
View Deals   ▶
4 nights $1079*
7 nights $1479*

Based on double occupancy, includes gov't taxes & fees. Price is per person from San Francisco on Alaska Airlines. 3nts travel (Sun-Tue) Jan 1-29, 2017; 4nts travel (Sun/Mon) Jan 1-23, 2017; 7nts travel (Mon-Thu) Jan 2-26, 2017. Price will vary for other departure cities.

Riu Santa Fe

Los Cabos Deals ▶ Riu Santa Fe

Riu Santa Fe

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Set beside a pristine beach within minutes of downtown Cabo San Lucas, this resort features three pools with swim-up bars, five gourmet restaurants, and an unforgettable kids club.

3 nights
All-Inclusive
Including Airfare

$699*
View Deals   ▶
4 nights $799*
7 nights $1099*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Denver on Frontier Airlines. 3nts travel (Tue) Jan 5-19, 2017; 4nts travel (Sun) Jan 8-29, 2017; 7nts travel (Tue/Thu) Jan 5-12, 2017. Price will vary for other departure cities.

Grand Bahia Principe Jamaica

Jamaica Deals ▶ Grand Bahia Principe Jamaica Runaway Bay

Grand Bahia Principe Jamaica

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

This spectacular Victorian-style resort sits on the beachfront of Runaway Bay, and offers activities and fine dining for all ages, delivering an exciting Jamaican vacation for all who visit! Book by September 29, 2016 for VIP amenities, exclusive privileges, and more!

3 nights
All-Inclusive
Including Airfare

$979*
View Deals   ▶
4 nights $1149*
7 nights $1549*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Milwaukee on Norwegian Air. 3nts travel (Wed) Jan 11-25, 2017; 4nts travel (Sat) Jan 14-21, 2017; 7nts (Wed) Jan 11-25, 2017. Price will vary for other departure cities.

Riu Guanacaste

Guanacaste Deals ▶ Riu Guanacaste

Riu Guanacaste

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

With four restaurants and a pool complete with a swim-up bar, guests of the Riu Guanacaste will bask in both luxury and comfort while taking in the beautiful natural landscapes and romantic beaches.

3 nights
All-Inclusive
Including Airfare

$1469*
View Deals   ▶

Based on double occupancy, includes gov't taxes & fees. Price is per person from Los Angeles on Alaska Airlines. Travel (Tue/Thu) Jan 3-12, 2017. 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

Unlimited-Fun® for families, friends, singles, and couples! Enjoy a partial ocean view room, nonstop transfers, $200 Resort coupons (per room, per stay), and much more.

7 nights
Unlimited-Fun®
Including Airfare

$779*
View Deals   ▶
4 nights $899*
7 nights $1149*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Los Angeles on Alaska Airlines. 3nts travel (Mon/Tue) Jan 2-10, 23-31, 2017; 4nts travel (Mon/Fri) Jan 2-13, 23-30, 2017; 7nts travel (Tue/Wed) Jan 3-11, 24, 25, 2017. Price will vary for other departure cities.

Riu Merengue

Puerto Plata Deals ▶ Riu Merengue

Riu Merengue

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Experience all the Dominican Republic has to offer at the beautiful Riu Merengue! This beachfront resort features a large pool with a children's section, incredible dining options, and more.

5 nights
All-Inclusive
Including Airfare

$814*
View Deals   ▶

Based on double occupancy, includes gov't taxes & fees. Price is per person from New York's JFK on JetBlue Airways. Travel (Sun) Jan 22-Feb 12, 2017. Price will vary for other departure cities.

Secrets Huatulco Resort & Spa

Huatulco Deals ▶ Secrets Huatulco Resort & Spa

Secrets Huatulco Resort & Spa

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Unlimited-Luxury® for adults (18+) only! Enjoy a spacious junior suite ocean view room, nonstop transfers, $200 in resort coupons (per room, per stay), and the Sip, Savor & See Dining Experience.

7 nights
Unlimited-Luxury®
Including Airfare

$1599*
View Deals   ▶

Based on double occupancy, includes gov't taxes & fees. Price is per person from St. Louis on XTRA Airways. Travel Jan 6, 20, 27, 2017. Price will vary for other departure cities.

*Unless otherwise noted, fares include ROUNDTRIP AIRFARE via U.S. certified air carrier, hotel transfers, hotel tax, resort baggage handling, fuel surcharges and all pre-collected U.S. and foreign taxes and fees including September 11th Security Fee and $10 late booking fee if applicable (for bookings within 14 days of departure). More details

Other Vacation Deals to Mexico, the Caribbean and more!


Iberostar Paraiso Del Mar

Cancun/Riviera Maya Deals ▶ IBEROSTAR Paraiso del Mar

IBEROSTAR Paraiso del Mar

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

The whole family will love the spectacular pools at this all-inclusive resort! Enjoy a beach barbecue, ice cream parlor, and two discos – one for adults and one for teens.

