Private Sunset Sailing Cruise in Charlotte Harbor

Port Charlotte, Florida

Private Sunset Sailing Cruise in Charlotte Harbor

Start Your Evening with a Relaxing Sunset Sail Aboard a Captained Yacht

Boat Tour

Private

Sailing

Sightseeing Tour

Water Activities

Select participants and date

Date

Fri, Oct 17

Travelers

2

About This Adventure

Experience a magical 2.5-hour sunset cruise aboard the Courageous, a classic 37’ yacht on Charlotte Harbor. Relax as the sky transforms into a stunning display of colors, while dolphins and seabirds accompany your journey. Enjoy complimentary snacks and drinks, or bring your own, for an unforgettable evening on the water.

🌊 How to Book Your Sunset Sail (For total pricing proceed to final booking page)

📅 Pick a Date

Green: Available online
Gray: Call us to book
White: Already booked or unavailable

⏱️ Choose Your Cruise Duration

4, 3, or 2 hours (call for longer durations)

➕ Select Quantity

Enter “1” next to your chosen duration

💳 Finish Your Booking

Fill in your details and payment info—and you’re all set!

🌅 Sunset Sail on Charlotte Harbor

Set sail for 2, 3, or 4 hours of pure Florida magic—daylight sailing followed by the grand finale: a breathtaking sunset over Charlotte Harbor. Each departure is timed so you enjoy the adventure of sailing in the afternoon breeze, then the peaceful glow of twilight, returning just after the sun dips below the horizon.

Step aboard Courageous, our classic 37ft cruising yacht, and let the captain do the sailing while you simply relax. Sip your favorite drink, share a meal, and take in the view—whether you prefer the natural soundtrack of wind and waves or your own playlist on our Bluetooth speakers.

Stretch out in the spacious cockpit, explore the open deck, or retreat to the comfortable cabin with kitchen, bathroom, and room to unwind. Our route glides past the Sunseeker Resort, the charming town of Punta Gorda, and out into Florida’s second-largest bay. Dolphins, manatees, pelicans, and seabirds often join us as the harbor comes alive at sunset.

We provide soft drinks, sparkling water, ice, and light snacks, and you’re welcome to bring your own food and beverages—coolers, glasses, and utensils are ready on board.

Departure Location:

105 Free Ct SE, Port Charlotte, FL 33952 — just 4 minutes from Sunseeker Resort. Depending on your chosen cruise length, we can sail deep into Charlotte Harbor or even toward the Gulf of Mexico for a true taste of open water.

Whether you’re seeking romance, relaxation, or a touch of adventure with family and friends, a sunset sail is the perfect way to begin your evening.

Adventure Tips

Bring Sun Protection

Florida’s sun can be intense, even near sunset—wear a hat, sunglasses, and sunscreen to stay comfortable.

Wear Comfortable Footwear

Choose flat, non-marking shoes or sandals for safe boarding and deck comfort; avoid heels.

Arrive Early

Plan to arrive 20 minutes before departure to complete boarding procedures smoothly.

Bring Your Own Drinks and Snacks

While light snacks and soft drinks are provided, you’re welcome to bring your own beverages to enhance your cruise experience.

Local Insights

Wildlife

Bottlenose dolphins
Brown pelicans

History

Charlotte Harbor has long served as a rich fishing ground and trade route for indigenous peoples before becoming a key settlement area in southwestern Florida.

Conservation

Efforts in the Charlotte Harbor estuary focus on preserving water quality and protecting habitats critical to sea turtles, manatees, and migratory birds.

Unwind with a Private Sunset Sailing Cruise in Charlotte Harbor, Florida

Difficulty

Duration

Fitness Level

Overview