Top 20 Beach Resorts for a Fabulous Winter Holiday Vacation with the Family

Top 20 Beach Resorts for a Fabulous Winter Holiday Vacation with the Family

Winter is the perfect time to escape the chilly weather and bask in the sun at a beautiful beach resort. If you're planning a family vacation, look no further. We've curated a list of the top 20 beach resorts around the world that offer an unforgettable experience for both adults and children. From pristine white sandy beaches to exciting activities and delicious dining options, these resorts have it all. Let's dive in and discover your dream winter getaway. Shop our family resort wear and Women’s resort dresses after choosing your top Holiday vacation resort from our list of top 20 below.

 

1. Bora Bora - The St. Regis Resort

The St. Regis Resort in Bora Bora offers a slice of paradise with overwater bungalows that provide direct access to the turquoise lagoon. You can spend your days snorkeling in the crystal-clear waters, trying scuba diving, or experiencing the thrill of jet-skiing. The culinary delights at the Lagoon Restaurant by Jean-Georges are a treat for your taste buds. The resort boasts a beautiful private beach for endless relaxation.

  • Activities: Snorkeling, scuba diving, and jet-skiing.
  • Dining: Lagoon Restaurant by Jean-Georges.
  • Beach: Overwater bungalows with direct access to the lagoon.
  • Family-friendly: Yes
  • Average Cost: $1,000 - $2,500/night

Shop our Women's Pink Resort Dresses

Women's Pink Dresses

2. Maui - Four Seasons Resort Wailea

Located on the pristine shores of Wailea Beach, the Four Seasons Resort in Maui is a tropical paradise. Watch humpback whales in the winter, take hula lessons, and enjoy a round of golf. Duo Steak and Seafood restaurant offers a delectable dining experience. The beach at Wailea is a long stretch of golden sand perfect for sunbathing and water activities.

  • Activities: Whale watching, hula lessons, and golf.
  • Dining: Duo Steak and Seafood.
  • Beach: Located on Wailea Beach.
  • Family-friendly: Yes
  • Average Cost: $700 - $1,500/night

Shop our Men's Resort Shirts and Beach Shirts 

Men's Resort Shirts & Beach Shirts

3. Maldives - Soneva Jani Resort

The Maldives is synonymous with luxury, and the Soneva Jani Resort is the epitome of it. Stay in a private overwater villa, stargaze from your terrace, and take thrilling trips down water slides. Dining here is a unique experience with an open-kitchen setting. The resort's beach is secluded, offering privacy and serenity.

  • Activities: Stargazing, water slides, and yoga.
  • Dining: Overwater restaurant with open kitchen.
  • Beach: Private overwater villas.
  • Family-friendly: Yes
  • Average Cost: $1,500 - $3,500/night

Shop our Family Resort Wear, order matching family outfits!

Family Resort Wear and Family Matching Activewear

4. Seychelles - North Island, a Luxury Collection Resort

North Island in Seychelles is a place of untouched natural beauty. Explore secluded, white sandy beaches, go snorkeling and kayaking, and dine on gourmet meals with breathtaking ocean views. The resort's beach is pristine, with powdery sand and crystal-clear waters.

  • Activities: Island exploration, snorkeling, and kayaking.
  • Dining: Gourmet meals with ocean views.
  • Beach: Pristine, white sandy beaches.
  • Family-friendly: Yes
  • Average Cost: $3,000 - $6,000/night

 

5. Phuket - The Nai Harn

The Nai Harn offers a tranquil escape on Nai Harn Beach in Phuket. Immerse yourself in Thai culture with cooking classes, relax in the spa, and savor stunning views from Reflections, the rooftop dining venue. Nai Harn Beach is right at the resort's doorstep, inviting you for sun-soaked relaxation.

  • Activities: Thai cooking classes, spa, and water sports.
  • Dining: Rooftop dining at Reflections.
  • Beach: Nai Harn Beach right at the doorstep.
  • Family-friendly: Yes
  • Average Cost: $200 - $500/night

Have you seen our super cute Baby & Toddler resort wear!

Baby Resort Wear, Toddler Resort Wear

6. Bahamas - Atlantis Paradise Island

Atlantis Paradise Island in the Bahamas is a playground for all ages. Embark on adventures at the Aquaventure Water Park, interact with marine life in various habitats, and try your luck at the casino. The resort offers a variety of dining options to suit every palate. The beach at Atlantis is a long expanse of soft sand, perfect for beachcombing and playing in the surf.

