Under sail · SAILING AND SNORKELING TRIPS IN THE USA

Sailing and Snorkeling Trips in the USA: Our 15 Favourites

19 sailing trips  ·  seats from $59 each

A sail that suits a couple rarely suits a stag party. Below, 15 sailing and snorkeling trips in the USA with the detail that tells them apart: boat, crew size, food and drink, swim time.

Waikiki Turtle Snorkel and Sail on Hawea Catamaran - A simple Waikiki start at the Duke Kahanamoku statue
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Waikiki Turtle Snorkel and Sail on Hawea Catamaran

1.Waikiki Turtle Snorkel and Sail on Hawea Catamaran

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

Meet at the Duke Paoa Kahanamoku Statue for a 2.5-hour catamaran trip to Turtle Canyon. Snorkel with green sea turtles, tropical fish, octopuses, and reef life in relatively shallow water, then sail along Waikiki. Guides such as Jenna, Julia, Claire, and Dez have been praised for attentive safety help, though you must know how to swim.

“Awesome trip with great sea life including whales, dolphins and sea turtles. The captain and staff were terrific and made sure everyone had a good time.”

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Key West Afternoon Snorkel Sail with Unlimited Cocktails! - The hour-long run to the Florida Reef
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Key West Afternoon Snorkel Sail with Unlimited Cocktails!

2.Key West Afternoon Snorkel Sail with Unlimited Cocktails!

★★★★★★★★★★4.5 · 1,572 reviews · 3 hours (approx.) · from $59Lowest fare aboard

Sail from Key West’s historic seaport aboard the 69-foot Marquesa to the Florida Reef, about 7.5 miles offshore. The crew provides gear, safety instruction, and time to snorkel in shallow reef water. After swimming, enjoy included beer, wine, soft drinks, and cocktails on the return trip. The boat has restrooms and a freshwater rinse.

“The boat was great as well as the captain and mates! I didn't see a lot of fish that was a bit disappointing. Other than that it was fun!”

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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure - Why this works for first-time snorkelers
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Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

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

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

Sail from Kewalo Basin Harbor to Turtle Canyon for a guided snorkel with provided gear, lifeguards, and a secured raft for beginners and children. You may see turtles, tropical fish, octopuses, starfish, dolphins, or even a monk seal. The 2.5-hour trip ends with a complimentary first drink from the full bar.

“We had a great time. The staff was very nice and courteous. Water was beautiful, so relaxing so worth it.”

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Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail - Sailing through the Key West National Wildlife Refuge
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Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

4.Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

★★★★★★★★★★5.0 · 767 reviews · 6 hours 30 minutes (approx.) · from $152

Spend 6.5 hours aboard a 65-foot schooner with guides such as Daniel, Brian, Joe, or Captain Janet. Sail through the Key West National Wildlife Refuge, snorkel in Florida Keys waters, paddle through mangroves, and enjoy a buffet lunch with unlimited beer, wine, and soft drinks. The group is limited to 20 people.

“We really enjoyed our experience with this day excursion. The captain and the deck hands were so friendly and knowledgeable. We love that it was more intimate experience. Each of the crew members took the time to talk to all the couples on board and getting to know us . Conversation with everyone was enjoyable. Loved that it wasn’t over crowded, there was enough room for everyone to sit in the boat. The light brunch was unexpected surprise. The lunch was perfect for a day trip on the sailboat. We will definitely be coming back and booking with this company again. Well worth it. We give them 5 stars all…”

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Afternoon Sail & Snorkel to the Captain Cook Monument - Entering Kealakekua Bay with respect
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Afternoon Sail & Snorkel to the Captain Cook Monument

5.Afternoon Sail & Snorkel to the Captain Cook Monument

★★★★★★★★★★5.0 · 722 reviews · 3 hours (approx.) · from $136

From Keauhou Bay, you’ll cruise along Kona’s lava-lined coast to Kealakekua Bay, where a guide leads a one-hour snorkel near the Captain Cook Monument. Sea Paradise supplies masks, fins, flotation noodles, reef-safe sunscreen, snacks, and drinks. Expect a 44-person maximum, afternoon departure, and a crew that shares local history and ocean safety.

