15 Sailing Trips in the USA Worth Booking

Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time - Shell Island gives the cruise its best change of pace

★★★★★★★★★★5.0 · 4,362 reviews · 3 hours (approx.) · from $57Our pick

Review of Island Time’s 3-hour Shell Island catamaran cruise, with wild dolphins, snorkeling, paddle boards, a waterslide, and practical tips.

“The experience was a whole vibe! The crew was phenomenal! (Capt Heath, Sarah and Emma thank you so much!) People of all ages were singing, dancing, and vibing! It was a blast! We did see dolphins playing and it was my first time snorkeling! I definitely highly recommend and will do it again next time I visit!”

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Big Island of Hawaii Tours, Cruises & Boat Tours, Lunch Experiences, Sailing, Tour Reviews

Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch

2.Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch

★★★★★★★★★★5.0 · 2,232 reviews · 4 hours (approx.) · from $85

Snorkel Kealakekua Bay from Kona on a power catamaran, with coral, dolphins, lunch, volcanic coast views, and a friendly crew.

“this was a great trip! it was our second time on this trip and it was just as good as the first! Aiden is awesome and the whole team ensured your safety and comfort. highly recommend!!”

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Boat Tours in Oahu, Cruises & Boat Tours, Lunch Experiences, Oahu Tours, Sailing, Sailing Trips in Oahu, Tour Reviews

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

3.Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

★★★★★★★★★★4.5 · 2,109 reviews · 2 to 3 hours (approx.) · from $134

Snorkel with guaranteed green sea turtles at Turtle Canyon from Waikiki, with catamaran views, lunch, drinks, and helpful crew.

“The staff is very friendly, the boat is nice, and we did see turtles and some really pretty fish. Would recommend.”

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Cruises & Boat Tours, Dolphin Watching, Evening Experiences, Panama City Beach Tours, Sailing, Tour Reviews

Sunset & Dolphin Catamaran Cruise with Island Time

4.Sunset & Dolphin Catamaran Cruise with Island Time

★★★★★★★★★★5.0 · 1,867 reviews · 2 hours (approx.) · from $57

Cruise Panama City Beach at sunset, spot dolphins, enjoy music and drinks, then dance at the dock on this relaxed two-hour catamaran sail.

“This is an incredible experience! Crew was excellent and friendly! Dolphins and sunset was amazing. Highly recommend!”

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Boat Tours in Oahu, Cruises & Boat Tours, Oahu Tours, Sailing, Sailing Trips in Oahu, Tour Reviews

Waikiki Turtle Snorkel and Sail on Hawea Catamaran

5.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

★★★★★★★★★★5.0 · 1,655 reviews · 2 hours 30 minutes (approx.) · from $89

Review of Waikiki’s Hawea catamaran snorkel, with Turtle Canyon sea turtles, reef fish, sailing, costs, tips, and practical details.

“It was a great experience! I saw a ton of fish and a bunch of sea turtles. Claire was great bringing us to where the cool sea life was and giving some info on them. On the way back Tony was great helping me get aome ginger ale (stomach wasn’t great). Anyway this crew was very attentive and informative! I would definitely go again. Ending my trip on this trip was unforgettable!”

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Boat Tours in Oahu, Cruises & Boat Tours, Oahu Tours, Sailing, Sailing Trips in Oahu, Tour Reviews, Tours

Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

6.Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed

★★★★★★★★★★5.0 · 1,420 reviews · 2 hours (approx.) · from $49

Review of Oahu Catamarans’ two-hour Turtle Canyon snorkel tour, with turtles guaranteed, friendly guides, gear, drinks, and practical booking tips.

“Very exhilarating experience - thecrew - Greg, Shannon & Haley - were wonderful!! Would definitely recommend’”

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Boat Tours in San Francisco, Cruises & Boat Tours, Evening Experiences, Sailing, San Francisco Tours, Sunset Cruises, Tour Reviews, VIP

San Francisco Bay Sunset Cruise by Luxury Catamaran

7.San Francisco Bay Sunset Cruise by Luxury Catamaran

★★★★★★★★★★4.8 · 1,097 reviews · 1h 30m · from $90

Sail beneath the Golden Gate Bridge at sunset, spot Alcatraz and sea lions, and enjoy a small-group catamaran cruise from Pier 39.

“I highly recommend doing this activity. There are breathtaking views and what we most liked was the service. The crew and staff are pretty friendly ;)”

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Boat Tours in Maui, Cruises & Boat Tours, Maui Tours, Sailing, Tour Reviews, Tours, Whale Watching, Whale Watching Trips in Maui

Ma’alaea Harbor: Whale Watching Tour Aboard Power Catamaran

8.Ma’alaea Harbor: Whale Watching Tour Aboard Power Catamaran

★★★★★★★★★★4.6 · 979 reviews · 2 hours · from $49

Cruise from Ma'alaea Harbor on a spacious catamaran to spot Maui's humpback whales, hear their songs, and enjoy a strong-value two-hour tour.

“Captain Kiwi was very entertaining. We saw whales in several different locations leaving on the first boat departing in the morning. The service and crew were great. This was a nice value when you consider the costs of other whale watching options. We had good time!”