  • Activities: Aquaventure Water Park, marine habitats, and casino.
  • Dining: Numerous restaurants and cafes.
  • Beach: Miles of sandy shores.
  • Family-friendly: Yes
  • Average Cost: $200 - $600/night

 

7. Jamaica - Half Moon, Montego Bay

Half Moon in Montego Bay, Jamaica, is an exquisite family-friendly destination. Enjoy equestrian activities, golf, and rejuvenate at the spa. The Sugar Mill Restaurant offers a blend of international and local cuisine. The resort boasts two miles of private beach, offering plenty of space for relaxation and watersports.

  • Activities: Equestrian center, golf, and spa.
  • Dining: Sugar Mill Restaurant.
  • Beach: Two miles of private beach.
  • Family-friendly: Yes
  • Average Cost: $300 - $800/night

We carry Family Surfing Ponchos & Beach Towels fantastic selection!

Surf Ponchos & Beach Towels

8. Fiji - Tokoriki Island Resort

Tokoriki Island Resort in Fiji is an adults-only paradise. Immerse in the tranquility of private sandy beaches, indulge in snorkeling, sailing, and cultural experiences. Dine at the beachfront Oishii Teppanyaki restaurant. The resort's beaches are idyllic and offer privacy and serenity.

  • Activities: Snorkeling, sailing, and cultural experiences.
  • Dining: Beachfront dining at Oishii Teppanyaki.
  • Beach: Private sandy beaches.
  • Family-friendly: No
  • Average Cost: $800 - $1,500/night

 

9. Barbados - Sandy Lane

Sandy Lane in Barbados is a luxurious escape. Relax on the beautiful Caribbean shores, play golf, and enjoy spa treatments. L'Acajou offers fine dining with scenic views. The resort features miles of stunning beaches, perfect for long walks and water activities.

  • Activities: Golf, spa, and water sports.
  • Dining: L'Acajou for fine dining.
  • Beach: Beautiful Caribbean shores.
  • Family-friendly: Yes
  • Average Cost: $1,200 - $2,800/night

Sunshines days ahead, shop our Women's Resort Tops & Blouses to take with you!

Women's Resort Tops

10. Dubai - Atlantis, The Palm

Atlantis, The Palm in Dubai is an iconic resort with a private beach. Dive into the Aquaventure Water Park, explore the Lost Chambers Aquarium, and savor a range of dining options. The resort's beach offers breathtaking views of the Palm Jumeirah.

  • Activities: Aquaventure Water Park, Lost Chambers Aquarium, and underwater dining.
  • Dining: A range of dining options.
  • Beach: Private beach with stunning views.
  • Family-friendly: Yes
  • Average Cost: $300 - $900/night

Sunshine Luckies

11. Costa Rica - Andaz Costa Rica Resort at Peninsula Papagayo

The Andaz Costa Rica Resort is set amidst lush rainforests and pristine beaches. Go on rainforest tours, snorkel, and dine at the Ostra restaurant, which features farm-to-table cuisine. The resort's beach is surrounded by the beauty of the rainforest and offers a unique coastal experience.

  • Activities: Rainforest tours, snorkeling, and spa.
  • Dining: Ostra restaurant.
  • Beach: Pristine beach surrounded by lush rainforest.
  • Family-friendly: Yes
  • Average Cost: $300 - $700/night

 

12. Thailand - Anantara Layan Phuket Resort

Anantara Layan Phuket Resort offers a tranquil setting on a private beach. Enjoy cooking classes, yoga, and a variety of water sports. Dine at the Dee Plee Thai restaurant. The resort's beach is serene and perfect for water-based activities and relaxation.

  • Activities: Cooking classes, yoga, and water sports.
  • Dining: Dee Plee Thai restaurant.
  • Beach: Tranquil private beach.
  • Family-friendly: Yes
  • Average Cost: $300 - $800/night

We have a Tropical Collection of Women's Resort Pants and Beach Pants.

Women's Resort & Beach Pants

13. Hawaii - Fairmont Kea Lani, Maui

The Fairmont Kea Lani in Maui is a Hawaiian gem. Experience a traditional luau, engage in water activities, and indulge in spa treatments. Ko restaurant provides panoramic ocean views. The resort's Polo Beach is a beautiful spot to soak up the Hawaiian sunshine.

  • Activities: Luau, water activities, and spa.
  • Dining: Ko restaurant.
  • Beach: Polo Beach at your doorstep.
  • Family-friendly: Yes
  • Average Cost: $400 - $1,000/night

 

14. Antigua - Jumby Bay Island

Jumby Bay Island is a secluded paradise offering powdery white sandy beaches, watersports, nature trails, and fine dining at The Estate House. The resort's beaches are secluded, perfect for private beachfront relaxation and exploration.

