Vagabond Cruise Activities

Join this jolly crew and cruise through Calibogue Sound to the head waters of the mighty Atlantic Ocean on this Hilton Head Dolphin Cruise. Be on the lookout for pods of Atlantic Bottlenose Dolphin as they swim, play and chase fish with the tide. All trips are narrated by your naturalist captain and dolphin sightings are guaranteed! See Harbour Town, South Beach, Daufuskie Island, Grendier Shoals, Tybee Lighthouse, Haig Point Lighthouse, Harbour Town Lighthouse, and more! Save your spot on this dolphin cruise if you’re looking for the best family-friendly activity in Hilton Head Island!

Join the Vagabond II for a Hilton Head Sunset Dolphin Cruise through Calibogue Sound to the Atlantic Ocean. Watch the sun set while spotting playful pods of Atlantic Bottlenose Dolphins. Your naturalist captain will narrate the journey, with dolphin sightings guaranteed! Enjoy views of Harbour Town, South Beach, Daufuskie Island, and iconic lighthouses. This is the perfect family-friendly activity in Hilton Head Island—reserve your spot today!

Embark on a Historic Savannah Cruise from Hilton Head Island aboard The Spirit of Harbour Town, the island's only air-conditioned passenger vessel. Enjoy coffee or your favorite drink as you travel at 23 knots, avoiding the hassle of driving and parking in Savannah’s historic district. Once docked at River Street, hop on a trolley for a comfortable tour of Factor's Walk and the historic district, featuring beautiful Antebellum homes and famous squares. Shop, sightsee, and find a restaurant for lunch. Experience Savannah in style—book your cruise today!

Join the crew of the Stars & Stripes and spend an afternoon sailing Hilton Head's coastal water. Be on the lookout for the Atlantic Bottlenose Dolphin while enjoying the sun and sights of Hilton Head. Relax and work on your tan or join in and help the crew sail. This is a kid-friendly cruise for the novice or experienced sailor, and a great trip for anyone ages 3 and up! Book yours now!

Experience shrimping on Hilton Head Island with this Trawling Expedition aboard the Tammy Jane. Join the crew for a lowcountry adventure where you will learn about local shrimping and how a working shrimp boat operates. Participate in sorting the day’s catch and discover the preparation involved in bringing shrimp to your table. This unique experience offers insights into the Hilton Head shrimping industry, making it perfect for guests of all ages. Don’t miss this chance for a hands-on, educational outing!

Hop aboard for a quick ride across Calibogue Sound to discover Daufuskie Island! Spot the historic Haig Lighthouse, dolphins, and sting rays along the way. Once there, visit the General Store to rent a golf cart or bring your own bikes for free. Enjoy lunch at a local seafood restaurant and explore the island at your own pace. Departing from Harbour Town don’t miss your chance to experience a few hours of fun on Daufuskie Island!