Cruise the Delaware River with expert guide Calico Jack on a private sailing tour of Philadelphia’s historic waterfront. Experience famous landmarks and rich history on this unforgettable 3-hour adventure.
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Difficulty
easy
Duration
3 hours
Fitness Level
Suitable for all fitness levels; the sailing involves mostly sitting with minimal physical exertion.
Wildlife
History
Fort Mifflin played a crucial role during the American Revolutionary War as a defensive defense against British ships.
Conservation
Efforts along the Delaware River focus on maintaining water quality and protecting native wildlife habitats amid urban development.
Man Who Sits on the Tide
Cruise the Delaware River with expert guide Calico Jack on a private sailing tour of Philadelphia’s historic waterfront. Experience famous landmarks and rich history on this unforgettable 3-hour adventure.
Man Who Sits on the Tide operates guided sailing experiences on the Delaware River from Philadelphia, Pennsylvania. The company offers a range of curated trips — a three-hour Sailing Tour of the Historic Philadelphia Waterfront led by guide Calico Jack; private excursions aboard a 32' yacht with a USCG captain; a two-hour Photo Cruise on the SV First Light with a professional photographer; and a Sunset Sail along the Philadelphia waterfront.
Each trip emphasizes safety, local history, and scenic views of Fort Mifflin, the Battleship New Jersey, Petty Island, and the city's skyline. Snacks and drinks are provided on select outings, and private excursions can be tailored for small groups seeking a personalized sailing experience. The business uses USCG-certified crew for captained trips and maintains vessels appropriate for leisure cruising and photography. Man Who Sits on the Tide specializes in accessible, high-value sailing outings that avoid traffic to shore attractions while delivering waterfront perspective and storytelling. The operator markets experiences for families, friends, date nights, photography enthusiasts, and history lovers who want an intimate view of Philadelphia from the water. Booking options include scheduled public departures and private charters. The company’s trip descriptions highlight on-water landmarks, local wildlife viewing, and practical amenities such as pre-packaged snacks and beverages. Man Who Sits on the Tide is based in Philadelphia and focuses exclusively on Delaware River sailing experiences. Reservations are recommended for private charters and popular weekend sailings, and trip length ranges from two to three hours depending on the itinerary. Advance booking.
Location
Philadelphia, PA
Departures on the Delaware River waterfront
Vessels
32' yacht & SV First Light
Comfortable boats for cruises and photography
Tours Offered
4 Tours
Historic, private, sunset, photo cruises
Trip Length
2–3 hours
Short, scenic outings on the water
Select a public departure or book a private charter — secure a spot for history sails, photo cruises, and sunset trips.
Arrive Early for Check-In
Plan to arrive at least 15 minutes before departure to complete check-in and get briefed on safety procedures.
Dress in Layers
Philadelphia waterfront weather can be variable, so layering helps you stay comfortable on the water.
Bring Sunscreen and a Hat
The open river exposure means plenty of sun—protect your skin to enjoy the tour fully.
Motion Sensitivity Preparedness
If you’re prone to seasickness, consider meds or remedies as the river can get choppy depending on conditions.
Layered Clothing
To adapt to changing temperatures on the water and shore.
Sunscreen
Protect your skin from UV rays during daylight hours on the river.
spring
Sunglasses
Reduce glare off the water and protect your eyes in bright sunlight.
summer
Motion Sickness Remedies
Recommended for travelers sensitive to boat movement on potentially choppy waters.