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Madison ShepherdSep 14, 2024 12:15:00 AM8 min read

The 10 Best Leadership Retreat Destinations to Inspire Your Team

The 10 Best Leadership Retreat Destinations to Inspire Your Team
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Looking for the best place to host your next leadership retreat? 

It’s not just about finding a nice view—it's about choosing a destination that boosts creativity, motivation, and meaningful team connections. 

Whether you want to spark new ideas, strengthen bonds, or give your team a well-deserved break, the right location can make all the difference. 

In this article, we’ll dive into the top 10 leadership retreat destinations that will inspire growth and collaboration among your attendees. 

Quick Summary

  1. Hawaii
  2. Florida Keys
  3. Cabo San Lucas
  4. Sedona
  5. Napa
  6. The Southern U.S.
  7. Lake Tahoe
  8. Jackson Hole
  9. Whistler
  10. Park City

view of mountains and ocean in hawaii

Beach Locations for Your Leadership Retreat

1. Hawaii

Hawaii is one of our favorite destinations for a domestic leadership retreat, and it’s easy to see why. 

Offering a wide range of tropical, beach, and shopping spots, it’s the perfect place for an executive getaway. 

The island’s natural beauty—from stunning beaches to lush mountains—provides a calming, inspiring environment where your team can unplug and refocus on bigger goals.

Top Resorts to Stay at in Hawaii:

Top Activities For Attendees in Hawaii:

  • Group hike to a waterfall
  • Snorkeling in places like Hanauma Bay (Oahu) or Kealakekua Bay (Big Island)
  • Golfing at a Championship Course, especially at the Four Seasons Hualalai (Big Island) or the Kapalua Golf Club (Maui)
  • Sunset dinner boat cruise
  • Beachfront yoga and wellness sessions

Looking for more? See our sample incentive travel program itinerary for Maui, Hawaii. 

view of florida keys ocean and palm trees

2. Florida Keys

Want to plan a corporate retreat that’s both memorable and productive? 

The Florida Keys offers a perfect backdrop where your team can relax, build stronger connections, and engage in strategic discussions.

With its stunning coastal views and relaxed vibe, your attendees can enjoy a variety of activities from kayaking through mangroves to unwinding at luxurious beachfront resorts. 

Plus, the Keys are easy to reach and offer a tropical atmosphere that's usually more budget-friendly than similar destinations like the Caribbean or Hawaii.

Top Resorts to Stay at in the Florida Keys:

Top Activities For Attendees in the Florida Keys:

  • Kayaking through the mangroves
  • Snorkeling or scuba diving
  • Team-building activities like beach volleyball or pickleball
  • Wellness and spa sessions
  • Fishing charter or boat day

Want to see more? Take a look at our sample agenda for a company retreat in the Florida Keys.

rock formations in cabo san lucas

3. Cabo San Lucas, Mexico

Cabo San Lucas is a top destination for incentive programs and leadership retreats, and it’s no surprise why. With stunning beaches, perfect weather, and a vibrant culture, it’s the ideal spot for teams to unwind, explore, and indulge.

Cabo San Lucas consistently ranks as one of our top picks for international programs, and here's why:

  • Large selection of newer luxury resorts
  • Spectacular beaches & warm weather
  • Wide range of all-inclusive resorts
  • Easy to get to and lots of fun activities

Top Resorts to Stay at in Cabo San Lucas:

Top Activities For Attendees in Cabo San Lucas:

  • Beach day with your group
  • ATV adventure through the desert
  • Deep-sea fishing adventure 
  • Golfing with ocean views
  • Snorkeling or scuba diving

In short -- Cabo is an easily accessible, sunny beach destination with a good variety of properties. There aren’t a lot of places in the US that offer this besides Hawaii or Florida, which can be far more expensive.

Need more ideas for your Cabo retreat? Check out our sample incentive trip itinerary for Cabo San Lucas.

view of mountains in sedona arizona

Warm, Non-Beach Destinations:

4. Sedona, Arizona

Sedona is a fantastic choice for your next leadership retreat. 

Often dubbed "Red Rock Country" because of its stunning red sandstone formations, this destination is a great place for your attendees to relax and spark new ideas. 

Your leadership team can enjoy outdoor activities like hiking or jeep tours for team-building and then unwind with spas or dive into the local arts scene to help them recharge.

Keep in mind that Sedona can get quite hot in the summer, with daytime temperatures often climbing between 90°F and 100°F. If you’re planning a summer visit, be sure to choose a venue with a pool to stay cool!

Top Resorts to Stay at in Sedona:

Top Activities For Attendees in Sedona:

  • Red Rock Jeep tours
  • Hiking and nature walks
  • Hot air balloon rides
  • Spa and relaxation sessions
  • Sedona vortex tours

Curious about the benefits of hosting an executive burnout retreat? Check out our article outlining the top 10 advantages of organizing one.

napa california

5. Napa Valley, California

Napa Valley is a fantastic choice for your next leadership retreat if you want to mix relaxation with inspiration. 

