This lot benefits: Children's Volunteer Health Network

Treat yourself to the holiday you deserve in sunny Anguilla. Villa Paradise is a four-bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the Caribbean Sea and mountains of St. Martin from almost every angle.

Treat yourself to the holiday you deserve in sunny Anguilla. Villa Paradise is a four- bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the Caribbean Sea and the mountains of St. Martin from almost every angle.

The villa's protected harbor with boat dock and small cove are located directly outside. The adjacent coral reef offers some of the best snorkeling in Anguilla. There is a small boat with a captain for beach hopping, snorkeling and lobster fishing or you can jump into the pristine salt water swimming pool to cool off. The deck provides ample sun loungers and umbrellas so you can relax in the sun or shade. Indoors at Villa Paradise, you will find a home entertainment system, an exercise room, and internet access. Your reservation includes a full staff with housekeeping and manager.

The palatial exteriors of Villa Paradise are only matched by the cozy and bright interiors. The living and dining areas feature padded rattan furniture and ceiling fans for the ultimate island vibes.

While known for its pristine white sand beaches and crystal-clear turquoise
waters, it's the trademark hospitality and warmth of the locals that may have you visiting Anguilla again and again. During your stay at Villa Paradise, you will also be minutes away from the Cuisinart Golf Resort and Spa. In nearby Sandy Ground, "the entertainment capital of Anguilla," you will discover a sleepy village by day that lights up at night with imaginative beach bars and hot night spots. Whether you decide to just stay at home and enjoy the grounds or venture out into the casual island tempo, this vacation is sure to be one for the books!

This Lot Includes:

• Seven (7) nights at Villa Paradise, a four (4) bedroom, four (4) en-suite bathroom private luxury villa on the Island of Anguilla for up to four (4) couples

• Infinity pool
  

• Small boat with captain for lobster diving, snorkeling, fishing, and more

• Ocean view gym
  

• Housekeeping and house manager for the duration of your stay

Restrictions: Trip must be booked in advanced on mutually agreeable dates between April 30, 2020, and December 15, 2020. Blackout dates may apply. Reservations must be booked Saturday - Saturday. Expires December 15, 2020.

Stretching throughout the Caribbean, the British Virgin Islands are a kaleidoscope of aquamarine waters, sun-soaked harbors, and white sand beaches. Distinct ports of call can be found among the more than 25 pristine islands that make up the BVIs.

Throw away the to-do list and leave your day to chance. Search for turtles off the shores or find yourself gazing across the sea from a hilltop bar. Fill all your senses with spectacular scenery, delectable cuisine, and soft-sand beaches. The coral atoll of Anegada is the resting point of many a sunken ship and offers amazing underwater views for diving.

Your five-night, all-inclusive Moorings Crewed yacht vacation starts in Tortola
and blends the comfort of luxury with the spirit of adventure travel. This bucket list experience for three couples includes three en-suite spacious cabins aboard a premium air-conditioned 48-foot catamaran, personalized service from a professional captain and chef, gourmet meals, drinks and a full selection of water toys. Moorings yachts are specially designed for comfortable cruising and equipped with all of the gear you need for snorkeling, kayaking, fishing, knee boarding, and more. Experience an all-inclusive adventure all about you on a crewed yacht vacation with the Moorings. From sprawling beaches to small villages, you're sure to find your own reason to cruise back on another return voyage.

This lot includes:

• Five (5) nights aboard a Moorings Crewed 4800, four (4) cabin catamaran for three (3) couples (Note: Fourth cabin is designated for crew)

• Captain and onboard chef

• All meals, snacks, and beverages with a fully stocked bar

• Watersports equipment

• Housekeeping services

• Air-conditioning

• Mooring ball fees and fuel

Restrictions: Must be booked 90 days in advance on mutually agreeable dates. This lot is based on availability and is subject to blackout dates including December 21, 2019 - January 4, 2020, and February 8, 2020 - March 7, 2020. Offer does not include gratuity and some docking fees. Expires April 30, 2020.

This lot benefits: AMIkids Emerald Coast

Four couples are invited to the exclusive island of St. Barths, a destination that offers its guests low-key European sophistication infused with tropical opulence. This arid escape spans just eight square miles and is home to an eclectic mix of iguanas, night-blooming cactus, and fabulous beaches as well as luxury yachts, designer boutiques, and celebrities.

Enjoy the ultimate in seaside luxury living at Villa Pelican, more formally known as VW ABR. The newly built villa overlooks the tranquil bay of Anse des Lezars and boasts four king bedrooms, each with an en suite bathroom.

