Explore Chincoteague and Assateague aboard Martha Lou and Osprey II — dolphin searches, pony tours, private charters, and specialty cruises.
Choose from 1.5- to 2-hour dolphin, pony, scenic, birding, private, charity, and evening party cruises.
boat-charters · Chincoteague
Enjoy a scenic two-hour charity cruise around Chincoteague and Assateague Islands with live music and catered meals. Support great causes while soaking in breathtaking views.
Daisey's Island Cruises is a Chincoteague, Virginia-based boat tour operator offering a variety of guided excursions around Chincoteague and Assateague Islands. The company runs tours aboard the spacious Martha Lou and the Osprey II pontoon boats, providing on-board bathroom facilities on select vessels and family-friendly options. Popular offerings include two-hour Scenic Wildlife Boat Cruises that depart daily, two-hour Private Cruises aboard the Martha Lou with views of Assateague Lighthouse and the Southern Herd of ponies, and a 1.5-hour Dolphin Tour focused on close wildlife encounters.
Specialty experiences range from Pony Only Tours on a six-passenger pontoon to Birding Only Tours conducted from the Osprey II or a cozy pontoon, with experienced captains guiding guests and sharing local history. Charity Cruises feature live music and catered meals while supporting community causes. The After Sunset Party Barge is a 21-and-up evening option with music and lights where guests may bring personal drinks and snacks and enjoy curated playlists.
Daisey's Island Cruises emphasizes safety, comfort, and local knowledge. Captains are described in trip summaries as experienced guides, and vessels include practical amenities for family outings. The operator recommends bringing essentials such as layers and binoculars for wildlife and birding trips. Reservations are encouraged since popular departures can fill quickly. For visitors seeking wildlife viewing, pony sightings, private family cruises, or specialty events, Daisey's Island Cruises provides a range of factual, clearly described options in the Chincoteague and Assateague area. Booking details and schedules are available via the operator's reservation channels online or phone.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Boat tours from Chincoteague
Short, family-friendly excursions
Pontoon boats with amenities
Live music, catered meals, parties
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Daisey's Island Cruises listing.
Daisey's Island Cruises offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Secure a spot on Martha Lou or Osprey II for dolphin tours, pony sightings, private charters, or special events — departures fill up quickly.
boat-charters · Chincoteague
Enjoy an exclusive 2-hour cruise around Chincoteague Island aboard the Martha Lou. Experience up-close views of wild ponies, historic landmarks, and scenic coastal beauty in a private setting.
boat-charters · Chincoteague
Join Daisey's Island Cruises for an exclusive 21+ After Sunset Party Barge around Chincoteague, Virginia. Enjoy great music, beautiful water views, and a lively atmosphere perfect for an unforgettable night out on the water.
wildlife-nature · Chincoteague
Set sail on a private pontoon boat to discover the Wild Ponies of Chincoteague in their natural home. Join an expert-led tour for an unforgettable two-hour adventure rich with history and wildlife.
water-activities · Chincoteague
Cruise around Chincoteague and Assateague Islands aboard a family-friendly boat for unforgettable wildlife sightings and stunning coastal views.
boat-charters · Chincoteague
Daisey's Island Cruises delivers a relaxed yet immersive way to experience the wildlife and scenery of Chincoteague and Assateague Islands aboard spacious pontoon boats. Bring binoculars and snacks for a unique day on the water.
wildlife-nature · Chincoteague
Discover Chincoteague, Virginia’s premier shore birding experience aboard intimate, expertly guided boat tours. Sail through rich tidal habitats with seasoned captains and spot rare migratory birds in their native environment.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.