Finding the perfect travel destination for large groups or families can be a fun challenge. With countless options across the country offering plenty of activities, choosing your ideal location becomes an exciting part of the journey. To simplify your decision-making process, we've curated a list of top-notch vacation spots tailored to various preferences and group dynamics.
Whether you're seeking sun-soaked beaches, mountain adventures, or desert landscapes, we’ve found the best vacation destinations for large groups or families!
Hilton Head Island is famous for its beautiful, renowned golf courses. Hilton Head Island offers golf options for families and large groups. Try the kids' camps or go on a couple of rounds as a group on one of the lush courses. For a more relaxed option, try one of the miniature golf courses, with scenic waterfalls and pirate-themed landscapes.
While golf courses in Hilton Head are a hit, there's much more to enjoy. Take a dolphin tour on the beautiful Atlantic waters or explore the Coastal Discovery Museum. Rent bikes and hit the trails to explore the area while getting a workout in. Hilton Head is very bike-friendly, giving you the autonomy to discover the town. Enjoy a picnic on the beach right before sunset for a more memorable experience!
Group Activities: Hilton Head Boat Charters offers private dolphin tours on premium boats accommodating 7-20 guests ($225-$325/hour for a 2-hour minimum). Their Beach Cat catamaran is perfect for larger parties. For a budget-friendly option, Vagabond Cruise offers 90-minute dolphin tours for adults at $33 and for kids ages3-12 at $11.
Where to Dine: Skull Creek Boathouse accommodates groups of up to 100, with private waterfront rooms and stunning creek views. Poseidon offers waterfront dining with a rooftop bar; please call ahead for groups of 7+. Skull Creek Dockside features three waterfront rooms seating up to 100 guests for private events.
For your Hilton Head Island vacation rental, book with Bestnest By Beverly Serral Vacation Rentals. With homes accommodating 4 to 16 people, you'll find a perfect fit for your group. Properties include oceanfront estates, golf course villas, and Sea Pines rentals ranging from cozy 2-bedroom villas to spacious 5-bedroom homes. Signature features include hotel-level cleanliness standards, vaulted ceilings, pools overlooking gorgeous Lowcountry views, and modern coastal design. Enjoy large living areas, vaulted ceilings, and pools overlooking gorgeous Lowcountry views in these airy vacation rentals.
Kiawah Island, located about 50 minutes south of Charleston, is a quiet beach town perfect for large groups and families. It has relatively smaller crowds and a gorgeous landscape of protected marshes, forests, and beaches.
Choose between relaxing on the beach all day or getting active with tennis matches and kayaking. For an upbeat event, visit Freshfields Village and enjoy their Music on the Green Concert Series, featuring live music every Friday in the summer.
Group Activities: Kiawah Island Golf Resort offers group packages for 8-16 players across five championship courses, including the Ocean Course. Coastal Expeditions provides kayak tours for groups of up to 20 through tidal creeks ($65-85/person).
Where to Dine: The Atlantic Room at Sanctuary Resort offers private dining for up to 24 guests, featuring upscale Lowcountry cuisine . Tomasso at Freshfields Village seats groups of up to 30 on its spacious patio, known for its wood-fired pizzas.
Book your Kiawah Island vacation rental with Akers Ellis Real Estate & Rentals. You'll find oceanfront estates, marsh-view homes, golf course villas, and beachfront cottages accommodating 2- 16+ guests. Properties feature private or community pools overlooking lush maritime forests, floor-to-ceiling windows with breathtaking ocean views, gourmet kitchens, screened porches with vaulted ceilings, and outdoor showers. Many homes offer elevators, private spas, and complimentary beach gear rentals for stays of 3-21 nights.
30A is like stepping into an alternate universe, with its beautiful beach architecture, towns, and stunning waters. Located in the Florida panhandle, 30A is home to multiple beach towns over 24 miles. Enjoy the Atlantic by booking a beachside bonfire, paddleboarding, or simply relaxing on one of the many beautiful beaches.
