15 Sailing Trips in the USA Worth Booking

Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time - Searching for Dolphins in the Gulf

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

Cruise to Shell Island from Panama City Beach for dolphin spotting, snorkeling, paddleboarding, a waterslide, and three relaxed hours at sea.

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

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

2.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 dolphins, reef fish, 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, Snorkeling, Snorkeling 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 green sea turtles at Turtle Canyon from Waikiki, with catamaran views, lunch, drinks, and a free return cruise if needed.

“Great crew, great views of diamond head and waikiki, great refreshments, awesome snorkeling, saw 5-6 sea turtles, gliding, surfacing, great fun..”

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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

Review of Panama City Beach’s 2-hour sunset dolphin catamaran cruise, with sailing, drinks, music, dock games, and practical booking tips.

“Very attentive and friendly crew, magical views, special experience that I will remember forever! amazing”

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Boat Tours in Oahu, Cruises & Boat Tours, Oahu Tours, Sailing, Sailing Trips in Oahu, Snorkeling, Snorkeling 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 tour, with Turtle Canyon, green sea turtles, reef fish, sailing, tips, price, and practical details.

“This was a well organized snorkeling trip. Boat was nice and crew were great and friendly. We saw many turtles whole snorkeling”

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Boat Tours in Oahu, Cruises & Boat Tours, Oahu Tours, Sailing, Sailing Trips in Oahu, Snorkeling, Snorkeling 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

Snorkel Turtle Canyon from Waikiki on a roomy catamaran with turtles guaranteed, friendly guides, gear, snacks, and a small group.

“Had a great experience. Lucy was incredible. Can't thank her enough for helping out with my 6 year old daughter.”

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Boat Tours in New York City, Cruises & Boat Tours, New York City Tours, Sailing, Tour Reviews

Manhattan Architecture Yacht Cruise

7.Manhattan Architecture Yacht Cruise

★★★★★★★★★★5.0 · 1,395 reviews · 2 hours 45 minutes (approx.) · from $113

Circle Manhattan on a classic yacht with an AIA guide, skyline views, 18 bridges, the Statue of Liberty, and one free drink.

“We learned so much about history and architecture of NYC! Very enjoyable. We were comfortable inside boat even though wind chill was 10 degrees! Let them know when you check in if someone in your party needs extra help boarding. They were wonderful with my MIL who was in a wheelchair. She is able to walk up/down stairs with assistance so we had no problems.”

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

San Francisco Bay Sunset Catamaran Cruise

8.San Francisco Bay Sunset Catamaran Cruise

★★★★★★★★★★5.0 · 1,342 reviews · 1 hour 35 minutes (approx.) · from $88

Review the San Francisco Bay Sunset Catamaran Cruise, with Golden Gate Bridge views, Alcatraz, one free drink, and practical tips.

“Was a much better experience than I was even expecting. The crew went above and beyond and were funny and entertaining.”

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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

9.San Francisco Bay Sunset Cruise by Luxury Catamaran

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

Sail San Francisco Bay at sunset on a luxury catamaran, with Alcatraz, sea lions, Sausalito, and Golden Gate Bridge views.

“such a cool experience sailing under the Golden Gate Bridge on a Catamaran. I was thankful that they had coats for us to use as I underestimated the cold and wet while on the boat. Highly recommend to anyone that wants some good ole fun and beautiful sight seeing”

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

Ma’alaea Harbor: Whale Watching Tour Aboard Power Catamaran

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

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

See Maui humpback whales from a spacious catamaran with whale songs, expert narration, drinks, and two hours on Maalaea Bay.

“Bought this for my son and daughter-in-law for their honeymoon. They absolutely loved it and they saw so many whales. They sent me videos and even I was amazed! Highly recommend!”

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

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

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

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

Snorkel Turtle Canyon from Waikīkī on a family-friendly catamaran with gear, lifeguards, Diamond Head views, turtles, and a drink included.

“Was able to see (and swim with) over a dozen turtles and variety of fish! It was an amazing experience.”

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

Miami: 2 Hour Private Yacht Cruise

12.2 Hour Private Yacht Cruise

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

Review of Miami’s private two-hour yacht cruise, with waterfront views, music, BYO drinks, onboard restroom, fees, and booking tips.

“We had an incredible experience, and our captain was absolutely fantastic! If you're considering booking this adventure, don't hesitate—trust me, you won’t regret it!”

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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

13.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, pickup details, pricing, and practical tips.

“Crew was wonderful!! Had an amazing experience being out on the ocean for sunset cruise. The sunset was spectacular.”

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

2 Hour Sailing Cruise on Lake Tahoe

14.2 Hour Sailing Cruise on Lake Tahoe

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

Sail Lake Tahoe aboard a quiet 40-foot yacht with local beer, wine, mountain views, and a small group capped at 14 guests.

“Perfect day on the lake with such great captains! Wind was just enough that it was a nice and steady ride.”

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

Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

15.Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

★★★★★★★★★★5.0 · 836 reviews · 2 hours (approx.) · from $44Best value

Sail Oahu’s coast at sunset on a 40-foot catamaran with Diamond Head views, pupus, BYOB drinks, music, and Waikiki lights.

“The sunset cruise was well worth it. Captain Krash did a wonderful job navigating and narrating along the way, and Holly was on top of her game, making sure everyone had a great time.”

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