With vineyard views and award-winning wineries, Napa offers the perfect backdrop for both strategic meetings and downtime. Its excellent dining and accommodations make it an ideal spot for team-building and relaxation.

If your attendees are flying in from out of state, keep in mind it’s usually about a 2-hour drive from San Francisco International Airport. 

Top Resorts to Stay at in Napa:

Top Activities For Attendees in Napa:

  • Wine tastings and vineyard tours
  • Spa and wellness activities
  • Hot air balloon rides
  • Cooking classes and culinary tours
  • Hiking, biking, and nature strolls

Looking to plan a work retreat that improves team morale and productivity? Check out our article for tips on organizing a retreat that meets your goals, fits your budget, and creates lasting memories for your team.

blackberry farm venue in tennessee

6. Southern United States

The Southern United States is a fantastic option for your next leadership retreat, especially if most of your team is based on the East Coast. 

From the historic charm of South Carolina’s Lowcountry to Tennessee’s lively music scene, there’s plenty to inspire and engage your team here. 

Plus, the region’s incredible hospitality will make your team feel welcomed and taken care of throughout their stay.

Top Resorts to Stay at in the Southern U.S.:

Top Activities For Attendees in the Southern U.S.:

  • Wine and whiskey tastings
  • Hiking, biking, kayaking outdoor adventures
  • Historical tours
  • Golfing

view of lake tahoe california

Mountain Locations:

7. Lake Tahoe, California / Nevada

Lake Tahoe is a fantastic spot for your next leadership retreat. The refreshing alpine scenery and variety of outdoor activities offer a nice break from the usual business routine. 

Just note that attendees flying in from Reno-Tahoe International Airport will need to drive about an hour to reach the lake. However, the breathtaking views and activities make the trip well worth it.

Top Resorts to Stay at in Lake Tahoe:

Top Activities For Attendees in Lake Tahoe:

In the winter:

  • Skiing and snowboarding
  • Spa and wellness sessions
  • Indoor hot yoga classes

In the summer: 

  • Hiking and nature walks
  • Boating or water sports
  • Golfing
  • Mountain biking

Is wellness a top priority for your team? Check out our guide on planning executive wellness retreats for all the insights you need.

mountain range in jackson hole wyoming

8. Jackson Hole, Wyoming

Jackson Hole is a fantastic choice for your next leadership retreat, blending rustic elegance and rugged adventure. 

With its breathtaking mountain views and plenty of outdoor activities like hiking and skiing, there’s something for everyone to enjoy. Plus, the charming downtown has great dining, shopping, and accommodations.

Top Resorts to Stay at in Jackson Hole:

Top Activities For Attendees in Jackson Hole:

  • Skiing and snowboarding 
  • Wildlife safaris in Grand Teton National Park (spot bison, elk, and other animals)
  • Hiking and scenic trails
  • Local dining and brewery tours
  • Hot air balloon rides

event venue in whistler canada

9. Whistler, British Columbia, Canada

Whistler is a great choice for a leadership retreat if you're looking to inspire your team while enjoying some downtime. With breathtaking mountain views and plenty of outdoor activities, it’s ideal for adventurous groups.

Whether you’re hitting the slopes in winter or exploring hiking trails in summer, there’s plenty to keep everyone engaged. 

Plus, Whistler Village is full of lively restaurants, shops, and bars, making it a great spot to relax and unwind after a busy day of activities.

Top Resorts to Stay at in Whistler:

Top Activities For Attendees in Whistler:

  • Skiing and snowboarding
  • Mountain biking
  • Hiking and scenic trails
  • Zip-lining
  • Shopping in Whistler Village
  • Golfing

Looking for more international executive retreat location ideas? Explore our article for some suggestions.

downtown park city utah

10. Park City, Utah

Park City, Utah, is a great choice for your next leadership retreat, thanks to its beautiful scenery and range of outdoor activities. 

With over 7,300 acres of skiable terrain in the winter and miles of hiking and mountain biking trails in the summer, Park City has something for everyone. The charming downtown area also offers a variety of shopping, dining, and street events for attendees to enjoy.

Plus, Park City has over 300 days of sunshine a year, making it a reliable choice for pleasant weather during your retreat. 

Top Resorts to Stay at in Park City:

Top Activities For Attendees in Park City:

  • Mountain biking
  • Golfing
  • Skiing and snowboarding
  • Shopping on Main Street
  • Scenic gondola rides
  • Hiking and nature walks

For more inspiration, check out our list of company retreat ideas designed to boost morale and productivity.

Ready to Plan Your Next Leadership Retreat?

Leadership retreats are a powerful tool in today’s business world. They provide leaders with a dedicated space to prioritize their well-being, encourage personal development, and enhance overall performance.

Let's chat about how GoGather can help you plan your next leadership escape.

leadership retreat

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Madison Shepherd

Madison Shepherd is a Marketing Specialist at GoGather. When she's not writing blogs or sending out social media posts, she enjoys hiking, traveling, or reading at one of the many beautiful beaches in San Diego.

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