Group Activities: YOLO Board offers group paddleboard packages for 10+ people, starting at around $50/person, with guided dune lake tours. Seaside Beach Bonfire Company creates private beach experiences for groups up to 30 ($350-500 including setup, firewood, and s'mores). Big Kahuna's Water Park offers group rates of approximately $45/person for groups of 15+. Explore the unique shops in Rosemary Beach or take a scenic bike ride along the Timpoochee Trail. Visit Eden Gardens State Park for a dose of history and beautiful gardens, or enjoy a sunset kayak tour through the coastal dune lakes.
Where to Dine: Café Thirty-A offers private dining for 30 guests featuring Gulf seafood; reservations are required 2-3 weeks in advance. Bud & Alley's offers private upstairs dining for 25 with rooftop bar access. La Cocina accommodates groups of up to 35 for family-style Mexican dining; no reservations required.
Book your dreamy beach vacation with The 100 Collection™ partner, ELP Luxury Vacations. Their 30A vacation rentals accommodate 11 to 35 people and offer spacious homes with stunning Gulf views, private pools, and easy beach access. Many properties showcase floor-to-ceiling windows with unobstructed Gulf views, private pools with infinity edges and swim-up bars, outdoor kitchens with premium grilling stations, game rooms with pool tables and shuffleboard, private elevators, home theaters, and complimentary beach setups March-October. Many include golf carts and beach cruisers for exploring 30A's charming beach towns.
Scottsdale offers a wide range of indoor and outdoor activities suitable for groups of all sizes and preferences. Get creative with a group workshop at The Brush Bar on Main Street. Learn to paint in a large group - kids will love this, and parents can enjoy a glass of wine while learning. For a more elevated experience, go on a hot air balloon flight or check out the desert on a Sunset Jeep Tour. Cool off by visiting the OdySea Aquarium after a day in the sun.
Group Activities: Hot Air Expeditions offers sunrise balloon rides for groups up to 20 across multiple balloons ($200-250/person, including champagne and breakfast). Pink Jeep Tours offers desert adventures for groups of 30+ in multiple jeeps ($100-140/person). OdySea Aquarium offers group rates for 15+ at approximately $35/person.
Where to Dine: FnB offers farm-to-table dining with a private room for 30 (book well in advance. The Mission seats groups of up to 40 upstairs and serves modern Latin cuisine. Los Sombreros accommodates groups of up to 35 on its patio, serving authentic Mexican fare. Mastro's City Hall offers private dining for 25 at their upscale steakhouse. Scottsdale also offers a variety of delicious, authentic Mexican food that's a must-try when you're there.
Book your Scottsdale vacation rental with The 100 Collection partner, Stay With Style Scottsdale. Their refined portfolio of residences is located exclusively in Scottsdale, situated in the most desirable neighborhoods just minutes from the best dining, shopping, golf, and hiking the city has to offer. Homes accommodate 8 to 18 or more guests and feature high-end finishes, thoughtfully curated interiors, private heated pools, hot tubs, gourmet kitchens, game rooms, and top-tier concierge services, including private chefs, in-home spa treatments, grocery stocking, and luxury car rentals. Whether you are planning a golf trip, a family reunion, or a corporate retreat, you are bound to feel right at home.
Martha's Vineyard offers more than just amazing food and shopping spots. It has something for every member of your group, from engaging game rooms in Oak Bluffs to perfectly manicured golf courses along the water's edge.
Your group will find countless activities to enjoy during your Martha's Vineyard getaway. The island brings plenty of opportunities for perfect moments that bring everyone together. Be sure to check in advance for festivals and seasonal events, such as the Martha's Vineyard Food and Wine Festival and the island's Drive-In movie theater.
Group Activities: Private sailing charters accommodate groups up to 20 for half-day and full-day sails ($150-200/person). Bike rentals delivered to vacation homes start at $30-40/bike for multi-day rentals. Farm Neck Golf Club offers group tee times for 12+ players (green fees approximately $150/round).
Where to Dine: State Road Restaurant features farm-to-table dining with a private room for 20 in West Tisbury (reservations required). The Seafood Shanty offers waterfront seating for groups up to 30 with fresh lobster rolls. Make sure to call ahead. Among the Flowers Café seats groups up to 25 in their Edgartown garden, and has perfect mountain views you can enjoy at any time of the day.
