Vacation home destinations

Ski homes built for life on the mountain Days on the hill are better when the return home is effortless. In top mountain homes across Aspen, Lake Tahoe, Steamboat Springs and Vail, high-performance entries like ski rooms and mudrooms keep gear organized, floors clean and the rest of the home calm and comfortable. Thoughtful storage, durable materials and smart circulation transform ski homes into true base camps for four-season adventure, and Pacaso co-ownership makes accessing this lifestyle straightforward for buyers who value time on the mountain. What makes an entry high performance in mountain homes The best gear-ready entries are built for daily use and quick turnarounds from slopes to great room. Look for these details that work in every season: Aspen design cues that work in practice Aspen builders have long paired slope access with organized gear flow. Recent examples in Close to downtown and Vail entries that move as fast as your day In Vail, dedicated ski rooms commonly combine wall-mounted racks, warm wood cabinetry and benches for quick boot changes, blending function with alpine style. Purpose-built spaces like these keep traffic flowing from garage to living room and make it easier to manage gear for all ages after powder mornings or summer hikes. Steps from Tahoe and Steamboat demand smart gear flow in their ski homes Lake Tahoe's big terrain amplifies the value of well-planned entries. On Tahoe's West Shore, In town, How Pacaso co-ownership supports the lifestyle Pacaso homes are professionally designed, furnished and cared for, so your high-performance entry is ready from day one. Co-ownership gives you the space and quality you want in ski homes while aligning costs with actual use. Plan your next base in the mountains Choose your perfect launch point and explore listings across top destinations:

Gourmet kitchen designs in San Diego, Miami and Palm Springs Great meals set the tone for memorable time with friends, and gourmet kitchen designs make that easy. In San Diego, Miami and Palm Springs, chef-ready layouts, premium materials and thoughtfully planned indoor and outdoor zones turn cooking into part of the day’s entertainment. With Pacaso co-ownership, you enjoy a professionally managed second home that is furnished and ready for effortless hosting, so your focus stays on the menu and the company. San Diego kitchens made for indoor outdoor hosting San Diego’s coastal lifestyle favors open plans, broad islands and pocketing walls that extend prep zones to the patio. Outdoor kitchens often mirror the main kitchen with built-in grills, side burners and chilled storage, so plating and pouring can happen poolside. To match the pace of a full house, many owners look for the best luxury kitchen appliances that offer reliable temperature control and durable finishes that stand up to frequent use. For a coastal example that brings the kitchen into the conversation, explore Miami kitchens that balance minimal lines and maximum flow In Miami, kitchens favor clean cabinetry, sculptural lighting and glossy finishes that read like a gallery by day and an entertaining hub at night. The scene calls for statement ranges, paneled refrigeration and under-counter beverage zones that keep service smooth during long dinner parties. Here, top-tier luxury appliances also double as design pieces, aligning performance with a polished aesthetic. Set in the greater Miami area, Miami's social rhythm rewards kitchens that shift from prep to presentation without a pause, making layout and material choices just as important as appliance selection. Palm Springs kitchens with mid-century clarity Palm Springs gourmet kitchen designs favor crisp lines, natural textures and a seamless connection to the pool deck. Think quartzite islands, flat-panel cabinetry and a pass-through to the grill station for easy weekend brunches. Here, chef spaces feel calm and efficient, with storage tuned to serveware and small appliances kept close to the action. Selecting performance-focused appliances for chef-level results Across these markets, owners often favor professional-grade brands known for precision and craftsmanship. Roundups consistently highlight Why a Pacaso second home elevates every meal Pacaso ownership gives you recurring time in a market you love and a home that is curated for living, dining and entertaining. Kitchens are professionally designed and furnished, so you step into a space that is ready for serious cooking and effortless service. With gourmet kitchen designs dialed to each destination’s lifestyle, plus the best luxury kitchen appliances integrated with cohesive finishes, every stay feels planned for hosting from the first pour to the last plate. Ready to cook and gather in your favorite destination? From sun-splashed San Diego to vibrant Miami to design-forward Palm Springs, explore Pacaso listings and find the chef-ready home that fits your style. Start with

