Top Miami Sailing Trips

A great small group experience! Perfect for exploring Biscayne Bay and learning about sailing with an expert.

Great experience overall! We went with Captain David who was amazing; great conversation, very knowledgeable and plenty stories to tell, he brought snacks for us as well. a bit pricey however if it’s something you’re interested in I definitely recommend.

From the moment Captain Rodrigo reached out to confirm everything we desired, to the end of an amazing day on the ocean on Mystic, this was a bucket list experience.We arrived at the home of the US Sailing team and were tendered through a beautiful marina by Captain Pedro and his faithful friend Doli. Captain Rodrigo navigated changing weather conditions and somehow arranged for perfect skies all day long even though Miami was experienced a deluge. It was my sister‘s birthday, so he catered the most delicious empanadas, endive salad and the yummiest tres leches cake I’ve ever had in my life. From arranging the swing so we could fly through the air and ginger chews when my tummy got a little dodgy afterwards 😅, to providing underwater cameras when we made it over for snorkeling, and spotting the pod of dolphin and capturing photos and videos all through the day, he took care of every need and delivered us safely back to shore.Cannot recommend his operation more highly and will definitely back with more family and friends.… will add some photos here in just a little while

Great experience with captain Israel. We had a little sailing experience so he had us jump in and help right away. We had a perfect weather day so we able to snorkel near Stiltsville. Israel was very personable and related well with the family and shared a lot of history and local knowledge. This was a great hands on experience, expect to get wet and move around, it is not a sit back and ride type of trip - exactly what we were looking for.

Great tour! Captain Monica made sure we were well informed, and answered all our questions. We had fun, really enjoyed the cruise, views, sandbar and felt safe throughout the tour. I would definitely do this tour again and request that Monica be our Captain again.

Daniel was great and a very chill captain. He was great and let us hang out at the sandbar for a long while!

Fantastic trip! This was my family's first time going out on the bay in a sailboat and it certainly will not be the last. We had an amazing sailing excursion with our family, and it was truly one of the highlights of our trip. I especially want to give a huge shoutout to the captain, who made the entire experience unforgettable. He was incredibly friendly, knowledgeable, and professional, and he went out of his way to make sure everyone felt comfortable and had a great time. You could tell he genuinely loves what he does, and his easygoing personality made the day even more enjoyable. It felt less like a tour and more like spending the day sailing with a friend. I would highly recommend this experience to anyone looking for a fun, relaxing, and memorable day on the water. Next time we're in town, we will definitely book again!

This was an awesome experience. Captain David was super friendly and knowledgeable. He worked really well with the kids and took us on a truly special excursion in the bay!

Came for a bachelor party with 15 friends. Went to a sand beach and an island with great views. Awesome time. Isaac and Danny were great.

Isaac and Daniel were amazing! Came for a bachelorette and they were wonderful and so accommodating. Best part of our weekend here in Miami.

My family loved the experience. We were confused on how the time range worked for the 2-4 hours and the captain graciously explained that we could do 2 hours but the pay for his time would remain the same. My family enjoyed it so much they ended up using most the of time anyways according to my brother. I personally got really sick and was unable to be apart. Captain Peter and others that were around made sure I could get off the yatch before take off. Much appreciated!

Nice time. Good boat. Friendly captain. I would definitely go again. I’ve said all I need to say. I don’t know why there’s a minimum character requirement.

We had an amaizing time with our captain, we felt secure the whole time. It includes snacks and some beverages, also we had time to rest at the sand bar. This is a very different way to explore the bay. Totally recommend. The only thing is that at first we had to go through smelly sea weed to reach the boat, but thats not captains fault.

Captain Israel was amazing! He is extremely knowledgeable of the area providing details of the history of the different buildings along the water. We had such a great time and would absolutely sail with him again.

We had a wonderful time for my daughter’s 21st birthday. Monica was an excellent guide. We went to raccoon island and snorting in the most beautiful water. We saw dolphins. It couldn’t have been a better trip.

Beautiful experience and captain who proved welcoming and assisted us in all our needs was a relaxing day we had lunch on board great food