“The cruise was a lot of fun and supplied all the equipment needed for a great snorkeling adventure. The crew was informative and regarded safety as a high priority for those on board. We had an added bonus to see a pod of dolphins following the boat as we headed back to the harbor. Definitely recommend!”

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Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure - Breakfast With Kona Coffee and Coast Views
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Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

6.Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

★★★★★★★★★★5.0 · 695 reviews · 4 hours (approx.) · from $189

Sail Kona’s coast aboard a 50-foot catamaran with a crew that may include Captains Dan, Jacques, or Nick. Enjoy Kona coffee and pastries, watch for dolphins and seasonal whales, then snorkel for about an hour at Kealakekua Bay. A water staircase, flotation noodles, lunch, and non-alcoholic drinks are included.

“My spouse and I booked this activity for our first trip to Hawaii's Big Island. We had a great time and the crew is awesome! It was the perfect size group (around 24 folks) and there is a lot to do and see on Big Island, so the half day worked great.”

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Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea - Meeting Hāwea behind the Duke Kahanamoku Statue
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Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

7.Waikiki Beach: Turtle Snorkeling and Sailing on Hāwea

★★★★★★★★★★4.7 · 656 reviews · 2h 30m · from $84

Spend 2.5 hours aboard Hāwea, a hand-built 50-foot catamaran, snorkeling at Turtle Canyon with green sea turtles and reef fish. The crew provides gear, safety guidance, and float belts, followed by a sail along Waikiki. Morning departures include cold brew from ARVO Café and Anahola Granola bars.

“Had a great morning on and in the water. Beautiful clean boat, staff very professional. Everything well explained and safety always was a priority. The staff respected the turtles at all times and directed passengers to allow turtles their space. Saw lots of turtles. Water was beautiful and clear and warm. Enjoyed the sail along Waikiki as well after the snorkelling. Highly recommended.”

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Ko Olina Catamaran Sail and Snorkel with Lunch - Sailing along Oahu’s west coast
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Ko Olina Catamaran Sail and Snorkel with Lunch

8.Ko Olina Catamaran Sail and Snorkel with Lunch

★★★★★★★★★★5.0 · 630 reviews · 3 hours (approx.) · from $195

Set out from Ko Olina Marina on a 53-foot catamaran for a three-hour sail, reef snorkeling, lunch, and drinks. Crew members such as Captain Todd, Matt, and Kai are known for attentive help in the water and on deck. You may spot spinner dolphins, sea turtles, whales, and tropical fish. Waikiki pickup is available as an upgrade.

“The experience was great. The family really enjoyed it. We saw lots of species of tropical fish. Make sure you grab food for the fish.”

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Kauai’s Na Pali Coast Snorkel and Sail Tour - From Port Allen to the first sea cliffs
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Kauai’s Na Pali Coast Snorkel and Sail Tour

9.Kauai’s Na Pali Coast Snorkel and Sail Tour

★★★★★★★★★★5.0 · 541 reviews · 6 hours (approx.) · from $292

Board Holo Holo Charters’ 50-foot Leila catamaran at Port Allen for about six hours along Kauai’s Na Pali Coast. Captain Kelly, Captain Jess, Captain Mike, and their crews may guide you past cliffs, waterfalls, dolphins, turtles, and winter whales, with breakfast, lunch, snorkel gear, and drinks included. Expect ocean conditions to shape the route and snorkeling stop.

“Capt Mike and crew were very friendly and knowledgeable. He found us some dolphins and stopped at a perfect place to snorkel; we even saw/swam with a turtle. Highly recommended excursion!”

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Key West Reef Snorkel & Sail Adventure - The main tradeoff: sailing time versus water time
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Key West Reef Snorkel & Sail Adventure

10.Key West Reef Snorkel & Sail Adventure

★★★★★★★★★★4.5 · 540 reviews · 3 hours (approx.) · from $79

Sail from the Hyatt Centric Key West Resort aboard a 54-foot yacht, then snorkel the Florida Keys reef with gear, instruction, and drinks included. Small groups, often fewer than 24, make this a calmer choice than a large catamaran. Crew members such as Captain Owen, Chuck, Jared, Eric, and Hunter have received strong praise for their friendly help.

“It was a great tour. We were worried about the weather, but the captain decided to go on the Thanksgiving day with only 5 people on the boat. Very appreciate the decision! The staff was so nice and provided the best service and help us to prepare for snorkeling. Saw beautiful fishes and good amount of sea turtles. We really had fun time. Thank you!”

