Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 690 Sailing Trips activities in North America. Sort by Popularity. - Page 27JFarwell Sip & Sail aboard the Reverie
This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding in luxury with friends, family or colleagues. Step aboard our 50’ Catamaran and be greeted with a perfect locally crafted bevera... More
Private Tour

JFarwell Sip & Sail aboard the Reverie
-
North America
-
Superb18 reviews5
This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding ....
Private Tour
Private Whale Watching Sailing Adventure
From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for maj... More
Private Tour

Private Whale Watching Sailing Adventure
-
North America
-
Good2 reviews3.5
From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....
Private Tour
Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion
Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick way to know Cancun and all its beauty. Here you will know the Nichupte Lagoon that is a marvelous lagoon in Mexico, here you will... More
Private Tour

Jungle Tour In Cancun, drive a speedboat through the lagoon with ....
-
North America
-
Exellent3 reviews4.3
Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick....
Private Tour
Coral Gardens Coastal Snorkel & Sail
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear waters teeming with vibrant coral reefs a... More
Private Tour

Coral Gardens Coastal Snorkel & Sail
-
North America
-
Superb39 reviews4.8
This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....
Private Tour
Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas
Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show which is the joy of children and adults alike. Our pirates dance, sing, climb the ropes, while you enjoy the beautiful sunset and li... More
Private Tour

Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas
-
North America
-
Superb1 review5
Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show whi....
Private Tour
Romantic private night yacht (1 ticket covers 1-6 ppl)
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht to yourselves, just your group and the Captain. Enjoy a stunning 1 hr private romantic night cruise and sea life discovery aboard... More
Private Tour

Romantic private night yacht (1 ticket covers 1-6 ppl)
-
North America
-
Superb2 reviews5
You may bring 1-6 people on this activity. One ticket covers you and your guests, you have the Yacht....
Private Tour
Sunset Cruise Tequila Tasting
Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the history of one of Mexico's most iconic drinks, brought to you by Tequila Cabo Único and Sunrider. You'll get to know the iconic Cabo S... More
Private Tour

Sunset Cruise Tequila Tasting
-
North America
-
Superb3 reviews5
Join us for a one-of-a-kind Sunset Sailboat & Tequila tasting in Cabo San Lucas! Discover the histo....
Private Tour
Guided Tour of Puerto Morelos Reefs with Snorkeling Experience
Welcome to an incredible adventure, if what you like is getting to know new places and being in contact with nature, then this activity is for you. We will take you to know the second largest coral reef in the world, the first one... More
Private Tour

Guided Tour of Puerto Morelos Reefs with Snorkeling Experience
-
North America
-
Very Good3 reviews4
Welcome to an incredible adventure, if what you like is getting to know new places and being in cont....
Private Tour
Cabo San Lucas Sunset Party on the Water - Adult Only
Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue waters of the Cabo San Lucas Bay, taking in the amazing scenery all while you enjoy the music and dancing. This Party Boat is perfe... More
Private Tour

Cabo San Lucas Sunset Party on the Water - Adult Only
-
North America
Spend an incredible vacation enjoying an adventure you will never forget, sailing through the blue w....
Private Tour
Private - Bacalar sailing across the mesmerizing waters
Bacalar is an idyllic town set on an enchanting inland lagoon, immersed in nature, with a presence of colonial history & pirates. We embark upon a sailing boat to navigate our way across the mesmerizing waters of 7 different shad... More
Private Tour

Private - Bacalar sailing across the mesmerizing waters
-
North America
-
Superb9 reviews4.9
Bacalar is an idyllic town set on an enchanting inland lagoon, immersed in nature, with a presence o....
Private Tour
Sailing Tour around the Bacalar Lagoon
Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the wind in the Mayan language), we are at your disposal to offer you a unique experience. Visiting the lagoon of the 7 colors by sai... More
Private Tour

Sailing Tour around the Bacalar Lagoon
-
North America
-
Superb12 reviews4.8
Embark on the adventure of knowing the Bacalar lagoon. Aboard our ranger 26, the Taan'ik (facing the....
Private Tour
Private Key West Sunset Sail
2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, the pretty green sloop "High Tide" USCG Certified for up to 12 passengers, the Sloop High Tide and Sunset Sail Key West make for t... More
Private Tour

Private Key West Sunset Sail
-
North America
-
Superb47 reviews4.7
2 Hr. Private charter sailing from downtown Key West onboard Key West's First sailing charter boat, ....
Private Tour
Cozumel Catamaran Experience with Snorkeling & Beach Club
Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cruise in a luxurious catamaran along the Cozumel coastline, and snorkel above the fascinating El Palancar Reef. The adventure conti... More
Private Tour

Cozumel Catamaran Experience with Snorkeling & Beach Club
-
North America
-
Exellent6 reviews4.2
Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cru....
Private Tour
Golden Hour Escape: Private Sunset Sail in Coastal Maine
Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboar... More
Private Tour

Golden Hour Escape: Private Sunset Sail in Coastal Maine
-
North America
-
Superb10 reviews5
Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the settin....
Private Tour
Whale Watching Amazing Adventure
Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cabos in search of the Cabo’s Whales.” Enjoy listening to the beautiful song of the whales, with the help of our new hydrophones... More
Private Tour

Whale Watching Amazing Adventure
-
North America
-
Superb10 reviews5
Get ready for the adventure of a lifetime as we make our way out onto the waters surrounding Los Cab....
Private Tour
Isla Mujeres by Private Catamaran
Discover Isla Mujeres, explore a world filled with vibrant colors, fascinating marine life, and crystal-clear waters that will make you feel like you're on another planet. Sail on an exclusive private catamaran, where you'll enjo... More
Private Tour

Isla Mujeres by Private Catamaran
-
North America
-
Superb10 reviews5
Discover Isla Mujeres, explore a world filled with vibrant colors, fascinating marine life, and crys....
Private Tour
Cabo's Premier Catamaran Snorkeling: Explore the Waters!
Embark aboard our CaboMar catamaran for an unforgettable snorkeling adventure. First, we’ll cruise by some of Cabo's most iconic spots: Playa del Amor, El Arco, and the Sea Lion Reserve. At each location, we’ll stop for about ... More
Private Tour

Cabo's Premier Catamaran Snorkeling: Explore the Waters!
-
North America
-
Superb10 reviews5
Embark aboard our CaboMar catamaran for an unforgettable snorkeling adventure. First, we’ll cruise....
Private Tour
4 Hour Private Sail for up to 6 people
This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a customizable charter. Create your own adventure on a vintage sailing yacht for 4 hours with an experienced captain.... More
Private Tour

4 Hour Private Sail for up to 6 people
-
North America
-
Superb11 reviews5
This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a c....
Private Tour
Afternoon Ali'i Adventure
Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowded tours, we limit our trips to a maximum of 22 guests, allowing for a semi-private experience aboard our spacious 50' catamaran. ... More
Private Tour

Afternoon Ali'i Adventure
-
North America
-
Superb5 reviews5
Experience the ultimate in luxury and exclusivity with our Afternoon Ali’i Adventure. Unlike crowd....
Private Tour
Exclusive Private Sailing Luxury Tour in Los Cabos
Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one of the best beach areas to discover the underwater world of the Los Cabos area. During the months of December thru March, you can w... More
Private Tour

Exclusive Private Sailing Luxury Tour in Los Cabos
-
North America
-
Superb5 reviews5
Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one o....
Private Tour