Set sail on Chincoteague Bay for a two-hour Tiki Luau Sunset Cruise that combines Polynesian-inspired dining, tropical beats, and stunning golden hour views. Discover why this floating island party is a must-do for visitors 21 and over.
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Difficulty
easy
Duration
2 hours
Fitness Level
No special fitness required; accessible for most adults in general good health
Wildlife
History
Chincoteague Island is famous for its wild ponies and proximity to the 1870-established Assateague National Wildlife Refuge.
Conservation
Operators emphasize low-impact boating and encourage guests to respect wildlife habitats, preserving the bay’s delicate ecosystem.
Bottoms Up Tiki Tours
Set sail on Chincoteague Bay for a two-hour Tiki Luau Sunset Cruise that combines Polynesian-inspired dining, tropical beats, and stunning golden hour views. Discover why this floating island party is a must-do for visitors 21 and over.
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.
Tours Offered
10+
Public sails and specialty cruises available
Adult Cruises
Select 21+ trips
Curated wine and tiki bar options
Private Charters
Available
Custom events: birthdays, proposals, groups
Signature Event
Pony Swim Access
Exclusive boat vantage for Pony Swim
Secure a spot on a public cruise or request a private charter for a tailored celebration.
Arrive Early for Smooth Boarding
Check-in begins at 5:45 PM at Curtis Merritt Harbor – arrive early to ensure timely boarding.
Dress in Layers
Even summer evenings can get breezy out on the bay; bring light layers for comfort.
Bring a Cooler for Drinks
Since this is a BYOB cruise, a small cooler will keep your beverages fresh and cold.
Wear Boat-Friendly Shoes
Choose flat, non-slip shoes to navigate the floating dock and boat safely.
Light Jacket or Windbreaker
Protects against cool bay breezes during evening cruises.
spring
Sun Hat or Cap
Shields your face from lingering daylight before sunset.
summer
Compact Blanket or Shawl
Keeps you cozy as temperatures drop near nightfall.
fall
Waterproof Phone Case
Protects your device while taking photos on the open water.