Luxury waterfront homes that make winter feel effortless Cold air, quiet water, and a fire crackling after a day outside. That is the rhythm of winter in Nantucket and Lake Tahoe, and it is why luxury waterfront homes are so compelling this season. From sunrise beach walks to powder mornings, these destinations invite slow living with a refined edge. For buyers seeking winter homes that deliver privacy, comfort, and direct access to nature, Pacaso co-ownership turns brief trips into a familiar ritual. You arrive to a designer space that is ready for gatherings and unhurried downtime, so you can spend more time on the shoreline, the trails, and around the table. Nantucket in winter, quiet coasts and cozy rituals Winter softens Nantucket. The island’s seasonal population drops to around 10,000 from roughly 50,000 in summer, which means open beaches, easy restaurant reservations, and uncrowded streets. Settle into a waterfront rhythm of lighthouse walks, gallery browsing, and long meals at home while the Atlantic sets the soundtrack. For an elegant home base near beaches and downtown, Lake Tahoe in winter, fresh tracks and lakefront calm Lake Tahoe pairs deep snow with a glassy lake and crisp, bluebird skies. For those seeking luxury waterfront homes, it is a rare place to split days between groomers and the shoreline. The region is home to over a dozen ski resorts, including On the south shore, For a modern, remodeled base close to the lake and town, How luxury waterfront homes elevate the winter routine Pacaso co-ownership gives you consistent access to luxury waterfront homes that match your standards in the destinations you love, without the traditional workload. For winter homes, that means arriving to a fully furnished, professionally designed space with thoughtful outdoor areas for cold-weather gatherings and indoor rooms made for recovery days. Learn how it works in our primer Choose smarter ownership for winter homes If the quiet pace of Nantucket or the ski-to-lake flow of Tahoe fits your vision, explore Pacaso’s market collections and find your match. Browse current opportunities in

Homes for sale near ski resorts in Vail Tahoe Jackson Hole For buyers comparing homes for sale near ski resorts, three names rise to the top: Vail, Lake Tahoe and Jackson Hole. Each offers direct access to iconic terrain, lively mountain culture and a refined base for gathering. From great ski access beside a gondola to townhomes steps from après spots, these destinations deliver the convenience and privacy high-end owners seek in luxury mountain homes. Pacaso co-ownership pairs these settings with turnkey ownership, so you can focus on first tracks and evenings by the fire. Vail sets the bar for slope access and alpine lifestyle Vail's top-tier market centers on rare ski-in and ski-out homes with refined design and immediate lift access. What sets Vail apart is the balance of big-mountain skiing and a pedestrian village. True ski-in access lets you swap boots for slippers in minutes, then head back out for dinner without a car. For buyers who prioritize ease and atmosphere, Vail delivers. Set along the Vail Golf Course, Tahoe blends lake views with world class terrain Lake Tahoe pairs multiple marquee resorts with year-round appeal and a spectrum of slopeside living. At Positioned on Tahoe's South Shore, Considering which Tahoe enclave fits your style, from North Shore quiet to South Shore energy, this guide helps you compare neighborhoods and daily rhythms: Jackson Hole delivers big mountain energy and intimacy Jackson Hole channels steep, sustained terrain with a refined, close-knit setting. Set in town with modern lines and a private deck, Next steps to find your mountain base Ready to compare addresses and walkability to the lifts across luxury mountain homes in these destinations? Explore Pacaso listings in

Winter vacation homes in San Diego and Scottsdale Winter vacation homes in San Diego and Scottsdale align perfectly with a sun-seeking routine. These warm winter destinations deliver beach mornings, desert hikes and al fresco evenings while off-season timing often means more selection and calmer negotiations. For buyers, co-ownership with Pacaso removes the burden of whole home ownership so your time and capital support the lifestyle you actually use. Buyers tracking data will notice several off-season advantages in these markets: San Diego living in winter Expect mellow Scottsdale desert days and cool nights Mild winter temps invite Prefer a quieter hillside perch with wide-open views and a sunset pool scene all winter long? Choose A quick checklist for choosing your off-season base Co-ownership for your winter routine Pacaso co-ownership pairs real ownership with professional care, so your winter stays focus on experiences, not upkeep. You enjoy beautifully designed spaces in prime neighborhoods without the burden of managing an entire second home you only use part of the year. For inspiration on form and finishes across styles, explore this design overview: If oceanfront energy is your winter cue, Find your winter address in the sun Ready to tour winter destinations with purpose Explore listings in

