USA · SAILING
The 15 best sailing trips you can book right now, with what each costs, how long it runs and who it suits. Number one is top for a reason; start there.
Shell Island snorkel and dolphin cruise from Panama City Beach. Stable catamaran with paddleboards, waterslide, and beach time, about 3 hours.
“Super fun! Our family had a great time. So glad we did it!! Staff was great. They made sure everyone was enjoying themselves!”
Snorkel and whale-watch in historic Kealakekua Bay from Kona on a comfortable power catamaran, with lunch and gear included.
“Great time, great staff, beautiful snorkeling. We were impressed with the efficiency and accommodations of the staff!”
Guaranteed green sea turtles in Turtle Canyon from Waikiki on a catamaran snorkel, with gear, optional lunch and drinks, and a free reride.
“Great experience! The crew was very experienced and made sure we all felt safe and secure. They were very knowledgeable and made out adventure that much more intriguing.”
2-hour sunset catamaran cruise in Panama City Beach with dolphin spotting in Grand Lagoon, onboard drinks and music. $57.59
“Captain Clay and crew were fantastic! We saw dozens of dolphins and a fantastic sunset! Would highly recommend to anyone.”
Snorkel Turtle Canyon on a Hawea catamaran from Waikiki, with gear, guide spotters, and ocean snacks, plus a relaxed sail back.
“You need to know how to swim. The water is deep. Everyone wears a flotation device. The catamaran crew are experienced swimmers and very attentive. I felt taken care of.. We saw colorful fish and sea turtles. It was well worth doing.”
Oahu catamaran snorkel at Turtle Canyon Reef with gear, snacks, and a small-group vibe, plus a turtle sighting guarantee.
“Was alot of fun. Staff was amazing and ensured everyone was safe but also enjoying the experience. I would definitely do it again in the future.”
Manhattan Architecture Yacht Cruise: a 2h45 water tour with AIA narration, up-close landmarks, and one included drink from Classic Harbor Line.
“Booked the experience for my mom and I to do when she came for thanksgiving as I recently had ACL and meniscus repair and walking isn’t the easiest right now. Requested a seat prior to booking where I’d be able to keep my locked brace straight. I was sat in the middle of the aisle, where every single person who was making their way to the bow of the ship had to move around me, or I had to move my leg. Had I sat with my leg under the table, I would’ve had my back turned to 90% of the sights. There were other seat options at my group…”
San Francisco Bay sunset catamaran cruise with a free drink, sea lions at Pier 39, Alcatraz views, and sailing under the Golden Gate.
“It was freezing and so windy I thought I would go overboard. The opportunities for photos were not many so it felt like a bit of a waste of $$$. I would check the weather before hand the fog rolled in and the bridge was barely visible. They did have jackets but like if you can’t even walk up outside onto the deck cause it’s so windy what’s the point. Also too many people.”
San Francisco Bay sunset cruise on a luxury catamaran past Alcatraz, under the Golden Gate Bridge, with Pier 39 sea lions and 1 drink.
“Cannot say enough about my experience! First, customer service is on point: from office staff to on board - everyone seems like they love what they do. So accommodating to guests, from volunteering to take photos, showing us the ropes, general hosting. The cruise itself was...perfect. Comfortable number of guests allowed all of us to move around at take photos at every angle at leisure. The route and time of the cruise was fantastic. Seriously, SO many incredible photo ops, especially on a clear day like this last Sunday. Unanticipated chill from the winds and splashing water were helped by jackets for everyone to borrow as needed. If you decide…”
Watch Maui humpback whales on a 2-hour double-deck catamaran out of Ma’alaea Harbor, with whale songs via underwater hydrophone.
“Great tour, saw lots of wales and the boat layout was great for making sure everyone had a good view”
Snorkel Turtle Canyon from a Waikiki catamaran with gear and lifeguards, then sail Diamond Head with turtles, fish, and drinks included.
“Amazing snorkeling experience for the kids! The crew was extremely professional and wonderful with our girls! We saw four turtles up close and tons of beautiful fish. The crew supervises from the water and you wear a life preserver belt so it’s perfectly safe for beginners. Highly recommended!”
A 2-hour private yacht cruise in Miami with your own crew, Bluetooth music, onboard restroom, and classic views of Bayside and Star Island.
“This was a great 2 hour boat ride through the Miami waterfront. There was some initial paperwork (including selecting a captain and paying separate captain’s fees). But the overall experience was smooth and fabulous. Our captain Eduardo was excellent— responsible, friendly, and knowledgeable. You can bring your own food and drink—- cooler plus ice is provided! Bluetooth to play your own tunes. Highly recommend this experience!”
Sail from Waikiki to Diamond Head for a Honolulu sunset on a 53-foot catamaran with bento snacks, two drinks, and unlimited nonalcoholic.
“Great experience!We celebrated our 50th anniversary in Hawaii and this was definitely a highlight!Thank You!”
Wind-powered 2-hour Lake Tahoe sailing on a small yacht with local beer and wine, USCG-licensed captains, and a calm, close-up view.
“Fantastic time with a very friendly staff and amazing views of Lake Tahoe . Absolutely incredible atmosphere with both the staff and other guests !!!”
2-hour Waikiki sunset catamaran, Diamond Head views, complimentary pupus and BYOB. Small 40-foot sail with possible whale sightings.
“What a great experience of the view from the ocean 🌊 and the sunset out at sea ! Awesome dogs on board as well to keep you entertained!”
Every kind of day out, and the best of each.