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Boat Tours in Oahu, Cruises & Boat Tours, Guided, Oahu Tours, Sailing, Sailing Trips in Oahu, Tour Reviews

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

9.Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

★★★★★★★★★★4.5 · 936 reviews · 2 hours 30 minutes (approx.) · from $76

Moana’s Waikīkī turtle snorkel cruise offers family-friendly reef time, helpful lifeguards, Diamond Head views, and a complimentary drink.

“did the turtle snorkel with wife and daughter captain and crew were great helping with getting in and out of the water as well as assisting while in the water as wife and daughter aren't great swimmers. crew was extremely friendly and helpful would definitely book again.”

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2-Hour Experiences, Boat Tours in Miami, Cruises & Boat Tours, Miami Tours, Private, Sailing, Tour Reviews

Miami: 2 Hour Private Yacht Cruise

10.2 Hour Private Yacht Cruise

★★★★★★★★★★5.0 · 899 reviews · 2 hours (approx.) · from $98

Private Miami yacht cruise with waterfront views, music, drinks, onboard restroom, and flexible stops for a relaxed two-hour outing.

“Un organized for 20 min looking for anybody to help finally someone called captain to come & greet us , felt rushed , he busted complained about can’t go anywhere but out & back not friendly ,didn’t point out anything / barely spoke,,,”

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Boat Tours in Oahu, Cruises & Boat Tours, Evening Experiences, Oahu Tours, Sailing, Sailing Trips in Oahu, Sunset Cruises, Sunset Cruises in Oahu, Tour Reviews

Waikiki Signature Sunset Catamaran Sail

11.Waikiki Signature Sunset Catamaran Sail

★★★★★★★★★★4.5 · 890 reviews · 1 hour 30 minutes (approx.) · from $89

Review of Oahu’s Waikiki sunset catamaran sail, with Diamond Head views, drinks, snacks, shuttle details, weather tips, and honest value advice.

“Great experience! Staff were very nice and fun! Amazing sunset cruise! Must try in hawaii! Highly recommended!”

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2-Hour Experiences, Cruises & Boat Tours, Sailing, Tour Reviews

2 Hour Sailing Cruise on Lake Tahoe

12.2 Hour Sailing Cruise on Lake Tahoe

★★★★★★★★★★5.0 · 886 reviews · 2 hours (approx.) · from $140

Sail Lake Tahoe aboard a small 40-foot yacht with local beer, wine, mountain views, and an attentive crew.

“Our captain Justin and first mate David were fantastic. The experience was incredible. Crew was informative about Lake Tahoe.”

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Big Island of Hawaii Tours, Cruises & Boat Tours, Dolphin Watching, Sailing, Tour Reviews, VIP

Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran from Kailua-Kona

13.Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran from Kailua-Kona

★★★★★★★★★★5.0 · 797 reviews · 4 hours 30 minutes (approx.) · from $183

Review of Kona’s deluxe catamaran snorkel cruise, with dolphin watching, two hours in the water, meals, slides, and practical booking tips.

“An hour to get to our snorkel area, breakfast on the way (small vanishes, yogurt, fruit and granola-nothing special and left the kids wanting more), most of the staff was very attentive, respectful and knowledgeable. Lunch was good (burgers, chips of some sort-was meh). I guess with the hour there and another hour back, snorkeling felt short and seemed to get lucky w seeing a dolphin on the way back. The older gentleman was rude to my daughter, w everyone else being so nice I was surprised. If you don't know how to speak to children, you should really just avoid them altogether.”

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Alaska Tours, Boat Tours in Alaska, Cruises & Boat Tours, Lunch Experiences, National Park Tours in Alaska, National Parks, Sailing, Tour Reviews

Seward: Kenai Fjords National Park Catamaran Cruise w/Lunch

14.Seward: Kenai Fjords National Park Catamaran Cruise w/Lunch

★★★★★★★★★★4.8 · 736 reviews · from $265

Cruise Kenai Fjords from Seward for glaciers, whales, puffins, and a deli lunch aboard a comfortable catamaran.

“This day was sunny and calm and perfect for the tour. Out of 10 days, two were sunny and we took advantage of both! The crew was fun and professional. Captain Chris was knowledgeable and informed in all the sea life, birds and glaciers. He spent a lot of time searching for orcas…we found a few that didn’t want to be found and a humpback whale. The glaciers were beautiful and we got close enough to observe the calving of the glacier. The day was clear….. perfect! I highly recommend this tour for anyone who wants to see the places only accessible by boat. The next day we drove up…”

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Cruises & Boat Tours, Dolphin Watching, Evening Experiences, Panama City Beach Tours, Sailing, Tour Reviews

Sunset Dolphin Sail Aboard the Privateer Catamaran

15.Sunset Dolphin Sail Aboard the Privateer Catamaran

★★★★★★★★★★5.0 · 709 reviews · 2 hours (approx.) · from $45

Review of Panama City Beach’s Privateer sunset sail, with dolphins, music, one drink, Gulf views, practical tips, and honest value advice.

“It was relaxing, enjoying the beautiful waters and the wind. The crew was terrific! The music and drinks were enjoyable as well. Seeing the dolphins was exciting. When the crew let the sails up that was fascinating to me. I truly enjoyed the friendly staff. Thank you for the wonderful trip.”

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