Marco Island is a barrier island on Florida’s southwest coast, known for its laid-back lifestyle and natural beauty. And few places capture that beauty more than Tigertail Beach, a must-see for every visit to Marco Island.  Given all of Marco Island’s high-rises and resort developments, you might not expect it to be home to one of the most ruggedly beautiful beaches in the Everglades region. Yet the white sands of One of just two public beaches on Marco Island, Tigertail Beach is actually a new beach. Tigertail Beach was an offshore sandbar until Hurricane Wilma hit the Paradise Coast in 2005 and sand piled up, connecting the beach to the mainland.  Tigertail is really two beaches in one, known by locals as the inner and outer beach. The inner beach is the most easily accessible, with multiple boardwalks connecting the Tigertail Beach parking lot with the sand. It’s a great family-friendly beach, with a beach cafe serving food and cold drinks, a playground, picnic area, watersports rentals and restrooms.  There’s even a bird-watching tower that offers amazing views of the wildlife. The inner beach is a nice place to spend a day and a good launch point for exploring the surrounding mangroves by kayak.  Tigertail’s outer beach, sometimes called Sand Dollar Beach, is accessible by wading across the saltwater lagoon. This is best done at low tide if you’re carrying a lot of gear or have young children with you, but it can also be done at high tide, when the depth is a few feet.  The best place to cross is marked by a floating buoy about 50 yards offshore. The lagoon bottom is a bit mucky and grassy, so you might want to rent a paddleboard or kayak to make the crossing if you don’t want to feel the “squish” between your toes.   Exercise caution when walking to the north end of the beach at low tide — you could end up surrounded by water when the tide comes back in.  Once you’ve made the crossing, your belongings held above your head, you’ll be rewarded with three miles of pristine, secluded coastal beauty. The outer beach boasts soft white sand, beautiful shells in a rainbow of colors, fiddler crabs scurrying around and pods of dolphins frolicking offshore.  The Tigertail beach tides constantly reshape the shoreline, creating sandbars, shallow pools, and shifting channels that make the landscape feel different from hour to hour. For the safest and most enjoyable experience, try to plan around these shifts: low tide is ideal for shelling and sandbar walks, while high tide is better suited to swimming and paddling. If you’re wondering what to do at Tigertail Beach, you’ll be glad to know there’s no shortage of options. This stretch of Marco Island is one of those spots where you can be as relaxed, or as active, as you want. Marco Island is easily accessible from Naples, Florida, via two bridges. Once you have arrived on the island, you can find Tigertail Beach at the end of Hernando Drive.  There’s a conveniently located parking lot with over 200 spots for beach lovers. Expect to pay $10 to park for the day if you don’t have a Collier County Resident Beach Parking Permit. The beach is open from 8 a.m. to sunset, year-round.  Tigertail Beach is just one of many unspoiled stretches of coastline on the Paradise Coast. When you co-own a second home with Pacaso, you’re not just visiting for a weekend — you have a home base that lets you experience Marco Island and the Everglades at your own pace.  With Pacaso co-ownership, you get:

