(754) AAAHH66 (754-222-4466) Adventures@SailingAdventuresFlorida.com

AAAHHS Sailing Adventures Florida

Have Captain Dan Host Your Next Adventure

1/2 Day / Full Day / Multi-day Trips

Sunset Sailing Adventures

Miami, Biscayne Bay, Key Biscayne, Elliot Key, Stiltsville (homes on stilts), Atlantic Ocean

Sailing Adventure – up to 6 guests



Crowd Fund

Pre-Crowd Fund

4 Hour Sailing Adventure


$600 1

$300 2

$270 2

8 Hour Sailing Adventure


$800 1

$400 2

$360 2

28 Hour Sailing Adventure
(2-day, return late morning)


$1200 1

$600 2

$540 2

2 Day Sailing Adventure
(2-full days, return late 2nd day)


$1600 1

$800 2

$720 2

3 Day Sailing Adventure
(3-full days, return late 3rd day)


$2400 1

$1200 2

$1080 2

$100 commitment

One AAAHHS T-shirt
per $100 3


One AAAHHS T-shirt
per $100 3

1 BONUS: One free AAAHHS short sleeve T-shirt PER GUEST, long sleeve add $10/shirt
2 BONUS: Two free AAAHHS short sleeve T-shirts, long sleeve add $10/shirt
3 One AAAHHS short sleeve T-shirt, long sleeve add $10


Trip Length

We leave this up to you. You can sail with us on a 4 hour adventure which can be scheduled to leave in the morning, the afternoon, or a sunset cruise. Or you can do a great all day 8 hour adventure leaving in the morning and returning as the sun is setting (or leave later and enjoy a sunset on the water). Are you up for an overnight adventure anchoring off Elliot Key or in No Name Harbor on Key Biscayne? This is your adventure, lets discuss what works best for you and friends/family.

What Happens If There Is Bad Weather?

There is nothing we want more than for you to have an amazing day. If it’s raining, cold, or just not a day that being on the water will be fun, we are happy to reschedule your trip without a penalty – after 60 year of sailing we’ve seen it all, and we don’t want to force you to see what you may not enjoy seeing.

All AAAHHS Sailing Adventure trips, should there be weather issues, the trip can be postponed. If it isn’t possible for you to reschedule your trip that was scheduled during a Florida vacation the trip is completely transferable to another group, yes, you could even sell it online and we’ll honor the transfer.

How Many People Can Go On Your Adventure?

Our current boat is great for up to 4 guests. And there is no extra charge for added guests, you are paying for your time on the water, not the number of guests in your party. Once our new boat is on the water we’ll be able to accommodate up to 6 guests. If your adventure is an overnight trip, fewer people will make for a more comfortable experience, boat cabins are not that big so having a larger group is not necessarily the best for overnights.

Excellence Is In Our Experience

Captain Dan’s many years of sailing experience is the key to you having a most excellent adventure!

A sailboat Captain may have passed tests and have a nice boat, but that is not the key to having an amazing adventure; this takes years, and years, of Captain-experience. Books, tests and a nice boat are no substitute for 60 years of sailing experience. With AAAHHS Sailing Adventures Florida, your safety and comfort is paramount, having a great time starts with you being comfortable. Knowing that Captain Dan will treat you right, and keep you safe will make your journey that much more fun and exciting. Note the picture of our boat covered with a tarp, when a hurricane is coming in it’s important to protect a boat. Captain Dan’s experience extends to the days he won’t take out guests. Keeping his boat safe is a full-time job for Captain Dan.

About Our Sailboat

The Cape Dory 25 is one of the most sea-worthy boats you can imagine. It may only be 25′ long but with its full-keel it has the stability of a much larger boat. In fact, most 33′ sailboats are not as stable as the Cape Dory 25. This means you’ll sail faster in light winds and still be secure if the wind and seas pick-up.

What We Supply

We will supply soft-drinks, water, towels, snacks and safety gear. We have a variety of additional safety and comfort items you may use should you forget to bring your own. If an overnight venture, we will supply pillows, sheets, blankets, toothpaste and other comfort items.

What You Need To Bring

Adequate footwear with a soft-sole such as sneakers, sandals or Sperry Topsider boat shoes. Please no hard-sole shoes of any type. And of course you are welcome to go barefoot onboard although we require you bring footwear in case of emergency situations. Food, will discussed in advance of your adventure (we can provide food if prearranged). If going on an overnight adventure please bring your own toiletries (we will supply toothpaste if you forget yours).

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