The villa has two separate units connected by a semi-covered outdoor living room. In the first unit are the four bedrooms spread over two floors. The second unit holds a spacious living room, open on two sides to bring the outdoors into your island oasis. The open, fully-equipped kitchen and main dining table is placed just right to offer expansive views and natural breezes. Cool off by taking a dip in the infinity pool or sunbathe on the large two-level deck located in front of the main room.

All bedrooms are nearly identical with European king-sized beds, satellite TV, and en-suite bathrooms. The rooms on the lower floor are situated in front of a garden with a small ocean view and a private terrace with seating.

Villa Pelican is the perfect getaway for friends or family!

This lot includes:

• Seven (7) nights at Villa Pelican for four (4) couples
• Twice daily housekeeping

Restrictions: Available April - December 14, 2019, and April - December 14, 2020. Must be booked in advance and is subject to availability. Expires December 14, 2020.

This lot benefits: Food for Thought Outreach

Three couples are invited to travel to paradise and stay in a luxury three-bedroom villa on St. Kitt's exclusive Belle Mont Farm, described by Food & Wine as the "best new Caribbean hotel" and by the New York Times as "not just a lavish resort, but a community honoring all things local." A near-perfect package is how you might think of St Kitts and Nevis. The two-island nation combines beaches with beautiful mountains, activities to engage your body and rich history to engage your mind. The local culture is mellow, friendly and infused with a pulsing soca beat.

Spend five nights in a villa spaciously designed with high vaulted ceilings and a vast open and airy veranda ideal for entertaining. Each bedroom boasts its own en suite bathroom with the third-floor bedroom designed as a detached pavilion adjacent to the main villa for additional privacy. These superior lodgings offer you the privacy of a villa experience with access to dining and other unique facilities at Belle Mont Farm.

Wake each morning to stunning views out over the Caribbean Sea through floor-to-ceiling windows in every room, and choose between your own private bathroom or outdoor rainwater shower. Stroll onto the deck for a morning dip in your own private infinity-edge pool, followed by a breakfast of tropical fruit and a relaxed conversation catching up with old friends.

As a guest on Belle Mont Farm, enjoy an authentic West Indies culinary experience with locally foraged ingredients enhanced by the imagination of the resident chefs. Belle Mont Farm guests also can dine and relax at The Kitchen, The Mill Bar, Pool Grill and Bar, The Farm, and Arthur's with an astounding 90% of the restaurants' provisions sourced from local farms in St. Kitts and Nevis.

All of the accommodations are designed by the award-winning architect, Bill Bensley, whose designs are regularly featured on the cover of Condé Nast. Bill's designs for Belle Mont Farm have been crafted in harmony with the natural landscape and feature spectacular views of the ocean and forest that will fill you with a sense of space and openness that refreshes the spirit.

This lot includes:

• Five (5) nights in a three (3) bedroom villa at Belle Mont Farm for three (3) couples (Andrew Harper 95)
• Credit toward winners' choice of meals and activities

Restrictions: Must be booked in advance on mutually agreeable dates and is subject to availability. Blackout dates may apply. Bell Mont Farm is not wheelchair friendly. Meals and activities are at the discretion of the winners and cannot exceed $1,000 per couple. Expires April 30, 2020.

This lot benefits: Shelter House of Northwest Florida

This beautiful four-bedroom ocean view villa in the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise, is the perfect location to enjoy a well-deserved vacation.

Spend a full week soaking up the stunning views and sunshine; from the pool you can see the Caribbean Sea and one of the most luscious golf courses in the Dominican Republic. The Resort provides a matchless experience for all who visit, and its tropically chic lifestyle is ideal for those who appreciate high standards of quality and comfort.

As guests of the villa, you have access to the resort amenities and activities. Punta Cana Resort & Club features 45 holes of championship golf with six ocean front and 14 ocean view holes on Tom Fazio's Corales and P.B. Dye's La Cana. Punta Cana Resort & Club also offers a wide range of adventures and activities including kite surfing, kite boarding, paddle boarding, tennis center, PADI scuba diving center, snorkeling, water skiing, deep sea fishing, catamaran excursions, petting zoo, horseback riding and horseback riding lessons, Segway tours, fitness center, bicycles, kayaks, ecological reserve with walking trails, and 12 natural springs.

