Adventure brief
Sailing tour - Historic Philadelphia Waterfront
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.
Set sail on a unique 3-hour private history tour with Man Who Sits on the Tide, guided by the knowledgeable Calico Jack. This captivating sailing experience navigates the Delaware River near Philadelphia, offering a one-of-a-kind perspective on the city’s rich history. As you glide past iconic landmarks including Fort Mifflin, known for its Revolutionary War significance, and the majestic Battleship New Jersey, you’ll hear stories that bring these sites to life.
The intimate small-group setting ensures personalized attention and plenty of time for questions. Along the way, enjoy thoughtfully prepared snacks and drinks to keep you refreshed without interrupting the vibe. Whether you’re a history buff or just looking for a memorable adventure on the water, this sailing tour combines education with relaxation.
The calm waters and spectacular city views create the perfect backdrop for families, couples, and friends wanting to explore Philadelphia from a fresh angle while soaking up coastal breezes and sunshine.
Adventure tips
Plan your experience.
Curated tips for an optimal adventure.
- 01Arrive Early for Check-Inessential
Plan to arrive at least 15 minutes before departure to complete check-in and get briefed on safety procedures.
- 02Dress in Layersinfo
Philadelphia waterfront weather can be variable, so layering helps you stay comfortable on the water.
- 03Bring Sunscreen and a Hatessential
The open river exposure means plenty of sun—protect your skin to enjoy the tour fully.
- 04Motion Sensitivity Preparednesswarning
If you’re prone to seasickness, consider meds or remedies as the river can get choppy depending on conditions.
Recommended gear
What to bring.
Layered Clothing
To adapt to changing temperatures on the water and shore.
EssentialSunscreen
Protect your skin from UV rays during daylight hours on the river.
springEssentialSunglasses
Reduce glare off the water and protect your eyes in bright sunlight.
summerEssentialMotion Sickness Remedies
Recommended for travelers sensitive to boat movement on potentially choppy waters.
Local insights
Context for the journey.
Nearby secrets
Explore the seldom-visited remains of Fort Mifflin for a quiet historical stop, Visit the nearby Spruce Street Harbor Park for seasonal riverfront activities and local food vendors
Local fauna
Ospreys hunting fish along the river, River otters occasionally spotted near quieter inlets
Historic heritage
Fort Mifflin played a crucial role during the American Revolutionary War as a defensive defense against British ships.
Mindful exploration
Efforts along the Delaware River focus on maintaining water quality and protecting native wildlife habitats amid urban development.
Photography tips
Capture the moments
- Viewpoints
- Near Fort Mifflin, deck of the sailing vessel looking cityward, along Penn's Landing waterfront
- Subjects
- Historic landmarks, river landscapes, city skyline silhouettes
- Best times
- Golden hour, late afternoon, sunrise
Frequently asked questions
Before you go.
Is the sailing tour suitable for children?
Yes, the tour is family-friendly, but children should be supervised at all times and wear life jackets provided on board.
Are food and drinks included during the tour?
Yes, pre-packaged snacks and non-alcoholic drinks are included to keep you refreshed throughout the experience.
What should I do if the weather is bad on the day of my tour?
Tours may be rescheduled or canceled in case of severe weather; the company will contact you in advance with options.
Where does the sailing tour depart from?
The tour departs from a dock along the Philadelphia waterfront near Penn's Landing, easily accessible from central Philadelphia.
Is prior sailing experience necessary?
No prior experience is needed; the guide takes care of sailing and navigation while you enjoy the tour.
Can I bring my own drinks or alcohol on board?
Outside food and beverages, especially alcohol, are generally not allowed to maintain safety and cleanliness.