Looking for something peaceful, scenic, and fully customized to your group? Our private sailing charters offer a quiet escape from the crowds and an unforgettable way to experience the Gulf of America. Whether you're after a quick sail, a half-day coastal cruise, or a full-day beach-and-sunset adventure, Captain Randy at Orange Beach Sailing Adventures has a trip to match your vibe.
Climb aboard our newly renovated sailing yacht, enjoy the breeze, and let the stress melt away as the coastline drifts by.
Looking for something peaceful, scenic, and fully customized to your group? Our private sailing charters offer a quiet escape from the crowds and an unforgettable way to experience the Gulf of America. Whether you're after a quick sail, a half-day coastal cruise, or a full-day beach-and-sunset adventure, Captain Randy at Orange Beach Sailing Adventures has a trip to match your vibe.
Climb aboard our newly renovated 35ft Beneteau Sailing Yacht, enjoy the breeze, and let the stress melt away as the coastline drifts by.
This shorter trip is perfect for couples, families with kids, or anyone who just wants to get out on the water for a bit. Depending on sea conditions, we’ll sail through Perdido Pass and out into the Gulf of America, or stay in the calmer, protected bay area if winds are high.
You’ll see the Perdido Pass Bridge, the jetties, and a view of the beach from the Gulf side. It's a beautiful, peaceful way to enjoy the water without committing your whole day.
If you’re looking to stretch out, this trip offers more sailing time, more dolphin spotting, and more relaxation. We’ll sail past Orange Beach and possibly toward Gulf Shores or the Florida line, depending on the wind and your preferences.
We’ll set full sail, get the snacks out, and enjoy tunes from the onboard entertainment system. The captain is always happy to let kids (or curious adults) take the helm, explain how sailing works, or simply keep things laid back while you enjoy the ride.
Want to swim mid-Gulf? Just say the word.
For the ultimate experience, book a full-day private charter. Departing at 9:00 AM, this trip gives you a chance to explore Sand Island, cruise the Intracoastal Waterway, and enjoy a private beach lunch with views you can’t get from land.
We’ll pass behind Ono Island, past the iconic Flora-Bama, and into Pensacola Pass, where dolphins often play in the shallows. After swimming, shelling, or napping on deck, we’ll sail back as the sun begins to set, wrapping the day with your own private sunset on the water.
This is the trip for those who want to disconnect and savor every hour.
We keep things simple. You’re welcome to bring:
Sunscreen, sunglasses, and a hat
Towel and bathing suit (especially for longer sails)
Your favorite playlist (Bluetooth and aux input available)
Special drinks or snacks
Soft-sided cooler only
Camera for the views (and dolphins!)
We’ll provide bottled water, Coke, Diet Coke, Sprite, peanuts, chips, and other light snacks — but you’re welcome to bring your favorites. For longer sails, we can also arrange lunch or breakfast on board by request.
There’s nothing quite like a sunset sail along the Alabama Gulf Coast. Our private 2.5-hour Sunset Sailing Charter is the perfect way to end your day — gliding across the water with the wind in your hair, a cool drink in hand, and the sky lit up in stunning shades of orange and pink.
Whether you’re planning a romantic evening, celebrating an anniversary, or simply looking to unwind, our sunset cruises are the ideal way to enjoy the beauty of Orange Beach, Gulf Shores, Fort Morgan, or Perdido Key from a whole new perspective.
Each charter is private and completely yours — no crowds, no interruptions, just your group of up to 6 guests, the open water, and the setting sun. Let our experienced captain handle the sailing while you relax, reconnect, and take in the breathtaking views.
You’ll cruise in comfort aboard one of our luxurious sailing yachts, designed for smooth gliding and panoramic visibility. Sunset sailing has long been one of the most beloved activities on the Gulf of America — and it’s easy to see why.
Sunset sailing is a favorite choice for:
Romantic dates and anniversaries
Proposals and engagement celebrations
Intimate group outings with friends or family
Anyone looking to relax and recharge with nature’s best show
Whether you’ve been together for 25 years or are just starting your journey, this quiet moment on the water offers something timeless and special.
2.5-hour private sailing charter
Licensed, experienced captain
Bottled water, sodas, light snacks (chips, pretzels, peanuts, etc.)
Soft seating and shaded deck areas
Calm, scenic route timed for the perfect sunset view
While we provide the essentials, you’re welcome to bring a few personal items to make your trip even more enjoyable:
Sunglasses, sunscreen, hat
Camera or phone
Light jacket (evenings on the water can get breezy)
Your favorite playlist (we provide the radio!)
Special drinks or snacks (soft-sided coolers only, please)
Our Sunset Cruises launch at the Hudson Marina at 4575 South Wilson Blvd. Orange Beach, AL 36561.