From the California coast to the Big Apple, there’s no shortage of incredible vacation destinations in the United States, but they don’t all offer year-round appeal — you may not want to spend your summer in the triple-digit temperatures of Phoenix or winter in windy Chicago. Others, however, shine through every season, blending outdoor recreation, culture and scenery that make them excellent picks for family vacation destinations, quick romantic getaways, and sunny beach vacation destinations. Here are five of the top year-round vacation spots in the U.S. Jackson Hole, Wyoming Jackson Hole may be best known as a winter playground for skiers and snowboarders, as Naples, Florida Located in southwest Florida along the Gulf of Mexico, Naples is one of the standout vacation destinations in the United States. Beloved by both travelers and retirees for its easy pace and idyllic climate. With an  average of 280 days of sunshine each year, it’s a dream for golf, fishing, watersports, and beachcombing, making it one of the best beach vacation destinations for year-round pursuits. The city itself is also brimming with activities, including over 700 restaurants, the 170-acre Naples Botanical Garden and a vibrant local arts scene. Sun Valley, Idaho  Like Jackson Hole, Sun Valley is known as one of the West’s premier ski destinations, attracting winter visitors eager to experience its legendary powder and lively mountain atmosphere. Beyond the slopes, winter offers snowshoeing, cross-country skiing, sleigh rides and more. When the snow gives way to sunshine, Sun Valley transforms into an outdoor playground with plenty of hiking, fly fishing, rafting, golf, mountain biking, and horseback riding – all with fewer crowds and the same breathtaking scenery. Lake Tahoe, California/Nevada  A true outdoor lover’s paradise, Lake Tahoe ranks among the top family vacation destinations thanks to its diverse range of activities. Straddling the California-Nevada border, Lake Tahoe beckons with incredible views and adventure, no matter the month of the year. When the weather is warm, the lake is the place to be. Spend your days boating, paddling, fishing, swimming or exploring the 72 miles of shoreline. There are also more hiking paths that you can tackle in a lifetime, many of which reward your hard work with waterfalls, incredible vistas, and plenty of peace and quiet. Stick around through winter to spend snowy days at your choice of 15 ski resorts with world-class slopes and an apres-ski scene for everyone. California wine country  The country’s most famous wine region, Napa Valley and nearby Sonoma County, are true must-see (and must-sip) destinations for wine lovers. And thanks to a Mediterranean-style climate, there’s never a bad time to visit California wine country. In addition to the region’s hundreds (yes, hundreds) of wineries, Napa and Sonoma have a reputation for world-class cuisine, indulgent spas, great hiking and biking, and championship golf courses. Plus, since both Napa and Sonoma are less than 60 miles from San Francisco, they’re the perfect place for a weekend getaway, no matter the season. Year-round vacation destinations in the United States When you own a second home in a

Looking for an island escape without leaving the country? The U.S. is home to a number of islands boasting a mix of beautiful beaches, relaxed culture, and recreational pastimes. Read on to learn more about these coastal gems and our stunning homes that are available for co-ownership. With six miles of powdery white sand and the turquoise waters along Florida’s Gulf Coast, Marco Island pairs natural beauty with a polished, laid-back atmosphere. Upscale dining, boutique shopping, and outdoor pursuits make it a favorite for those seeking both relaxation and adventure. Known for its exceptional shelling, especially after a storm, it’s a sun-drenched retreat that keeps visitors coming back year after year. Kiawah Island offers unspoiled natural beauty with the comforts of resort living. Its pristine beaches, celebrated golf courses, and network of trails through maritime forests and marshlands make it a haven for golfers, cyclists, and nature enthusiasts alike. The Florida Keys offer dazzling tropical beauty, laid-back beach culture, and some of the nation’s most spectacular stretches of sand. Home to the largest living coral barrier reef in the U.S., the Keys are a diver’s paradise. Coastal towns range from peaceful escapes to lively islands with energetic nightlife. Wildlife, like sea turtles and colorful birds, makes every outdoor adventure memorable. Hilton Head is celebrated for its 12 miles of pristine sandy beaches, world-class golf courses, and abundant wildlife. Spot dolphins playing just offshore or explore The Sea Pines Forest Preserve, a lush sanctuary full of local flora and fauna. As the first eco-planned tourist destination in the U.S., Hilton Head blends natural preservation with thoughtful development. Historic landmarks, diverse dining options, and family-friendly activities complete the picture of a charming coastal escape. Steeped in history, Nantucket is known for preserved buildings lining cobblestone streets and a 110-mile coastline dotted with beaches. Over 40% of the island remains protected, offering a diverse mix of shorelines, cranberry bogs, and dunes. Outdoor lovers can enjoy seaside bike rides, coastal strolls, and fishing amid these varied landscapes.

