Chincoteague Water Adventures with Bottoms Up Tiki Tours

Located off Virginia’s Eastern Shore, Chincoteague is a coastal town better known for its wild ponies than vibrant waterside revelry. But Bottoms Up Tiki Tours has flipped the script, turning the island’s bay and marshes into a lively playground of boat charters tailored for relaxation and fun. Their fleet, including the signature Bottoms Up Private Charter, specializes in laid-back cruises that combine island vibes with unforgettable scenery. Whether you’re drawn to the sun’s last glow or a sparkling Sunday brunch on the water, these tours mix good company, lively music, and locally inspired refreshments in a way few other businesses here do.

Bottoms Up’s offerings range from "It’s 5 O’Clock Somewhere!"—a gathering built around casual drinks and conversation on the water—to the "Tiki Luau & Cruise," where nightlife meets ocean breeze for 21+ guests. New for 2025, the “Castaway Day Trippin’ Adventure” adds a fresh option for those craving an adventurous escape that blends fishing, island hopping, and coastal wildlife watching. Each trip is marked by attentive captains like Erik, praised for safely balancing a festive atmosphere with expert navigation.

Beyond just a boat ride, Bottoms Up Tiki Tours taps into Chincoteague’s unique location where salt marsh meets the Atlantic, offering glimpses of the Eastern Shore’s signature natural features — miles of tidal creeks, rich birding spots, and the occasional dolphin pod. Located away from the busier tourist hubs, these outings provide a genuine taste of local character, perfect for visitors intent on mixing outdoor beauty with social connection. If you’re arriving via nearby Salisbury, Maryland, or Hampton Roads, Virginia, Bottoms Up brings a memorable maritime dimension to Chincoteague’s outdoor scene.

From lively luau-themed nights to peaceful bay brunches, guests return for the welcoming crew, vibrant music selection, and the chance to unwind as the sun dips below the horizon. Bottoms Up Tiki Tours isn’t just a boat service — it’s a Chincoteague experience carved out on the water, where every trip balances safety, fun, and the island’s natural charm.