Avoid the hassle of booking multiple hotel rooms and keep everyone under one roof. Point B Realty offers spacious, elegant vacation rentals featuring 4 to 6 bedrooms to accommodate your group. Spend quality time together, relaxing by the saltwater pools, or take a short walk to the beach from these ideally located coastal estates in Edgartown Village, Oak Bluffs cottages, and modern farmhouses throughout the island. Homes showcase architect-designed interiors with Cape Cod and coastal contemporary styling, saltwater pools (select properties), gourmet kitchens, home theaters, comfortable living areas, and outdoor living spaces with decks and outdoor showers.
Point B Realty provides concierge services, including express check-in/out, grocery delivery, and transferable car ferry tickets (around $340, essential for peak summer weekends). When you need a break from the sun, gather inside to enjoy home theaters and comfortable living areas designed for group relaxation and entertainment!
Anna Maria Island is one of those rare places that feels like it stopped the clock on purpose. This seven-mile barrier island off the coast of Sarasota has no high-rises, no chain restaurants, and a pace of life that encourages everyone to slow down and actually enjoy themselves. The Gulf waters are calm and warm, the sand is powdery white, and the sunsets are the kind that make people rebook before they even leave.
Rent golf carts and spend a morning circling the island, stopping at local coffee shacks, boutiques, and the famous Donut Experiment for custom-made donuts. Dolphin tours depart regularly from the marina, and the free island trolley makes getting around easy without worrying about parking. For something more active, kayak tours, paddleboarding, and fishing charters are all within easy reach.
Group Activities: Golf cart tours around the island are a group favorite and a great way to see everything at a relaxed pace. Dolphin tours operate daily and are perfect for all ages. The Cocina Beach Market on weekends is a wonderful spot for local food, fresh produce, and handmade goods, giving the whole group something to explore together.
Where to Dine: Sandbar Seafood and Spirits is the island institution, sitting right on the Gulf with fresh seafood and one of the best views you will find anywhere. Beach House Waterfront Restaurant is another favorite on the waterfront, with a menu that suits groups well. Wicked Cantina in Bradenton Beach is a fun, casual spot with great margaritas and even better tacos.
Book your Anna Maria Island vacation rental with The 100 Collection partner, SeaBreeze Vacations. Founded by a family who loved the island enough to move there permanently, SeaBreeze focuses on quality over quantity and personal care over volume. Guests hear from the team within 48 hours of booking, golf carts are included at select properties, and the team consistently goes out of its way to make each stay feel thoughtful. Many guests return year after year, often bringing new family members along for the ride.
North Myrtle Beach is the laid-back alternative to its busier neighbor, and groups who discover it tend to come back. The beach is wide, the vibe is easygoing, and there is just enough going on to keep everyone happy without the crowds ever feeling overwhelming. It is a great spot for families who want equal parts beach time and activities.
Spend your days on the sand, then head out for watersports, fishing charters, or a round of golf at one of the area's many courses. Barefoot Landing is a waterfront shopping and entertainment hub with restaurants, live music, and attractions like Alligator Adventure that kids absolutely love. For something a little quieter, Cherry Grove Beach is excellent for shell collecting and calmer waters.
Group Activities: Captain Smiley's Fishing Charters offers inshore and offshore fishing trips for groups of all sizes. Shark Wake Park is a big hit with teenagers and adventurous adults. For a classic group evening, Alabama Theatre puts on live entertainment shows that are fun across all generations.
Where to Dine: Crab Catchers is the local go-to for fresh seafood right on the waterway. Cooper's Tavern is a neighborhood favorite with crowd-pleasing food and a great bar. The Oyster Rock is worth a visit for fresh oysters and a waterfront setting that feels like the real South Carolina.
Book your North Myrtle Beach vacation rental with The 100 Collection partner, Sea Mountain Vacations. Founded by Buck Cumbo, who grew up in Cherry Grove surfing and captaining parasail boats, Sea Mountain takes a totally different approach to beach rentals. No two homes are alike. You will find Mediterranean-style mansions, vibrant island-inspired escapes, a Key West hideaway, and even a Willy Wonka-themed getaway. Properties feature private heated pools, game rooms, theater rooms, private docks, smart home technology, and premium linens, all with a level of character and care that makes every stay feel truly one-of-a-kind.