Luxury homes near golf courses: defining the good life Morning tee times, warm-ups on pristine practice greens, and a private pool waiting after your round. For golfers who prize convenience and quality, luxury homes near golf courses deliver daily access to championship play and an effortless rhythm of sport, relaxation and entertaining. For buyers exploring golf course real estate with a Pacaso perspective, co-ownership offers a direct path to the lifestyle without the year-round burden of a sole second home. Scottsdale desert golf with club pedigree Scottsdale's North Valley is packed with member-focused clubs and dramatic Sonoran Desert golf. For a private retreat near Scottsdale's marquee courses, Tulum-inspired design meets indoor and outdoor entertaining at Kiawah Island coastal golf with major championship history Kiawah Island is a rarity in American golf: seven championship courses in one destination and the Ocean Course pedigree that includes the 1991 Ryder Cup and the 2012 and 2021 PGA Championships. Ocean winds, expansive marsh views and strategic greens complexes define the experience, while the island’s neighborhoods offer privacy, nature access and proximity to the first tee. For golfers considering golf course real estate on the Atlantic, Kiawah blends tour-level challenge with laid-back coastal days. Set just steps from the sand with easy access to Kiawah's championship courses, Cabo golf with desert and sea drama Los Cabos pairs cliffside holes and Sea of Cortez panoramas with a deep roster of designer courses. Minutes from top Cabo courses, Palm Springs modern golf culture under the mountains In the Coachella Valley, golf is woven into daily life. Mission Hills Country Club spans roughly 1,760 acres with three 18-hole courses, For a sleek La Quinta base with quick access to valley courses, How Pacaso simplifies owning luxury homes near golf courses Pacaso co-ownership gives you access to designer homes in golf capitals while minimizing the effort of second home ownership. That means more time for tee times, practice sessions and unhurried hosting, and less time coordinating upkeep. If you are weighing properties in multiple golf markets, start with your preferred playing style, climate and off-course routine, then explore Pacaso listings to find the right fit in Scottsdale, Kiawah Island, Los Cabos and Palm Springs. Explore

Heading to Mexico this fall and wondering where to celebrate Día de los Muertos? Cities across the country come alive with colorful altars, parades, and music — from Mexico City’s famous Zócalo celebrations to Oaxaca’s colorful street festivals. But if you want to combine the richness of this cultural tradition with sun, sand, and coastal views, look no further than Cabo San Lucas and San Jose del Cabo. This beach-lover’s destination comes alive with candlelit altars, exciting parades, and traditional foods, all set against a stunning backdrop of the Pacific Ocean, creating an experience that stays with you long after the candles fade. But first, let’s explore what makes Dia de los Muertos special and why it holds such a significant place in Mexican culture. What is Dia de los Muertos Día de los Muertos, or Day of the Dead, is one of the most meaningful Mexican holidays and beloved cultural celebrations. Rooted in ancient Aztec beliefs and Catholic traditions, it’s a joyful time to remember and honor those who have passed away. Families create colorful ofrendas (altars) decorated with marigolds, candles, and favorite foods of the departed, symbolizing the connection between life and death. Rather than mourning, the holiday celebrates love, memory, and the continuity of spirit — a reflection of Mexico’s deep respect for family and heritage. Dia de los Muertos traditions What sets Dia de los Muertos apart from other Mexican holidays are the unique traditions, symbols, and celebrations that