  • Activities: Watersports, nature trails, and spa.
  • Dining: Fine dining at The Estate House.
  • Beach: Secluded, powdery white sandy beaches.
  • Family-friendly: Yes
  • Average Cost: $1,200 - $2,500/night

Shop our Women's Plus Size Resort Swimwear

Women's Plus Size Resort Swim Wear

15. Ambergris Caye, Belize - Victoria House Resort & Spa

Victoria House Resort & Spa on Ambergris Caye in Belize is a haven for diving enthusiasts. Dive into the Caribbean, explore Mayan ruins, and dine at the Palmilla Restaurant in exclusive beachfront villas. The resort's beach is pristine, ideal for watersports and beachcombing.

  • Activities: Diving, snorkeling, and exploring Mayan ruins.
  • Dining: Palmilla Restaurant.
  • Beach: Exclusive beachfront villas.
  • Family-friendly: Yes
  • Average Cost: $300 - $700/night

 

16. Mauritius - Constance Prince Maurice

The Constance Prince Maurice in Mauritius overlooks a pristine beach. Enjoy golf, spa treatments, and a variety of water sports, with dining at the Archipel restaurant, which serves fresh seafood. The resort's beach offers a serene setting with pristine sand and turquoise waters.

  • Activities: Golf, spa, and water sports.
  • Dining: Archipel restaurant.
  • Beach: Overlooking the pristine beach.
  • Family-friendly: Yes
  • Average Cost: $400 - $1,000/night

 

17. Grenada - Spice Island Beach Resort

Spice Island Beach Resort in Grenada offers relaxation on Grand Anse Beach. Indulge in watersports, yoga, and gourmet meals at Oliver's restaurant, known for its Caribbean-inspired dishes. The resort's beach on Grand Anse is one of the most stunning in the Caribbean, with powdery white sand.

  • Activities: Watersports, yoga, and spa.
  • Dining: Oliver's restaurant.
  • Beach: Grand Anse Beach.
  • Family-friendly: Yes
  • Average Cost: $800 - $1,800/night

Women's Plus Size Beach & Resort Dresses

Plus Size Beach & Resort Dresses

18. Cabo San Lucas, Mexico - One&Only Palmilla

One&Only Palmilla in Cabo San Lucas, Mexico, is a beachfront gem. Enjoy a swimmable beach in the Sea of Cortez, play golf, engage in various watersports, and dine at Agua by Larbi. The resort's beach is picturesque with calm, swimmable waters. 

  • Activities: Golf, spa, and watersports.
  • Dining: Agua by Larbi.
  • Beach: Swimmable beaches in the Sea of Cortez.
  • Family-friendly: Yes
  • Average Cost: $600 - $1,500/night

Take us with you, shop our Women's Resort dresses and Beach Dresses.

Women's Resort Dresses & Beach Dresses

19. Cayman Islands - The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman offers luxury on Seven Mile Beach. Unwind on the beach, go snorkeling, play golf, and relish the culinary delights at Blue by Eric Ripert. The resort's beach on Seven Mile Beach is a beautiful expanse of soft sand.

  • Activities: Snorkeling, golf, and spa.
  • Dining: Blue by Eric Ripert.
  • Beach: Seven Mile Beach.
  • Family-friendly: Yes
  • Average Cost: $400 - $1,200/night

 

20. Aruba - Bucuti & Tara Beach Resort

Bucuti & Tara Beach Resort in Aruba is an idyllic escape for couples. Experience windsurfing, beachfront yoga, and romantic beachside dining while enjoying the stunning beauty of Eagle Beach. Eagle Beach is known for its pristine white sands and calm, turquoise waters.

  • Activities: Windsurfing, snorkeling, and beachfront yoga.
  • Dining: Romantic beachside dining.
  • Beach: Pristine Eagle Beach.
  • Family-friendly: Yes
  • Average Cost: $400 - $900/night

Men's Resort tops, T'Shirts and Tanks Men's Resort Tops, Tanks & Tees

 

No matter which beach resort you choose, you're in for a fabulous winter holiday with your family, complete with beautiful beaches, exciting activities, exquisite dining, and a welcoming atmosphere. Shop our Women’s resort dresses, our Men’s resort shirts and grab a few swimsuits for the kids, pack your tropical luggage & bags and get ready for an unforgettable getaway!

Get Your airline tickets from our partner CheapFlightsFares here Flight Deals Under $199

Back to blog

Leave a comment

Please note, comments need to be approved before they are published.