Cape Cod has been drawing families and groups for generations, and it is easy to see why. The combination of beautiful beaches, fresh seafood, charming villages, and a slower pace of life makes it one of the most reliably satisfying vacation destinations on the East Coast. Whether your group wants to spend the week on the water or exploring the towns, there is something here for everyone.
Head to Nauset Beach in Orleans for some of the best surf on the Cape, or walk the Province Lands dunes at the tip of the Cape Cod National Seashore. The Shining Sea Bikeway offers a gorgeous paved trail from Falmouth to Woods Hole along the water's edge. Whale watching tours out of Provincetown are a perennial group favorite, and the art galleries and seafood shacks along the way make every outing feel like an event.
Group Activities: Hyannis Whale Watcher Cruises runs seasonal tours with naturalists on board, perfect for families and groups. Cape Cod Kayak offers guided tours through salt marshes and tidal rivers that work well even for first-timers. For something a little different, Cape Cod Winery in Falmouth offers group tastings in a beautiful vineyard setting.
Where to Dine: Ceraldi in Wellfleet is a hidden gem with farm-driven tasting menus that serious food lovers will not forget. Blackfish in Truro serves creative New American cuisine in an intimate setting worth booking well in advance. The Red Inn in Provincetown offers waterfront dining with stunning harbor views, perfect for a special group dinner.
Book your Cape Cod vacation rental with The 100 Collection partner, Nauset Rental. Founded by Kent Zelle, who saw that most Cape Cod rentals were being managed as an afterthought by real estate offices, Nauset Rental was built specifically around the guest experience. The team combines deep local knowledge with a tech-forward approach to ensure every home is carefully selected, well-maintained, and feels true to the coastal character of the Outer Cape. Whether you are looking for a bayfront retreat or a tucked-away cottage near Nauset Beach, the collection has something for every kind of group.
Gatlinburg and Pigeon Forge sit at the gateway to the Great Smoky Mountains National Park, the most visited national park in the country, and the combination of natural beauty and family-friendly attractions makes this one of the most popular group destinations in the Southeast. There is something here for every age and energy level, which is exactly what you need when you are traveling with a crowd.
Hike the Alum Cave Trail for a stunning payoff at moderate effort, or take the easy walk to Laurel Falls, one of the most photographed waterfalls in the park. Back in town, Dollywood is the area's biggest draw for families, with world-class coasters, live entertainment, and great food all in one place. Ober Mountain offers skiing in winter and aerial tram rides and mountain activities all summer long.
Group Activities: Nantahala Outdoor Center offers whitewater rafting trips on the Pigeon River that are a huge hit with adventurous groups. Anakeesta is a mountaintop theme park with a gondola ride and treetop walks that suits all ages. For the adults in the group, Ole Smoky Distillery in Gatlinburg is a fun and flavorful stop.
Where to Dine: The Greenbrier Restaurant is a Gatlinburg institution, serving steakhouse-quality meals in a beautiful mountain setting. Pancake Pantry is a beloved local breakfast spot worth every minute of the wait. After dinner, stop by The Donut Friar for fresh, warm donuts that have been a Gatlinburg tradition for decades.
Book your Gatlinburg and Pigeon Forge vacation rental with The 100 Collection partner, Mountain Laurel Chalets. With roots going back to 1972, Mountain Laurel Chalets is the premier property management company in the area. The collection ranges from two-bedroom chalets to sprawling mountain estates sleeping 20 or more, all featuring soaring vaulted ceilings, huge kitchens designed for gathering, walls of windows showcasing epic mountain views, game rooms, theater rooms, hot tubs, and expansive wrap-around decks. All properties include access to three clubhouses and community pools during the summer months.
Whistler is one of those destinations that sounds equally good no matter what season you say it in. In winter, it is home to one of the largest ski resorts in North America, with Whistler Blackcomb offering over 8,000 acres of terrain for every skill level. In summer, the village comes alive with mountain biking, hiking, zip-lining, and an impressive food and nightlife scene. For groups who want a genuinely spectacular setting, Whistler delivers every time.
