Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 766 Sailing Trips activities in North America. Sort by Popularity. - Page 8Afternoon Sail & Snorkel to the Captain Cook Monument
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling a... More
Afternoon Sail & Snorkel to the Captain Cook Monument
-
North America
-
Superb740 reviews4.9
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathta....
2-Hour Private Sailboat Charter in the San Francisco Bay
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More
Private Tour
2-Hour Private Sailboat Charter in the San Francisco Bay
-
North America
-
Superb22 reviews4.8
Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....
Private Tour
New York City Sailboat Day Cruise to the Statue of Liberty
Experience New York by water aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by the pilot schooners of the 1890s. Sit back and relax as the crew raises sail and the boat effortlessly glides along the Hudson Rive... More
Private Tour
New York City Sailboat Day Cruise to the Statue of Liberty
-
North America
-
Superb179 reviews4.9
Experience New York by water aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by t....
Private Tour
Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village display from the best seat on Oahu—the water. Every Friday night, you’ll glide along the coastline and experience an exclusive o... More
Private Tour
Likely to Sell Out Waikiki: Fireworks Cruise from Beach & Cocktail Open Bar | Oahu
-
North America
-
Superb61 reviews4.8
Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....
Private Tour
Public Daytime Sailing Cruise
Experience the beauty of Lake Champlain from a unique perspective aboard classic Friendship Sloops, Friend Ship and Wild Rose. With a maximum of 10 guests, this intimate sailing adventure is perfect for anyone looking to escape th... More
Private Tour
Likely to Sell Out Public Daytime Sailing Cruise
-
North America
-
Superb26 reviews5
Experience the beauty of Lake Champlain from a unique perspective aboard classic Friendship Sloops, ....
Private Tour
Midday Whale Watch: Mā’alaea Harbor
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Private Tour
Likely to Sell Out Midday Whale Watch: Mā’alaea Harbor
-
North America
-
Superb104 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
Two Hour Coastal Sailing Cruise
What makes this tour unique is the custom experience aboard our 43-foot, 27-foot wide trimaran—one of the largest and most stable sailing vessels in Savannah. Unlike crowded tour boats, our open-deck layout offers plenty of room... More
Private Tour
Likely to Sell Out Two Hour Coastal Sailing Cruise
-
North America
-
Superb84 reviews5
What makes this tour unique is the custom experience aboard our 43-foot, 27-foot wide trimaran—one....
Private Tour
Mexico City: Xochimilco at sunrise + Breakfast and transportation
Discover a totally different face of Xochimilco, away from the tourist bustle and focused on natural beauty, the tranquility of the sunrise and respect for the environment. This is not the traditional Xochimilco of the trajineras;... More
Private Tour
Likely to Sell Out Mexico City: Xochimilco at sunrise + Breakfast and transportation
-
North America
-
Superb123 reviews5
Discover a totally different face of Xochimilco, away from the tourist bustle and focused on natural....
Private Tour
Waikiki 2 Hour Whale Watching with Guaranteed Sightings on Oahu
Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a lifetime experience that you will never forget to see this amazing creature. If you are lucky enough, you might see dolphins, sea ... More
Private Tour
Likely to Sell Out Waikiki 2 Hour Whale Watching with Guaranteed Sightings on Oahu
-
North America
-
Superb1,335 reviews4.6
Humpback whales visit Hawaii each year and give birth in our warm tropical waters, it's a once in a ....
Private Tour
Portland Tall Ship Cruise on Casco Bay
What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More
Private Tour
Likely to Sell Out Portland Tall Ship Cruise on Casco Bay
-
North America
-
Superb242 reviews4.6
What better way to see the delights of Portland than from the sea in one of the famous schooner tall....
Private Tour
Seattle's Best Private Sailing Adventure on the Puget Sound BYOB!
Escape the hustle and bustle of city life and embark on an exclusive 3-hour private sailing tour in the Puget Sound. This personalized voyage is designed for up to six passengers, offering an intimate and unforgettable experience ... More
Private Tour
Likely to Sell Out Seattle's Best Private Sailing Adventure on the Puget Sound BYOB!
-
North America
-
Superb137 reviews5
Escape the hustle and bustle of city life and embark on an exclusive 3-hour private sailing tour in ....
Private Tour
Likely to Sell Out
The Legendary Canadian Coastal Sail
Prepare yourself for an adventure that balances the thrill of sailing Howe Sound's legendary winds with the breathtaking views of the Coastal and Tantalus mountain ranges. We will depart from the docks in Squamish (about 40 minut... More
Free Cancellation
Private Tour
(Saving 15% )
Likely to Sell Out The Legendary Canadian Coastal Sail
-
North America
-
Superb282 reviews5
Prepare yourself for an adventure that balances the thrill of sailing Howe Sound's legendary winds w....
Free Cancellation
Private Tour
(Saving 15% )
Likely to Sell Out
Boat Ride to the Arch with Snorkeling in Cabo
Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a smooth ride through the Sea of Cortez Our guide and captain who are biologists will share interesting and professional infor... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Boat Ride to the Arch with Snorkeling in Cabo
-
North America
-
Superb181 reviews5
Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a s....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Afternoon Sail & Snorkel to the Captain Cook Monument
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adve... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Afternoon Sail & Snorkel to the Captain Cook Monument
-
North America
-
Superb254 reviews4.9
A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtakin....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
San Diego Harbor Cruise on the Largest Catamaran in San Diego
Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our guests with a unique way to splash by all of the amazing San Diego harbor monuments while enjoying the smooth sailing of San Diego's... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out San Diego Harbor Cruise on the Largest Catamaran in San Diego
-
North America
-
Superb54 reviews4.9
Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our gu....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
HipHop Catamaran Party from Cancun to Isla Mujeres
Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snorkeling in one of the Caribbean's top reefs, surrounded by vibrant marine life. Then, head to a secluded sandbank—a hidden gem pe... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out HipHop Catamaran Party from Cancun to Isla Mujeres
-
North America
-
Very Good20 reviews3.9
Unlike other tours, we combine adventure, relaxation, and an unforgettable party vibe. Start by snor....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, Stars & Stripes once skippered by the famous Dennis Connor. All trips take place under full sail. We only use our motor to get in a... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
-
North America
-
Superb564 reviews4.6
Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, S....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Luxury Catamaran Whale Watch
From December through April, the waters off Maui come alive with the sights and sounds of the majestic humpback whales, and there’s no better way to witness the wonder than from the deck of our 65’ catamaran. This two-hour ex... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Luxury Catamaran Whale Watch
-
North America
-
Superb89 reviews4.9
From December through April, the waters off Maui come alive with the sights and sounds of the majest....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Best Private Luxury Daytime Boat Tour in New York City - 1 Hour
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time, then climb aboard a luxurious, 28-foot powerboat cruiser and enjoy a relaxing and comfortable journey around lower Manhattan. En... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Best Private Luxury Daytime Boat Tour in New York City - 1 Hour
-
North America
-
Superb43 reviews5
Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time....
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out
Seattle Golden Gardens Sunset Sail 70ft Boat Tour
Experience a beautiful Seattle evening on this 2-hour sunset sailing cruise departing from Shilshole Bay Marina near the iconic Golden Gardens Park. Step aboard a classic 70-foot former ocean racing yacht and head out onto Puget S... More
Free Cancellation
Private Tour
(Saving inf% )
Likely to Sell Out Seattle Golden Gardens Sunset Sail 70ft Boat Tour
-
North America
-
Superb9 reviews5
Experience a beautiful Seattle evening on this 2-hour sunset sailing cruise departing from Shilshole....
Free Cancellation
Private Tour
(Saving inf% )