USA · SAILING

15 Sailing Trips in the USA Worth Booking

19 tours  ·  from $41 a head

Every trip has one free day too few. These 15 sailing trips justify the slot, priced and timed so you can decide in minutes and get back to the fun part.

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

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: Captain Cook Snorkel On A Power Catamaran With Lunch - Kealakekua Bay and the Captain Cook Story
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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Waikiki Catamaran Snorkel Sail with Lunch: Turtles Guaranteed - The Honu Lani ride past Waikiki and Diamond Head
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

Sunset & Dolphin Catamaran Cruise with Island Time - Setting Out From 5201 North Lagoon Drive
Cruises & Boat Tours, Dolphin Watching, Evening Experiences, Panama City Beach Tours, Sailing, Tour Reviews

Sunset & Dolphin Catamaran Cruise with Island Time

Waikiki Turtle Snorkel and Sail on Hawea Catamaran - What you see below the surface
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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Oahu Catamaran Snorkel Tour: See Turtles 100% Guaranteed - What happens at Turtle Canyon reef
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

Ma'alaea Harbor: Whale Watching Tour Aboard Power Catamaran - Boarding at Boss Frog’s and finding the boat
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

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - Arriving at Turtle Canyon
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

Miami: 2 Hour Private Yacht Cruise - Leaving from 2215 NW 14th Street
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

9.2 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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Waikiki Signature Sunset Catamaran Sail - Leaving Honolulu with snacks and a drink
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

10.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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Deluxe Snorkel & Dolphin Watch Aboard a Luxury Catamaran from Kailua-Kona - The Gold Coast cruise and the chance of dolphins
Big Island of Hawaii Tours, Boat Tours in Big Island of Hawaii, Cruises & Boat Tours, Dolphin Watching, Sailing, Snorkeling, Snorkeling in Big Island of Hawaii, Tour Reviews, VIP

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

11.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, meals, water slides, practical tips, costs, and honest snorkeling advice.

“My wife got sick before the trip and I canceled ahead of time. They did not offer a refund despite my advanced notice. As a Hawaii resident, I’ll never book with them again.”

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Seward: Kenai Fjords National Park Catamaran Cruise w/Lunch - Searching Resurrection Bay for whales and sea life
Cruises & Boat Tours, Lunch Experiences, National Parks, Sailing, Seward Tours, Tour Reviews

Seward: Kenai Fjords National Park Catamaran Cruise w/Lunch

Sunset Dolphin Sail Aboard the Privateer Catamaran - Dolphin watching along Panama City Beach
Cruises & Boat Tours, Dolphin Watching, Evening Experiences, Panama City Beach Tours, Sailing, Tour Reviews

Sunset Dolphin Sail Aboard the Privateer Catamaran

13.Sunset Dolphin Sail Aboard the Privateer Catamaran

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

Sail Panama City Beach at sunset aboard the Privateer, with dolphins, music, one free drink, Gulf views, and a full bar for two hours.

“I went with my 8 year old son. So much fun!!! We would go back. We saw so many dolphins. There was music playing and it was so relaxing and beautiful.”

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Sunset Catamaran Cruise in Ft. Lauderdale - When the sails rise on the Atlantic
Boat Tours in Miami, Cruises & Boat Tours, Evening Experiences, Miami Tours, Sailing, Sailing Trips in Miami, Sunset Cruises, Tour Reviews

Sunset Catamaran Cruise in Ft. Lauderdale

14.Sunset Catamaran Cruise in Ft. Lauderdale

★★★★★★★★★★5.0 · 692 reviews · 2 hours (approx.) · from $99

Watch Fort Lauderdale’s sunset from a sailing catamaran, with Millionaires Row, Port Everglades, champagne, music, and a cash bar.

“This cruise was amazing! The crew did a very nice job on the water. We were lucky enough to catch some dolphins as well! 100% recommend this sunset cruise!”

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Evening Yacht Cruise with Optional Dining in St. Petersburg - Key points before you book
Boat Tours in St Petersburg, Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Sailing, St Petersburg Tours, Tour Reviews

Evening Yacht Cruise with Optional Dining in St. Petersburg

15.Evening Yacht Cruise with Optional Dining in St. Petersburg

★★★★★★★★★★4.5 · 590 reviews · 2 hours 30 minutes (approx.) · from $40Best value

Review of St. Petersburg’s evening yacht cruise, with Gulf views, dancing, live music, optional dinner, drinks, costs, and practical tips.

“It was a fun evening with friends! At was dark so a little difficult to see views. Food was optional but most people had dinner. The captain had an emergency so we were 30 late leaving. I would suggest more description with food details in listing. Overall a good time!”

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