Travel Talk

6 Best Places to Travel with a Group of Friends in Winter

Winter is a fabulous time to travel to have fun, catch up with friends, and do something different. You will share great and unique experiences and learn new things throughout your journey. Furthermore, even if things don’t go as planned, you’ll go through it together and become closer.

An event like this fosters long-lasting connections and heralds the start of many more travels spent together in the future. Additionally, traveling with friends may be less expensive than traveling alone.

When traveling with your group, deciding on a destination may be the most challenging aspect of the preparation process. And everyone has a different reason for taking a winter vacation. Some of your buddies wish to ski or enjoy the winter environment, which includes lovely fireplaces, hot chocolate, mulled wine, crisp air, and snow-draped mountains.

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Others like to avoid the cold by sunbathing and swimming in warm tropical seas. Here are some of the top winter vacation ideas for a group of friends that will make for an excellent escape to help you create a list of alternatives for that long-awaited trip!

Telluride, Colorado 

Telluride is a southwest Colorado city in a remote canyon in the San Juan Mountains. Telluride Ski Resort is recognized as a world-class ski and snowboard destination. This European-style terrain is suitable for skiers and riders of all abilities and offers some of the finest skiing and riding in North America.

If you and your friends are snow experts, you will have an unforgettable experience and appreciate the most incredible skiing in Colorado. However, if your party includes professionals and beginners, you may spend the day learning and practicing your ski abilities by taking a group class at the Ski & Snowboard School.

Explore this National Historic Landmark mining town’s clapboard shops, boutiques, gourmet restaurants, and thriving cultural scene after a day on the slopes. Visit one of the numerous local pubs or arrange a soothing body massage at The Peaks Resort & Spa to recover from a day on the slopes.

Where to stay: There is a wide variety of ski-in/ski-out lodging options in Telluride, from hotels to vacation homes. Cimarron Lodge 15 is a luxury ski-in/ski-out property that can accommodate up to eight people. Excellent spot for a group winter getaway.

Cabo San Lucas, Mexico

There is no doubt that this celeb-loved hotspot offers everything you need to enjoy the best winter vacation with friends. Cabo is the perfect winter destination if you have dreamed of spending time with your pals like a celebrity. This winter season, it’s the time to pamper with a select few adventures, so you know why Jennifer Aniston stays so often that even the locals call her the “Queen of Cabo.”

You can start your group getaway by reserving a private yacht experience with a fully stocked bar, a personal chef, water sports equipment, a captain, and a 5-star team. Then, after a day in the water, you all will want to relax with a spa treatment like Jessica Alba or Cameron Diaz at the Spa at Las Ventanas. So you all can try the famous Body and Mind Restoration.

This energy-balancing treatment includes an organic facial, a traditional spa pedicure, and a spa lunch. Finally, you can host a Tequila tasting experience at your villa to appreciate a perfect mix of culture, gastronomy, folklore, and traditions from Mexico. You can also check in if your lodging provides this wonderful service.

Where to stay: Cabo offers the most luxurious villas that will make you feel like a real celebrity when you arrive. Casa Luca is an exclusive luxury property perfect for ten guests with expansive ocean views where you will surely enjoy a stay like a celebrity with your friends in Cabo.

Aspen Snowmass, Colorado

The Aspen Snowmass area it’s all about snow, sun, and fun. There are plenty of winter activities to experience, from alpine skiing and snowshoeing to ice skating, snowmobiling, snowboarding, and hot-air ballooning. Biking is also popular here and with Aspen bike rentals available anyone can explore on two wheels. You and your buddies may take advantage of all this town and resort offers. Visitors also enjoy dog sled rides, and the more adventurous can go cross-country skiing and back-country ski excursion.

Aspen Snowmass is the place for you and your friends when you want to dance the night away after a long day on the slopes on your winter getaway together. Offering some of the best bars and nightclubs of any ski resort, Downtown Aspen is the place to party in Colorado. First, you can visit the famous Belly-Up Aspen, a concert venue and bar that hosts impressive concerts and events yearly.

Belly Up brings in the best shows, including concerts with The Killers, Jack White, Lil Wayne, and Twenty One Pilots. Then for an energetic nightclub experience can go to Escobar, where the drinks are flowing, and enjoy electronic music spun by the hottest DJs to connect with the local nightlife scene. So Aspen Snowmass has a bar for everyone and nighttime adventures till all morning hours.