3 nights
All-Inclusive
Including Airfare

$759*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Cleveland on Frontier Airlines. Travel (Wed) Jan 4-15, 2017. Price will vary for other departure cities.

Riu Palace Bavaro

Punta Cana Deals ▶ Riu Palace Bavaro

Riu Palace Bavaro

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Situated aside Arena Gorda beach, the Riu Palace Bavaro features two pools, a swim-up bar, and five restaurants.

3 nights
All-Inclusive
Including Airfare

$979*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Chicago O'Hare on Frontier Airlines. Travel (Mon/Tue) Jan 9-16, 23-30, 2017. Price will vary for other departure cities.

Grand Palladium Jamaica Resort & Spa

Jamaica Deals ▶ Grand Palladium Jamaica Resort & Spa

Grand Palladium Jamaica Resort & Spa

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Enjoy a variety of activities for all ages, an array of delicious cuisines, and a breathtaking beach! See more with exchange privileges with Grand Palladium Lady Hamilton Resort & Spa.

7 nights
All-Inclusive
Including Airfare

$1349*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Rockford, IL on Norwegian Air. Travel (Mon) Jan 9-16, 2017. Price will vary for other departure cities.

Riu Jalisco

Vallarta Deals ▶ Riu Jalisco

Riu Jalisco

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Ideal for both families and couples, all guests can enjoy delicious buffets and a la carte specialties, two lagoon swimming pools, and nightly entertainment. The RiuLand Mini-Club offers supervised entertainment for children, while parents can have a drink at the swim-up bar.

7 nights
All-Inclusive
Including Airfare

$1049*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Lansing, MI on XTRA Airways. Travel (Mon) Jan 2-9, 2017. Price will vary for other departure cities.

Dreams Los Cabos Suites Golf Resort & Spa

Los Cabos Deals ▶ Dreams Los Cabos Suites Golf Resort & Spa

Dreams Los Cabos Suites Golf Resort & Spa

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Experience Unlimited-Luxury® at a resort perfect for families, couples, and friends! Enjoy nonstop transfers and $200 in resort coupons (per room, per stay).

3 nights
Unlimited-Luxury®
Including Airfare

$999*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Chicago O'Hare on Frontier Airlines. Travel (Thu) Jan 5-19, 2017. Price will vary for other departure cities.

Dreams Playa Bonita

Panama Deals ▶ Dreams Playa Bonita Panama Resort & Spa

Dreams Playa Bonita Panama Resort & Spa

Includes FlightTransfers Not IncludedIncludes AccomodationsIncludes FoodIncludes Drinks

Experience Unlimited-Luxury® in beautiful Panama! Enjoy $200 in resort coupons (per room, per stay), limitless access to gourmet dining, and endless entertainment.

3 nights
Unlimited-Luxury®
Including Airfare

$1299*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Boston on Copa Airlines. Travel Feb 1, 8, 2017. Price will vary for other departure cities.

Secrets Aura Cozumel

Cozumel Deals ▶ Secrets Aura Cozumel

Secrets Aura Cozumel

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Offering guests adults only (18+) Unlimited-Luxury® with an elegant junior suite, nonstop transfers, the Sip, Savor & See dining experience, and more. Guests also receive $200 in resort coupons (per room per stay).

7 nights
Unlimited-Fun®
Including Airfare

$1469*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Milwaukee on Norwegian Air. Travel Jan 23, 30, 2017. Price will vary for other departure cities.

Sheraton Kona Resort & Spa at Keauhou Bay

Hawaii Island Deals ▶ Sheraton Kona Resort & Spa at Keauhou Bay

Sheraton Kona Resort & Spa at Keauhou Bay

Includes FlightTransfers Not IncludedIncludes AccommodationsMeals Not IncludedDrinks Not Included

This 22 acre oceanfront resort is perfectly situated at the entrance of Keauhou Bay, where guests can enjoy magnificent sunsets and nightly Manta Ray viewing! Garden-Mountain view room.

4 nights
Including Airfare

$1049*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Oakland on Alaska Airlines. Travel Jan 16-Mar 13, 2017 Price will vary for other departure cities.

Riu Palace Aruba

Aruba Deals ▶ Riu Palace Aruba

Riu Palace Aruba

Includes FlightIncludes TransfersIncludes AccomodationsIncludes FoodIncludes Drinks

Escape to the turquoise waters and white sands of famous Palm Beach. Enjoy 24-hour room service, two pools, and five restaurants onsite.

5 nights
All-Inclusive
Including Airfare

$2167*

Based on double occupancy, includes gov't taxes & fees. Price is per person from Pittsburgh on JetBlue Airways. Travel (Thu) Jan 12, 2017. Price will vary for other departure cities.