Planning an event weekend in Hilton Head? You’re already off to a great start with the beautiful beaches and amazing weather! But here’s the thing: the best event weekends are the ones where people actually get to spend time together doing something memorable. These activity ideas will take your group from awkward small talk to genuine connection, and everyone will have a blast in the process!
Take a Dolphin Watching Cruise Together
There’s something magical about spotting dolphins in their natural habitat, and Hilton Head’s waters are full of them. Book a group cruise and watch your attendees light up when they start playing in the boat’s wake. The guides know all the best spots, and the relaxed atmosphere makes it easy for people to chat and get to know each other. Plus, everyone gets those Instagram-worthy photos without even trying!
Hit the Beach for Volleyball or Spikeball
Set up a tournament on one of Hilton Head’s gorgeous beaches and let the competition flow. You can keep it casual with rotating teams so everyone gets to play with different people, or go all out with brackets and prizes. The best part? No experience needed. People will be laughing at missed serves and celebrating epic saves, and that’s where the real bonding happens.
Rent Bikes and Explore the Island Trails
Hilton Head has over 60 miles of paved bike paths that wind through beautiful scenery. Rent bikes for your group and pick a trail that matches your crowd’s energy level. The casual pace means people can ride side by side and actually talk, which beats sitting in a conference room any day. Stop at one of the beach access points for a quick break, and suddenly your event feels like an adventure.
Book a Private Cooking Class
Nothing brings people together like food, especially when they’re making it themselves. Local chefs offer group cooking classes where your team can learn to make Lowcountry favorites like shrimp and grits or she-crab soup. The hands-on format gets everyone working together, and you all get to enjoy the fruits of your labor at the end. Fair warning: people will still be talking about this months later.
Plan a Sunset Kayak Tour
Paddling through the marshes as the sun goes down is pure Hilton Head magic. The calm waters make it perfect for beginners, and the guides will point out all the wildlife you might miss on your own. There’s something about being out on the water that makes conversation flow naturally, and the sunset views give everyone a moment to just appreciate being there together.
Set Up Lawn Games at Your Venue
Cornhole, giant Jenga, bocce ball—these classics are crowd-pleasers for a reason. Set them up during cocktail hour or breaks between sessions, and watch people naturally gravitate toward them. The low-pressure vibe means introverts and extroverts can join in, and games give people something to do with their hands while networking. You can even create a points system across the whole weekend if your group likes a little friendly competition!
Arrange a Group Golf Outing
With so many world-class courses on the island, it would be a shame not to tee off. Even if not everyone in your group plays regularly, a scramble format keeps things fun and takes the pressure off. The long stretches between holes give people time to connect in smaller groups, and the 19th hole afterwards is perfect for recapping the best (and worst) shots of the day.
Take a Sunset Sailing Trip
End your event weekend on a high note with a private sailing charter. The crew handles everything while your group relaxes on deck with drinks in hand. The views and breezes create the perfect backdrop for reflection and conversation. It’s one of those experiences that makes people glad they came!
Your event weekend should be more than just meetings and meals. These activities give your group chances to laugh together, try new things, and build the kind of connections that last long after everyone heads home. Hilton Head’s got the setting down – now you’ve got the activities to match!
If you’re ready to start planning your event in our beautiful Hilton Head Island venue, please click the button below!