accompany it. Here’s what you can expect to see and experience: Symbols & decorations Bright orange marigolds, or Altars (Ofrendas) Central to the celebrations, altars — or Food & drink Food is at the heart of most Mexican celebrations, and Día de los Muertos is no exception. Families and chefs alike prepare traditional treats such as Cemeteries & remembrance Visiting and decorating graves is a time-honored practice during Día de los Muertos. Families carefully clean headstones, place marigolds and candles, and bring mementos to honor their loved ones. In many cases, these gatherings extend late into the night with music, food, and storytelling, turning mourning into a joyful reflection of life.  Festivities & community celebrations Locals and visitors alike join in the spirited dance of tradition and modern celebration, often dressed as Where to celebrate Día de los Muertos in Los Cabos You won’t have to spend much time wondering where to celebrate Día de los Muertos in Los Cabos. Streets across the region fill with parades, live music, art exhibitions, and face painting. Here are some of the best ways to experience authentic Mexican celebrations. San José del Cabo Art Walk & altar displays The historic downtown of San José del Cabo hosts an annual Art Walk that beautifully intertwines with Día de los Muertos. Streets in the gallery district are lined with handmade ofrendas, local art, and live music, while galleries open their doors for special exhibits honoring Mexican heritage. As evening falls, the neighborhood glows with marigolds and candlelight, and costumed performers bring the celebration to life. Cabo San Lucas marina celebration If you’re wondering where to celebrate Dia de los Muertos with a fun and festive energy, head to the marina. The marina transforms into a waterfront festival filled with music, traditional food stands, and vibrant decorations. You’ll find locals and visitors alike enjoying Catrina face painting, live entertainment, and candlelit altars overlooking the sea — a beautiful way to experience the spirit of the holiday against the backdrop of Cabo’s coastline. Flora Farms Día de los Muertos dinner & altars contest For an upscale experience, head to Hotel & resort festivities Many of Los Cabo’s luxury resorts, including The Cape, Waldorf Astoria Los Cabos Pedregal, and Esperanza, celebrate with elegant dinners and cultural programming. Expect beautifully designed altars, live mariachi music, and traditional treats like Community events & cultural gatherings Across Los Cabos, plazas and cultural centers host lively community celebrations filled with music, dance, and food. In San José del Cabo’s Plaza Mijares, families come together to build altars, share stories, and honor their loved ones. Some locals also visit nearby cemeteries, decorating graves with marigolds and candles that burn well into the night — a deeply moving expression of remembrance and perhaps the most meaningful of the Mexican holidays. Where to stay for Día de los Muertos in Los Cabos Where you stay can shape how and where to celebrate Día de los Muertos in Los Cabos, with each area offering its own unique atmosphere and celebrations. San José del Cabo Known for its upscale, artsy charm and walkable streets, San José del Cabo is ideal for travelers who want a relaxed stay with easy access to local culture. Boutique hotels and Cabo San Lucas For those seeking more energy and entertainment, Cabo San Lucas has marina-front resorts, luxury hotels, and Celebrate life and tradition in Los Cabos Día de los Muertos in Los Cabo offers a chance to experience one of Mexico’s most cherished traditions alongside the region’s coastal elegance. Altars, parades, traditional foods, and cemetery gatherings fill each moment with color, music, and meaning giving visitors a chance to honor life, embrace culture, and experience authentic Mexican celebrations.

