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Page 10 of 39 • 933 listings
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TF
Todd
Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago
This is the boat to book for a sweet sailing experience in Chicago. Super family friendly. Ocean-worthy vessel and Capt Bob and Gabby have been all over the hemisphere with it. They're more than willing to share as much knowledge as you'd like to know. I even pulled up the main sail! Bob and Gabby were great with our young children. Just wonderful people. Swimming spot they chose was excellent. If you're looking for the real deal, this is it. Loved hearing their stories about open ocean sailing and traversing the Caribbean Islands. Kids loved the aqua chair floaty. Worth every penny and more.
RG
Ryan
Blue Oceans | Private Party Catamaran | Up to 12 Guests | San Diego Bay
Amazing trip! First, the boat is beautiful. We had Captain Andy who was a great host. Helped us make a quick itinerary and we were on our way! Stopped for a swim before we headed back towards the harbor. I will be booking one of these trips again and would book this same one if I’m in San Diego.

Rafi
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
You must book with Gustavo, he is the best!!! His sailboat was absolutely perfect for our family birthday trip. He was extremely knowledgeable about the boat, and took a lot of care into his passengers. We sailed in the open waters and it was beautiful. He was such a positive person and great to have around. Book with Gustavo!!

Ara
Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey
We had a lovely day out on the water with Gustavo. He is very passionate about sailing and shared this passion with us. It was very easy to book with him and would definitely book again!
HC
Hazel
Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago
Bob and his wife Gabby are amazing. We had so much fun with them. The boat is gorgeous and Bob is clearly a seasoned captain. Thanks again!
sa
steven
Captained Charter on Lagoon 440 Cruising Catamaran in Cartagena
It was an amazing experience! Everyone was nice and welcoming. Great flexibility and understanding. I would book this again!