The Peak 2 Peak Gondola is a must for its jaw-dropping views connecting the two mountains. Lost Lake Park offers swimming, paddling, and miles of trails right on the edge of the village. And the village itself is endlessly walkable, with boutique shops, galleries, and some of the best restaurants you will find anywhere in the mountains.
Group Activities: Whistler Blackcomb offers group ski and snowboard packages with lessons and rentals available for all levels. Ziptrek Ecotours runs group zipline tours through old-growth forest between the two mountains, with options ranging from introductory to heart-pounding. The Crankworx mountain bike festival each August is spectacular to experience as a group, whether you are riding or watching.
Where to Dine: Wild Blue has become one of the best fine dining restaurants in the mountains, with a Pacific Northwest-inspired menu and stunning views. Caramba is a lively Mediterranean spot that works brilliantly for large groups. Nagomi is the go-to for Japanese cuisine in the village. Start your mornings at Purebread or Provisions Cafe before heading out for the day.
Book your Whistler vacation rental with The 100 Collection partner, Whistler Platinum. Built on the belief that premium homes in Whistler deserve equally premium management, Whistler Platinum offers a diverse collection ranging from cozy alpine retreats with stone fireplaces to sleek modern residences with floor-to-ceiling mountain views. Concierge service is at the heart of the experience, from pre-arrival planning to private chefs and personalized local recommendations, so groups can focus entirely on enjoying one of North America's greatest mountain destinations.
Newport Beach sits at the intersection of California beach culture and genuine coastal elegance, and it is one of those places where vacation mode kicks in almost immediately. The beaches are beautiful, the harbor is full of boats, the restaurants are excellent, and the whole area has a relaxed confidence that is hard not to love.
Rent a Duffy electric boat and cruise the harbor at sunset, stopping at waterfront spots along the way for drinks and a bite. It is one of the signature Newport experiences and a perfect group outing. The Balboa Fun Zone has been a local landmark for decades, with a Ferris wheel, arcade games, and ferry rides to Balboa Island. For a more active day, head to Corona del Mar State Beach for tide pool exploring, or rent paddleboards and kayaks from one of the many outfitters along the waterfront.
Group Activities: Davey's Locker runs whale watching and sport fishing trips out of the harbor that make for a memorable full day on the water. Newport Landing offers sunset and dolphin watching cruises that are consistently popular with families and groups. The Balboa Island Ferry and a walk around the island is a simple, enjoyable outing that everyone in the group will appreciate.
Where to Dine: Palmilla Cocina y Tequila is a top pick for groups, with a festive atmosphere, excellent margaritas, and something for everyone on the menu. Cannery offers a waterfront setting right on the harbor with a menu focused on fresh seafood and California classics. Bluewater Grill is another waterfront favorite with a broad menu and great group-friendly setup. Start your mornings at Alta Coffee before heading out for the day.
Book your Newport Beach vacation rental with The 100 Collection partner, Newport Beach Vacation Properties. In their collection, you will find bayfront beauties, oceanfront beach houses, and homes right on the boardwalk, each designed to maximize the setting, whether you are overlooking the ocean or the harbor. Primary suites offer balcony views, outdoor lounge areas feature fire tables and bars, and gourmet kitchens with custom cabinetry invite the whole group to gather. Properties accommodate anywhere from 4 to 12 or more guests, with the Pacific or the harbor as your front yard.
Whether you're planning a family reunion, a friend group getaway, or a multi-family vacation, these destinations offer something for everyone. From Hilton Head and Kiawah Island to Gatlinburg and Newport Beach, each destination offers unique experiences and activities to create lasting memories. When traveling with a large group, having the right accommodation is crucial.
The 100 Collection's vacation rental partners specialize in providing spacious, well-equipped homes that can comfortably house your entire party. With amenities like private pools, game rooms, and large communal areas, these rentals become more than just a place to sleep – they become an integral part of your vacation experience.
Remember to book early, especially for peak seasons, to ensure you get the perfect property for your group. With the right destination and the ideal vacation rental, your large group or family getaway is sure to be a success. Safe travels!