California luxury homes from wine country to coast From hillside vines to surf-lined harbors, California luxury homes put you close to the state’s most coveted experiences. Many buyers want the rhythm of wine country weekends and coastal escapes without the full burden of upkeep. Pacaso co-ownership offers that balance, giving you turnkey access to vacation homes in California in Napa, Sonoma, Carmel, and Newport Beach, with professionally designed spaces and thoughtful details that make every arrival effortless. Napa Valley, where cellar doors meet chef tables Napa is about depth — long tastings, long lunches and views that stretch across the valley floor. Set your base near Stags Leap or Coombsville and you are minutes from tasting rooms and Build your Napa routine with experiences that balance leisure and access, with Sonoma, heritage and harvest energy Sonoma blends historic vineyards with easygoing towns and a calendar of harvest traditions. In 2025, Sonoma Valley marked its 200th wine grape harvest, and the Valley of the Moon Vintage Festival reached its 128th year, underscoring the region’s depth and appeal for owners who want a cultural layer to their stays. During harvest, events like the Harvest Wine Trail connect you to dozens of wineries across the valleys. When you want a quieter pace than Napa, Sonoma’s backroads deliver. Pick a home base near Healdsburg or Sonoma Plaza and enjoy farm-driven dining, tasting rooms and relaxed afternoons by the fire pit. Carmel, artful living along the Pacific Carmel is for ocean-forward days and design-minded evenings. Galleries, coastal trails and Pebble Beach tee times are all close, and evenings stretch out around outdoor fireplaces with Pacific views. See current Pacaso options in Newport Beach, yachting days and coastal nights In Newport Beach, days revolve around the water. Harborside lunches, Plan around harvests and coastal seasons If your calendar revolves around the best wine and weather, September’s California Wine Month brings tastings, tours and vineyard dinners across the state. California produces roughly 85 percent of U.S. wine, and Wine Month has been celebrated statewide since 2004, making this a prime time to anchor trips to Napa and Sonoma around immersive experiences. Recent reports noted a smaller statewide grape crush in 2024 compared to 2023, yet winemakers remain optimistic about quality. For owners, that means intimate release events and thoughtful tastings as you build your collection across visits. Why co-ownership fits California luxury homes Pacaso co-ownership aligns with how high-net-worth buyers actually use second homes. Own only the time you plan to enjoy, arrive to a professionally designed residence, and step into your lifestyle within minutes. For many, it is the practical path to California luxury homes across multiple destinations, with consistent quality every stay and the freedom to choose the setting that suits the season. Find your base in California Set your sights on California luxury homes that match how you live, from vineyard-view patios to bayside fire pits. Start your search in

One of South Carolina’s barrier islands, Kiawah is a haven for recreationalists and nature enthusiasts. When looking for things to do on Kiawah Island, you’ll discover endless trails for hiking and biking, world-class golf and tennis, and miles of pristine beaches. Beyond the greens, resort-style amenities, and natural beauty, the island also offers a local event calendar that is equal parts quaint, enriching, and downright fun. Here’s a look at some of the most popular events throughout the year. Kiawah Island events by season Things to do on Kiawah Island in winter (December – February) Kiawah Island Holiday Market Kick off the holiday season at Freshfields Village with the Holiday Market, and shop for the perfect gifts ranging from Lowcountry crafts and baked goods to fine art and beauty products. Don’t forget your furry family members, who can enjoy specialty dog treats as part of the festive fun. Letters to Santa A magical holiday tradition, families can drop letters in a special mailbox at Freshfields Village. Elves deliver the letters directly to Santa, ensuring they reach the North Pole. Include a return address, and your child will receive a special surprise from the big man himself. Holiday Outdoor Movie Series Enjoy family-friendly films under the stars at Freshfields Village. Bring chairs and blankets for a cozy evening while watching beloved holiday movies in the crisp winter air. Kiawah Island Marathon Runners and spectators alike flock to the Kiawah Island Marathon each December, starting and finishing at West Beach Village. The scenic course winds through maritime forests, marshes, and past picturesque Lowcountry homes. A half marathon option is also available for those seeking a shorter route. Gourmet & Grapes The season culminates with Gourmet & Grapes at The Sanctuary at Kiawah Island Golf Resort in February. This four-day festival pairs local and international cuisine with award-winning wines, featuring gala events, champagne brunches, BBQs, and signature dining experiences. Proceeds benefit the Hollings Cancer Center, combining world-class flavors with a meaningful cause.   