Retreating somewhere special with loved ones is an important annual tradition for many of our Members. Even in these unusual times, there are still endless opportunities to create memories safely and comfortably. Below, our top recommendations for your next family trip.

All Roads North Road Trip


Acquaint yourself with the unparalleled landscape of Colorado with a nine-night road trip linking the outdoor playgrounds of Vail, Aspen, and Crested Butte with All Roads North. Expert private guides will get you off the beaten path with hikes through the Vail backcountry, rafting the rapids of the Colorado River, exploring Aspen’s indescribable Maroon Bells on bike and horseback, riding single track in Crested Butte, and driving one of the highest paved roads in the country: Aspen’s Independence Pass. Overnights include stays at the Club’s residences at the Arrabelle at Vail Square, The Timbers Club in Snowmass, and at the famed Taylor River Lodge.

Every All Roads North road trip is curated by an area specialist and designed from the ground up to match your exact interests. Their network of local experts guarantees an enriching experience no matter what your family hopes to achieve. On every trip you’ll receive a custom Journey Guide based on your particular interests while outlining the most scenic routes, points of interest, podcast suggestions, and more. You’ll receive 24/7 concierge support during your trip, offering assistance with everything from last-minute restaurant suggestions to monitoring unexpected weather.


C Lazy U Family Dude Ranch, Colorado


Experience the Rocky Mountains in all their glory with an eight-day, seven-night stay at C Lazy U, an all-inclusive luxury family dude ranch. With cozy cabins, gourmet meals, daily horseback rides for all levels, and plenty of outdoor activities geared toward adults and kids of all ages, the family-owned ranch blends the best of both worlds with genuine warmth and Colorado hospitality.

During your stay, choose from the myriad of activities available, including horseback riding, hiking, archery, tennis, swimming, mountain biking, fishing, and scavenger hunts. The Kids and Teens Programs are designed to accommodate ages from toddlers to teens and provide adults a chance to relax or explore the gorgeous property and its five-star amenities. At the end of the day, all Ranch guests are invited to gather together for dinner and to exchange stories while roasting s’mores around the campfire. (Available June 13–August 22, 2021)

Maui, HI


There are few places in the U.S. (or the world) more family-friendly and beautiful than Maui. With its idyllic beaches, approachable hiking trails, and kid-centric tours and activities (think surfing lessons with Hawaiian Paddle Sports and getting up close with sea life at Maui Ocean Center), the island is full of things to do that adults, teens, and children can enjoy together.

Experience the tropical wonder of Maui to the fullest while vacationing at the Club’s residences located at Montage Kapalua Bay resort and Ho'olei Villas at Grand Wailea. Located on the island's northwestern edge, Montage Kapalua Bay keeps kids front of mind with their Paintbox Kids' Club Program, where children ages 5‒12 years stay busy with arts and crafts, outdoor adventures, and more. And with schools still operating virtually, parents won't worry about their children falling behind thanks to Montage Academy, which offers tutoring, electives, and study halls. While the kids learn and play, adults will enjoy Kapalua Club's two championship golf courses, 8,500-square-foot Lagoon Pool, and extensive trail system. Come evening, gather together in one of the Club’s seven ocean-facing, three-bedroom residences, each of which feature a spacious lanai to relax after a day of fun.

At Ho’olei Villas on Maui's southern shores, Members will have access to Grand Wailea, conveniently located next door. At check-in, children will receive a Grand Passport, which lists all educational opportunities on the property and has spaces for sticker "stamps" to add after completing each of the activities. Additionally, kids can pretend to be Tarzan with the swing rope at Wailea Canyon Activity Pool, which is made up of nine individual pools spanning six levels connected by a lazy river as well as the world's only water elevator. Adults will enjoy the Hibiscus Pool and cabanas on Wailea Beach, as well as the eight three-bedroom townhome-style residences in the Ho-olei gated community.


Nantucket, MA


There's a reason the Cape Cod area is synonymous with relaxation and respite in so many people's minds. The region is the epitome of East Coast beach living—especially Nantucket. This charming island sits just 30 miles off the coast of Cape Cod and is home to picturesque sandy beaches, a charming main village known locally as "Town," and an abundance of history.

The overall effect of Nantucket is to travel back to a simpler time. Cedar-shingled buildings line leafy, cobblestone streets. Hundreds of structures date back to pre-Civil War days. Lighthouses dot the coastline. Boats of all shapes, sizes, and colors nestle together in harbors. Everything here is easily accessible without a car thanks the island's extensive bike trail system. It is as unique a place as they come, and a truly authentic New England experience.

Members can soak up all of Nantucket's charms in one of the Club's three centrally located abodes: Touch of Grey (six bedrooms), Art House (six bedrooms), and Watercolors (five bedrooms).


New York City, NY


There are few cities packed with as much adventure, excitement, and energy as New York City. From sparkling skyscrapers to the lush green expanse of Central Park, it's a city unlike any other, with so much to do it’s impossible for a dull moment to exist.

