USA ·SAILING

15 Sailing Trips in the USA to Book Before You Fly

43 tours  ·  from $44 a head

American booking pages all look the same and cost wildly different amounts. Here are 15 sailing trips with the price, the running time and the one thing to know before you pay.

Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time - The Ride Toward Shell Island
Cruises & Boat Tours, Dolphin Watching, Panama City Beach Tours, Sailing, Snorkeling, Tour Reviews

Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time

1.Shell Island Snorkel and Dolphin Catamaran Cruise with Island Time

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

Review of Island Time’s Shell Island catamaran cruise from Panama City Beach, with wild dolphins, snorkeling, paddleboards, and a waterslide.

“Had such an amazing time. Crew member were amazing . The ride was so nice ! Shell island is beautiful and on the way back , we saw several dolphins!! Great excursion and we will definitely do it again ! Such a beautiful time !”

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Big Island: Captain Cook Snorkel On A Power Catamaran With Lunch - Leaving Honokohau Marina on a Power Catamaran
Big Island of Hawaii Tours, Cruises & Boat Tours, Lunch Experiences, Sailing, Snorkeling, Snorkeling Trips in Big Island of Hawaii, Tour Reviews

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

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - A quick ride past Waikiki and Diamond Head
Cruises & Boat Tours, Lunch Experiences, Oahu Tours, Sailing, Snorkeling, Snorkeling Trips in Oahu, Tour Reviews

Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed

Sunset & Dolphin Catamaran Cruise with Island Time - Key points to know before you sail
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 route details, prices, tips, value, and what to expect onboard.

“My daughter and I went and had so much fun watching the dolphins! I’ve been on a lot of tours with different companies and Christo was the best at getting us wonderful views of dolphins jumping out of the water. It was absolutely incredible! The girls working were so attentive making sure everyone on the boat was well taken care of. Thank you Sara and Audra for taking pics and getting our drinks! And yes, even “fishing” something out of the water that a guest dropped. We will book with them again!”

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Waikiki Turtle Snorkel and Sail on Hawea Catamaran - Snorkeling at Turtle Canyon
Cruises & Boat Tours, Oahu Tours, Sailing, Snorkeling, Snorkeling 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

Snorkel with green sea turtles at Turtle Canyon, then sail Waikiki aboard the clean Hawea catamaran with gear, snacks, and drinks.

“If you’re fortunate enough to have the opportunity to experience snorkeling with sea turtles jump, run and swim to get there. The intense joy of swimming six feet from sea turtles and watching them crest next to you is why I gave 4 stars. There was a circle of boats we were told to remain within. After about 20 minutes the entire group was corralled within a fairly tight space. It was impossible not to bang into each other, felt constricted and stopped being enjoyable. I swam back to the boat prematurely as it was very uncomfortable. All snorklers must wear a floatation device and theirs was a foam belt…”

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Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - The ride to Turtle Canyon Reef
Cruises & Boat Tours, Oahu Tours, Sailing, Snorkeling, Snorkeling 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 cruise, with turtles guaranteed, friendly guides, gear, snacks, price, and practical tips.

“Super fun tour! Plenty of sea turtles and other fish. The water was clear, the guides are very friendly and knowledgeable. A must-do experience in Hawaii”

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Manhattan Architecture Yacht Cruise - Financial District and the Woolworth Building
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

Review of Manhattan Architecture Yacht Cruise, with route details, guide quality, seating advice, weather tips, price value, and booking guidance.

“We had such a wonderful experience! Our tour guide John, was incredibly knowledgeable. When he was asked questions about other places on the tour that he had not yet described, he was immediately able to provide a very thorough and detailed description. And the team on the boat servicing us were absolutely delightful! I would not hesitate to do this again and again. I was on this trip celebrating my birthday with my sister. It was so very special! Don’t hesitate to book this. You won’t regret it!”

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San Francisco Bay Sunset Catamaran Cruise - Alcatraz from the Water
Cruises & Boat Tours, Evening Experiences, Sailing, San Francisco Tours, 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 of San Francisco’s sunset catamaran cruise, with Golden Gate views, Alcatraz, one free drink, practical tips, and honest value advice.

“My husband and I went on this sailboat excursion while visiting San Francisco because we always like to see cities from the water and it was such a perfect evening. It was very relaxing and chill. We went right under the Golden Gate Bridge and just really enjoyed the laid-back set up of the whole thing.”

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San Francisco Bay Sunset Cruise by Luxury Catamaran - Finding the Boat at Pier 39
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

Review of San Francisco’s 90-minute luxury catamaran sunset cruise, with Alcatraz, the Golden Gate Bridge, sea lions, tips, and value advice.

“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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Ma'alaea Harbor: Whale Watching Tour Aboard Power Catamaran - A two-hour search through Maalaea Bay
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

Review of Quicksilver’s Maui whale-watching catamaran, with boat details, whale sightings, costs, tips, and practical advice.

“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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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - Why the crew matters for beginners and children
Cruises & Boat Tours, Guided, Oahu Tours, Sailing, Snorkeling, Snorkeling Trips in Oahu, Tour Reviews

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Miami: 2 Hour Private Yacht Cruise - Getting to the marina at 2215 NW 14th Street
2-Hour Experiences, Cruises & Boat Tours, Miami Tours, Private, Sailing, 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, BYOB convenience, costs, captains, and practical booking tips.

“Captain Alex was amazing ! The ride was smooth , the vibes was flowing We had a time , would definitely recommend 👍👍👍”

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Waikiki Signature Sunset Catamaran Sail - Waikiki Coast to Lēʻahi
Cruises & Boat Tours, Evening Experiences, Oahu Tours, Sailing, 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 the Waikiki Signature Sunset Catamaran Sail, with Diamond Head views, drinks, snacks, shuttle options, tips, and honest value advice.

“It was a beautiful sunset views, and we saw a bunch of rainbow. It wasn’t the best, but the views were amazing.”

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2 Hour Sailing Cruise on Lake Tahoe - The two-hour route across Lake Tahoe
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

Review of Sail Tahoe Blue’s intimate two-hour Lake Tahoe cruise, with wind-powered sailing, drinks, mountain views, pricing, tips, and FAQs.

“Had a great time. Your crew Nellie and Kevin/Kyle/Keith (so sorry, I forgot his name)were very friendly.”

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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - Pupus, drinks, and the BYOB advantage
Cruises & Boat Tours, Evening Experiences, Food, Food & Drink, Oahu Tours, Sailing, 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

Review of Oahu Catamarans’ 2-hour Waikiki sunset sail, with Diamond Head views, pupus, BYOB details, pricing, tips, and honest drawbacks.

“Captain Krash and crew were so accommodating and entertaining. I travel to Oahu often, and this was the best sunset view I've experienced. Viewing from the catamaran is definitely worth it!”

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