Things to do on Kiawah Island in Spring (March – May) Blues by the Sea Experience the soulful sounds of the coast at Blues by the Sea, an annual family-friendly Kiawah Island event celebrating blues music. With live performances along the scenic waterfront, this festival brings together locals and visitors for a lively and fun musical tradition each spring. Memorial Day Weekend Music on the Green Kick off the summer season at Freshfields Village with Music on the Green. This complimentary outdoor concert invites guests to bring chairs and blankets and enjoy live performances in the heart of the village, creating the perfect spring-to-summer celebration.   Things to do on Kiawah Island in summer (June – August) Farmers Market One of the most quintessential things to do on Kiawah Island, the Farmers Market at Freshfields Village brings the flavors of the Lowcountry to life every Monday throughout the summer. Visitors can browse local foods, handcrafted goods, spices, and freshly made treats like lemonade, salsa, and baked goods. It’s the perfect way to spend a summer afternoon while supporting local artisans. Music on the Green Enjoy family-friendly concerts under the stars ever Friday at Music on the Green. Regional bands perform a variety of music styles, creating lively evenings for locals and visitors alike throughout the summer months. Mingo Point Oyster Roast & BBQ Thanks to Kiawah’s prime coastal location, oysters can be enjoyed year-round, with peak harvesting from May through the summer. This is the perfect time to savor the Lowcountry’s traditional flavors at local restaurants and festivals, including the famous Mingo Point Oyster Roast & BBQ, held every Monday evening and on most major holidays. This family-friendly event features roasted oysters, BBQ ribs, Southern sides, desserts, and live music along the banks of the Kiawah River. Beyond Kiawah, it’s a can’t-miss highlight among South Carolina events. Things to do on Kiawah Island in fall (September – November) Fall Art Walk Celebrate the creativity of Kiawah Island and the Lowcountry at the Fall Art Walk. Local and visiting artists showcase their work across mediums like painting, photography, and mixed media through live demonstrations and exhibitions at various venues throughout the village. Live music adds to the festive atmosphere, making it a delightful experience for both visitors and locals. Thanksgiving Farmers Market Celebrate Thanksgiving, Kiawah Island style with a bounty of local produce, handcrafted goods, and prepared Thanksgiving meals for a hassle-free holiday. This seasonal market offers everything needed for a festive feast and a chance to experience the flavors of the Lowcountry. Thanksgiving on Kiawah Looking for things to do on Kiawah Island for Thanksgiving? Reserve a table at one of the island’s formal banquets or enjoy epicurean dining experiences at local restaurants. Guests can savor classic Thanksgiving meals, traditional pies, and seasonal celebrations. The last Mingo Point Oyster Roast of the year also takes place around this time, offering a quintessential Lowcountry experience. Recurring events on Kiawah Island Cars & Coffee Car enthusiasts can gather on the 3rd Saturday of each month from February through September to admire antique, unique, and specialty cars. This relaxed, community-focused outing also offers coffee and breakfast, making it the perfect way to start a weekend morning. Winedown Wednesdays Head to Freshfields Village midweek for Winedown Wednesdays, a casual, year-round gathering featuring local and regional wines. Raise a glass to a refined taste of the Lowcountry. Other Kiawah Island activities Outside of the high-profile South Carolina events are the more intimate and charming events on Kiawah Island. From scenic trails and miles of beaches to lively events and Lowcountry flavors, there is no shortage of things to do on Kiawah Island. No matter the season, the island is a place to explore, unwind, and enjoy.