Where to stay: Aspen Snowmass has a ton of acclaimed accommodations, but if you want to stay close to the slopes with your group, the Timberline C1A Deluxe property is the perfect place for you. This is a classic ski-in ski-out condo with three bedrooms and two baths in a prime location.

Moab, Utah

Moab is the perfect place for you and your friends to spend your winter break, thanks to its beautiful landscape and peaceful outdoor activities, including hiking, mountain biking, rafting, and more. Although a winter visit to Arches may include cold temperatures and ice pathways, the experience may be beautiful if you are equipped and ready for the wintry circumstances.

Moab’s proximity to the La Sal Mountains provides the perfect setting for a group to go back-country skiing. The mountain bowls offer advanced skiers a challenging course, while beginners may take it easy on the easier terrain. If you and your friends are searching for the most photogenic location, go no farther than Arches National Park.

Taking a picture of the snow in sandstone colors can create a unique and unforgettable scene. Equally memorable is a group hike along a well-traveled and easily accessible trail, such as Nature Trail. In addition to daytime hiking, you may round off your lovely day with stargazing after dark.

Where to stay: Moab is well located near Arches National Park and provides a variety of lodgings, including hotels, vacation homes, and lodges. However, if you are looking for the most fantastic spot to stay with your party, Arroyo Rez is a 3-bedroom home rental that can comfortably accommodate up to 8 guests and has stunning red rock and mountain views.

Estes Park, Colorado

Estes Park, Colorado, is a magnificent snowy spot excellent for an art and culture adventure if you are part of a movie lovers group of pals. The Stanley Hotel provides historical excursions that reveal mysteries about founder F.O. Stanley and little-known facts about The Shining.

One of their trips is The Spirited Shining Tour, where you may picture the re-created bathroom and get a glimpse of one of the Axes from The Shining. You may also add the Stanley Live event series to your schedule to experience music performances, world-class artists, and more.

Another must-see attraction in Estes Park is The Park Theatre, America’s oldest-running movie theater, which is a great location to enjoy a drink and soak in the Old West atmosphere. Finally, the iconic Rock Inn, which has superb comfort cuisine and an incredible choice of Colorado-made drinks and beer since 1937, offers a local character in the form of a rustic bar heated by a wood-burning furnace.

It goes without saying that during this trip, you will be in an adorable snowy mountain village with full access to fun winter activities. Snowshoeing with your buddies at Old Fall River Road will be a memorable daytime activity while admiring the stunning panoramas of Rocky Mountain National Park.

Where to stay: Estes Park has various lodgings to meet your group’s needs. Cabin 10, a lovely lakefront cottage in Mountain Village at Lake Estes, is the ideal Rocky Mountain National Park getaway with two master bedrooms and a 6-person hot tub, which will undoubtedly exceed your expectations.

30A Florida 

Visitors to this area may expect to see pristine beaches with powdery white sand and bright sunshine, temperatures in the mid-60s during the day, and fewer tourists, making it simple to pack in as many exciting activities as possible in the winter season. 

During the winter months, 30A is a great place to go fishing. Take a fishing excursion with a local expert and get to the hotspots where the fish are biting. The weather is mild enough to ride a bike around town in the winter, and there are several paths and trails to check out and places to rent bicycles.

The Timpoochee Trail, for instance, is a popular paved walking trail that links neighborhoods all along 30A and features several rests stops with beach views. There are also festivals and events to look forward to in the region during the winter, including the 30A Wine Festival, the Sandestin Gumbo Festival, and the 30A Songwriters Festival.  

Where to stay: The stunning 30A in Florida offers luxury and comfy accommodations, a classic community atmosphere, or something a bit spicy. PoppyLu property is a gorgeous three-story, 5-bedroom gulf-front house with a private pool in the tranquil beach community of Blue Mountain Beach, and it’s the holiday home you’ve always wanted for a friend’s beach getaway.

Prepare for the Best Winter Vacation with Friends Ever

A winter getaway could sound like a great idea if you and your friends are looking for that much-needed break from your worries. This list of top vacation destinations perfect for a group of friends might provide ideas for your winter vacation itinerary.

In addition, apps such as Troupe or Travefy can help you manage your itinerary, save flight information details, and send messages as a group. Also, find out about your chosen destination’s health and safety regulations to keep your pals safe.

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