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Set sail from Chincoteague Island on a relaxing afternoon cruise that blends stunning coastal views with a scenic stop at a waterfront bar. Perfect for families and groups seeking a laid-back water adventure.
Set sail from Chincoteague Island on a relaxing afternoon cruise that blends stunning coastal views with a scenic stop at a waterfront bar. Perfect for families and groups seeking a laid-back water adventure.
Book with Bottoms Up Tiki Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Bottoms Up Tiki Tours · Chincoteague, Virginia
Chincoteague, Virginia, is a coastal gem where the tranquil waters meet sweeping marshlands and wild pony legends. Just steps from this charming town, "It's 5 O'Clock Somewhere!" offers a laid-back 2-hour afternoon cruise designed for anyone looking to escape the daily grind and soak up the fresh salty air. This experience is an ideal mix of slow-paced adventure and social fun on the water, set against the unique backdrop of Chincoteague Island’s famed waterways.
The cruise departs at 3 PM from Chincoteague Island and sails through scenic bays and channels, offering visitors sweeping views of the island’s signature coastal habitats—salt marshes, eelgrass beds, and shorebird nesting grounds. As you glide along these calm waters, you can watch herons and osprey dive, and if lucky, glimpse the wild Chincoteague ponies roaming nearby. The gentle rocking of the boat, combined with the expansive sky and water, creates a perfect atmosphere for unwinding.
One distinctive feature of this tour is a thoughtfully timed stop at a scenic waterfront bar, where guests can stretch their legs and sip on their favorite drinks. Whether it’s a handcrafted cocktail, chilled glass of wine, or local brew, the setting enhances the natural charm of this quiet island escape. Guests are welcome to bring their own food and additional beverages on board, promoting a casual, personalized experience.
Priced accessibly at $50 for adults and $25 for children under 13, this cruise is perfect for groups of friends, families, or coworkers looking for an afternoon of easy-going fun. The company requires a minimum of six passengers per trip, ensuring a convivial yet intimate group size. The departure point in Chincoteague situates guests near local shops and eateries, making it easy to build a longer day of island exploration around this cruise.
It's 5 O'Clock Somewhere! stands out as a unique way to engage with Chincoteague’s aquatic environment without the exertion of kayaking or hiking. This tour celebrates the island’s relaxed pace, natural beauty, and community spirit, delivering a memorable, low-stress adventure that connects travelers with the coast’s peaceful rhythms.
Yes, guests are encouraged to bring food and beverages to enjoy onboard during the cruise.
The cruise departs from Chincoteague Island, Virginia, at the designated meeting point provided upon booking.
Yes, the cruise welcomes guests of all ages. Children under 13 have a discounted rate.
A minimum of six passengers is required for the cruise to operate. If this isn’t met, you’ll be contacted to reschedule.
The cruise lasts approximately two hours, from 3:00 PM to 5:00 PM.
Yes, the vessel is equipped with restroom facilities for passenger convenience.
Bottoms Up Tiki Tours is a Chincoteague-based tiki boat company specializing in narrated and themed cruises on the waters around Chincoteague Island and the Chesapeake Bay. The company offers a range of public and private experiences including Tides & Vine on the Water, Pony Swim vantage trips, Brunch on the Bay, Castaway Day Trippin’ Adventure, sunset and evening cruises, a Tiki Luau Cruise, Five O’Clock Somewhere cruises, and fully customizable private charters. Many experiences are 21+ with curated wine or tiki bar options; family-friendly choices are available for select daytime trips. Each cruise features curated food and drink options, local stops like Don’s Seafood and Chinco Tiki, and an emphasis on island vibes, wildlife viewing, and waterfront scenery. Professional captains and crew operate licensed vessels and prioritize safety, local navigation knowledge, and guest comfort. Bottoms Up Tiki Tours serves both visitors and locals seeking memorable celebrations, date nights, group outings, or event-specific experiences such as the historic Chincoteague Pony Swim. The Pony Swim viewing option offers an exclusive boat perspective on the iconic island tradition. Reservations can be made for scheduled public cruises or for private charters tailored to birthdays, proposals, corporate outings, or special occasions. The company highlights stress-free, all-inclusive day trips for anglers and food lovers, including the new Castaway Day Trippin’ Adventure for 2025. With a focus on hospitality, local partnerships, and unique floating experiences, Bottoms Up Tiki Tours provides accessible, authentic water-based recreation around Chincoteague and the Eastern Shore. Booking is simple through an online system.
Book with Bottoms Up Tiki Tours