A stay at one of the Club's 14 two-bedroom residences at Park Avenue Place in Midtown East means you'll be perfectly situated to experience some of the city's best kid-friendly destinations. There's the Central Park Zoo, with its iconic sea lion show and Outdoor Adventure educational experience and Scavenger Hunts designed for small groups. On the other side of the park, adults and kids alike will be awed by the displays at the American Museum of Natural History. Learn about every aspect of nature with immersive activities, movies, and tours—each combining education with excitement.


Newport Beach, CA


Inspired by the grand villas of the Venetian countryside, Pelican Hill® in Newport Beach feels like a slice of Italy tucked away in Orange County. From the groves of olive trees and rows of lavender to the 1.1 million hand-cut glass mosaic tiles lining the bottom of the Coliseum Pool, each detail reflects the timeless class of the Italian Renaissance era. The resort features two golf courses designed by Tom Fazio, an award-winning 22-treatment room spa, six dining options, and a dedicated kid's pool with a bubble jet fountain and sand play areas.

Guests ages 4‒12 are invited to partake in Camp Pelican™, where indoor and outdoor activities entertain and stimulate the imagination. The Club's five three-bedroom villas are perfect for families and boast open floorplans, stunning views, and décor reminiscent of a Tuscan estate, including Italian limestone fireplaces. Think of it as your own European escape, conveniently located on the Pacific Coast.

Sea Island, GA


Sea Island has been a top destination for travelers seeking first-class hospitality and exceptional service since 1928. The only resort in the world to receive four Forbes Five-Star awards for 12 consecutive years and the only resort in the U.S. to host a G-8 Summit of world leaders, Sea Island is both glamorous and comfortable. The ageless resort is located on five miles of private beach on the southeastern coast of Georgia and features a tennis center, yacht club, 65,000-square-foot spa, three championship golf courses—including Plantation, home of the PGA Tour's RSM Classic—and several other world-class amenities.

The Club’s 14 four-bedroom residences can comfortably sleep 10 people, making them ideal for a multi-generational getaway. Each boasts a spacious kitchen and communal gathering spaces, a screened-in porch, private plunge pool, and is a short walk to The Cloister’s numerous resort amenities and restaurants.


Seabourn Alaska Cruise (2022)


Discover the mysteries and breathtaking beauty of the Pacific Northwest and Alaska on a nine-day Members-only cruise aboard the Seabourn Odyssey. The journey will take you through the glacial fjords and coves of the Inside Passage of Alaska and allow for treks through Sitka National Park, as well as whale watching, salmon fishing, ocean rafting, kayaking, and ziplining. From Vancouver to Juneau, including a full day in Haines, a city tucked inside the longest fjord in North America and surrounded by breathtaking scenery, the cruise is a chance for your family to experience this part of the world in a way no other vacation ever could.

Aboard the Seabourn Odyssey, which measures 650 feet in the length and houses 229 suites, savor the stunning Alaska scenery while sipping your morning coffee or tea at the Observation Bar. After a day of excursions, gather together and swap stories from the day over an exquisitely prepared dinner. (Trip Dates: July 14‒22, 2022)


Steamboat Springs, CO


The quintessential town of Steamboat Springs blends its Wild West ranching history with superb restaurants, skiing, hiking, breweries, and a slew of activities and programs designed especially with families in mind. At Old Town Hot Springs, eight pools and multiple 230-foot waterslides provide endless hours of fun year-round, as does the Outlaw Mountain Coaster: the longest coaster in North America at over 6,280 feet, filled with dips, waves, and 360-degree turns. During winter months, children 12 and under ski free with the purchase of a five (or more) day adult lift ticket.

A stay at one of the Club's six four-bedroom residences at One Steamboat Place completes the experience. Spacious living and dining areas are decorated with Old West-inspired interior finishes and feature a gas grill on the balcony and a contemporary kitchen with Viking appliances, perfect for cooking big meals to refuel after a day of exploring. Afterwards, retreat to the family game room in the shared great room for billiards, ping-pong, and shuffleboard.


Wyoming: Yellowstone to Jackson


Immerse yourself in the rich and diverse landscape of Yellowstone National Park and its surrounding areas during this seven-night experience. Beginning with a two-night stay at Sage Lodge on the banks of the Yellowstone River, spend the day in the fresh mountain air with a guided fly-fishing excursion, then enjoy a family dinner in the Fireside Room.

Days three through five introduce you to the many wonders of Yellowstone National Park. Journey the North to South route while focusing on areas less traveled, filled with stops to explore the area's unique geologic and hydrothermal wonders. A local naturalist guide will guide your journey, offering colorful historical context to each area of the park. Every day will be tailored to your interests and abilities and can include as much (or as little) driving, hiking, and outdoor exploration as your family prefers.

The adventure winds down in Jackson, where countless outdoor activities, both inside and outside of Grand Teton National Park, ensure everyone in your party finds something to excite them. Your accommodations at Rustic Inn Creekside Resort and Spa means you'll also have a chance to relax at the full-service spa, outdoor pool, hot tub, and sauna. (Available May 15–September 30, 2021)

Note: Due to COVID-19, some amenities, restaurants, and activities mentioned might not be available or will be available on a limited basis. Prior to travel, please check with your on-site Concierge about availability and to confirm current protocols.