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Deluxe Sail & Snorkel to the Captain Cook Monument - Kealakekua Bay Marine Preserve, the main event
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Deluxe Sail & Snorkel to the Captain Cook Monument

11.Deluxe Sail & Snorkel to the Captain Cook Monument

★★★★★★★★★★5.0 · 535 reviews · 4 hours 30 minutes (approx.) · from $177

Set out from Keauhou Bay at 8:15 a.m. aboard Sea Paradise’s catamaran for a 4.5-hour sail, breakfast, lunch, and two snorkel sessions. Swim near Captain Cook Monument and Red Hill’s lava formations with gear, flotation noodles, reef-safe sunscreen, and fish charts supplied. Crew members such as Captain T-Roy and Fernando may share local history along the way.

“Wonderful crew! Each one provided great service and support. We had one of our group who was snorkeling for the first time, and the crew watched over her and made her feel safe and comfortable. The snorkeling was top notch!”

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Deluxe Sail & Snorkel to the Captain Cook Monument - Kealakekua Bay Marine Preserve, the main event
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Deluxe Sail & Snorkel to the Captain Cook Monument

12.Deluxe Sail & Snorkel to the Captain Cook Monument

★★★★★★★★★★5.0 · 472 reviews · 4 hours 30 minutes (approx.) · from $179

Meet Sea Paradise at Keauhou Bay at 8:15 am for a 4.5-hour catamaran trip along the Kona coast. You’ll snorkel near the Captain Cook Monument and, weather permitting, at Red Hill, with breakfast, lunch, drinks, reef-safe sunscreen, gear, and attentive crew support included. The boat returns to Keauhou Bay.

“This was a great experience! Definitely recommend! The crew was great, very kind and patient with beginners! I will definitely book again!!”

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Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling - Biscayne National Park and the open bay
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Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling

13.Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling

★★★★★★★★★★5.0 · 441 reviews · 3 hours 30 minutes (approx.) · from $129

Spend about 3.5 hours sailing Biscayne Bay on a fully wind-powered Hobie catamaran with a captain such as David or JP. Stop at sandbars, swim, snorkel, explore mangroves, and watch for dolphins, manatees, turtles, rays, and starfish. The group is capped at 10, with no more than 5 people per boat.

“Honestly, this experience is just as weird and interesting as it looks. The Hobie catamaran we sailed on could comfortably seat about 8 people, but we were joined by just one other couple on our trip (4 passengers + captain David). We had a small miscommunication prior to reservation, but that was innocent enough. The excursion is very dependent on the weather - the catamaran is entirely green and if there's no wind, you paddle. Example: on the day before our trip was a big storm, so that group was rescheduled to the afternoon of our day. And our trip was mostly without wind. We were scheduled for 10 AM…”

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Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail - What the 30 to 40 minute snorkel is really like
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Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

14.Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

★★★★★★★★★★4.5 · 370 reviews · 3 hours (approx.) · from $59

Meet at 241 Front St., 30 minutes early, for a three-hour Fury catamaran trip to Key West’s living coral reef. You’ll receive instruction, mask, fins, flotation gear, and reef-safe sunscreen, then snorkel for about 30 to 40 minutes. Afterward, enjoy rum punch, beer, wine, sparkling wine, reggae music, and the sunset. Swimming ability is required.

“Super fun, super crazy ! What an experience ! It was a little intimidating but over all it was super fun.”

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West Oahu Dolphin Watch and Snorkel Sail with Lunch - The ride from Makaha to Makua
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West Oahu Dolphin Watch and Snorkel Sail with Lunch

15.West Oahu Dolphin Watch and Snorkel Sail with Lunch

★★★★★★★★★★4.5 · 320 reviews · 3 hours (approx.) · from $125

Sail Oahu’s Leeward Coast on a catamaran with Hawaii Nautical, watching for spinner dolphins, turtles, and seasonal whales before snorkeling at a calm reef. You’ll get sanitized gear, lunch, a premium bar, shaded seating, and hotel pickup for an added fee. Crew members such as Jesse, Ian, and Caden are known for warm, family-friendly service.

“Awesome beautiful day! Everyone was so nice and helpful. Saw lots of dolphins. Would highly recommend.”

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