This lot includes:

• Seven (7) nights for (4) couples in a private villa in the Arrecife neighborhood of Punta Cana Resort & Club
  
• Housekeeper and house manager on site
  
• Resort credit for activities and/or experiences such as round of golf, in-home chef, or catamaran excursion up to $500 per couple
  
• Airport transfers

Restrictions: Available to be redeemed May 1 - December 31, 2019, and May 1 - December 31, 2020. Must be booked at least 90 days in advance and is subject to availability. Expires January 1, 2020.

This lot benefits: Habitat for Humanity of Walton County

Located within Rum Point on the north coast of Grand Cayman Island, this extremely private, gated-community villa is built right on the beachfront. White sand, crystal clear water, and an endless ocean view await at Villa Tarasand. With four luxurious bedrooms and a wealth of outdoor space, Tarasand is perfect for a family getaway or vacation with friends.

Tarasand's massive open concept main floor is ideal for hosting. The living room, kitchen, and dining area are all beautifully integrated while maintaining their own unique characteristics. High vaulted ceilings, white walls, and fully windowed ocean facing walls ensure the grand room is always bright with natural sunlight and overflowing with fresh ocean air.

Finding serenity at Tarasand is simple. The villa is equipped with all of the luxuries of home, including air-conditioning, so all you have to worry about is which hammock you'd like to nap in. Outside you'll find paradise, just four steps down from the living room and you're on the beach. Lush green vegetation, sun loungers, outdoor living areas, and a balcony are just outside your back door.

If you're interested in scuba diving or other water sports, walk over to Rum Point. They've also got great restaurants and the Kaibo Yacht Club. Daily trips to the Stingray Sandbar leave from Rum Point dock, and beach watersports are provided by Red Sail Sports.

Rum Point is famous for its invention of the mudslide, so no visit to Rum Point is complete without sampling this delicious cocktail.

This lot includes:

• Seven (7) night stay for a family or (3) couples at Villa Tarasand in Rum Point, Grand Cayman
  
• Wine dinner for up to six (6) adults at Brasserie
  
• Amenity or dining credit up to $1,500 (or $500 per couple) for in-home chef, watersports, excursions, and more

Restrictions: Based on availability and subject to blackout dates. Cannot be redeemed on major holidays: Thanksgiving, Christmas, and New Year's weeks. Expires April 30, 2020.

This lot benefits: Boys & Girls Clubs of the Emerald Coast

Feel the doors of your imagination open wide as you travel to the exclusive Sandy Lane Estate on the tropical island of Barbados. Four couples will enjoy seven nights at the enchanting Georgian style villa of Aurora, set on two lush acres within the Estate. Its elevated position affords incredible views of the surrounding area and beyond to the Caribbean Sea.

Aurora is a six-bedroom mansion, each boasting an en suite bathroom, and a full staff to meet your every need. Your staff includes a daily housekeeper, cook, laundress, and night watchman, so all you have to do is relax and take in the views from your private cabana on the exclusive Sandy Lane Beach. If you wish to venture off the estate, you're just a short 2.5-mile drive to Holetown where additional restaurant and shopping options are available. Unwind and unplug at your own personal oasis in Barbados, perfect for friends or family.

The villa's expansive living room includes an inviting circular couch, high tray ceilings, and a glistening crystal chandelier. The pocket-style doors slide back and give way to a large covered terrace and spacious outdoor entertaining area, perfect for a crisp glass of wine or island-inspired cocktail. Take a dip in the large, mosaic-tiled swimming pool tucked away within lush tropical gardens, or enjoy a game of tennis on your private court.

Your dining possibilities abound with options for relaxed al fresco dining by the pool or formal dining in the gazebo. For those looking to escape the sun, Aurora has a comfortable media room, fully equipped kitchen, bar, and a wide selection of fitness equipment to ensure all your entertainment needs are met.

This lot includes:

• Seven (7) nights at the Aurora villa in the exclusive, gated Sandy Lane Estate complete with five (5) king bedrooms and one (1) queen bedroom, each with an en suite bathroom recommended for four (4) couples (Andrew Harper 94)
  
• Daily house staff including a housekeeper, cook, laundress, and night watchman through the duration of your stay
  
• Access to private cabana on Sandy Lane Beach
  
• Swimming pool and private tennis court
  
• 24-hour access to the Villa manager
  
• Estate staff will pre-stock the villa for an additional fee

Restrictions: Must be booked a minimum of 90 days in advance and is subject to availability and blackout dates including December 15 - April 15, 2020. Additional blackout dates may apply. Expires December 2020.