Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 734 Sailing Trips activities in North America. Sort by Popularity. - Page 17St Augustine Nights of Lights Tour with Live Music and Sunset Opt
Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the illuminated bayfront, the Bridge of Lions, and Castillo de... More
St Augustine Nights of Lights Tour with Live Music and Sunset Opt
-
North America
-
Superb69 reviews4.7
Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday ....
Day Sail from Traverse City with Food, Wine, & Cocktails
-
North America
-
Superb168 reviews4.9
For a full description please visit our website at https://www.winddancertc.com/ where you can learn....
Up to 34Pax Bachelorette Party Boat & Yacht Rental Miami
Price Includes up to 34 Pax Discover the magic of the ocean in Miami! with Dolphin Water Sport. Our +1250 reviews on Google with a 4.9 score guarantee our quality. Immerse yourself in a unique adventure as you glide through the ... More
Private Tour
Up to 34Pax Bachelorette Party Boat & Yacht Rental Miami
-
North America
-
Superb19 reviews5
Price Includes up to 34 Pax Discover the magic of the ocean in Miami! with Dolphin Water Sport. Our....
Private Tour
Polynesian Canoe Sunset Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and bec... More
Private Tour
Polynesian Canoe Sunset Sail
-
North America
-
Superb126 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional sailing vessel (wa’a kaulua) off....
Private Tour
Laguna Grill - Private Boat with on-board BBQ and Drinks Included
-
North America
-
Superb138 reviews5
One of a kind in Bacalar! Cruise, swim, eat and drink in Bacalars most complete activity. Enjoy natu....
Private Tour
2hr Shared Sailing Experience in Toronto
On a 2 hour sail, we tour the harbour and head to the lake through the western channel. Watch out for the ferry, reported to be the shortest commercial one in the world. Below the water is a walking tunnel connecting the two for t... More
Private Tour
2hr Shared Sailing Experience in Toronto
-
North America
-
Superb23 reviews5
On a 2 hour sail, we tour the harbour and head to the lake through the western channel. Watch out fo....
Private Tour
Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline
Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate like never before. This VIP experience is designed for fun, style, and unforgettable memories with your group. Adventure Highlig... More
Private Tour
Miami Beach Luxury Yacht Adventure: Explore Stunning Coastline
-
North America
-
Superb23 reviews4.8
Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate....
Private Tour
Toronto Tall Ship Boat Cruise
This is your chance to experience Toronto's only tall ship boat cruise! Sail aboard the historic 'Tall Ship Kajama,' a traditional 165-foot, 3-masted schooner boat, and sit back and relax with a cold drink from the bar or order fr... More
Private Tour
Toronto Tall Ship Boat Cruise
-
North America
-
Exellent676 reviews4.3
This is your chance to experience Toronto's only tall ship boat cruise! Sail aboard the historic 'Ta....
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
Likely to Sell Out 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
Private Yacht Charter in Cabo San Lucas – Cruise to The Arch
Enjoy a private yachting experience in Cabo San Lucas without committing to a full-day tour. Perfect for couples, families, or small groups, this 2-hour cruise offers front-row views of El Arco, Lover’s Beach, and local sea lion... More
Private Tour
Likely to Sell Out Private Yacht Charter in Cabo San Lucas – Cruise to The Arch
-
North America
-
Superb1 review5
Enjoy a private yachting experience in Cabo San Lucas without committing to a full-day tour. Perfect....
Private Tour
Sail away! Hobie Cat Tour Bacalar
Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pirates of the Caribbean. Learn more about cenotes and stomalites and immerse yourself in the mystical world of the Maya.... More
Private Tour
Likely to Sell Out Sail away! Hobie Cat Tour Bacalar
-
North America
-
Superb30 reviews5
Discover with us the breathtaking lagoon of the seven colors. We tell you the true stories of the Pi....
Private Tour
2 Hr Shared Day Sail Along Historic Bay Front
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More
Private Tour
Likely to Sell Out 2 Hr Shared Day Sail Along Historic Bay Front
-
North America
-
Superb5 reviews5
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....
Private Tour
3 Hours Private Afternoon Sail in Saint Petersburg
A private 42' Bali 4.2 catamaran charter for up to 6 people, featuring a custom route for cruising and sailing. Enjoy a comfortable trip with cushioned seating, shaded areas, music, and soft drinks. Tailor your day with optional a... More
Private Tour
Likely to Sell Out 3 Hours Private Afternoon Sail in Saint Petersburg
-
North America
-
Superb5 reviews5
A private 42' Bali 4.2 catamaran charter for up to 6 people, featuring a custom route for cruising a....
Private Tour
Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres
A Caribbean Escape Like No Other! Experience the beauty of the Caribbean on this all-inclusive catamaran tour from Cancun to Isla Mujeres. The day begins with a leisurely sail across the turquoise waters, where you'll enjoy drinks... More
Private Tour
Likely to Sell Out Catamaran Sail with Snorkeling and Beach Club of Isla Mujeres
-
North America
-
Superb5 reviews5
A Caribbean Escape Like No Other! Experience the beauty of the Caribbean on this all-inclusive catam....
Private Tour
Marina Del Rey Luxury Yacht Experience
Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Marina del Rey yacht experience, hosted by our friendly and knowledgeable captains. Whether you’re seeking a laid-back day cruising... More
Private Tour
Likely to Sell Out Marina Del Rey Luxury Yacht Experience
-
North America
Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Mar....
Private Tour
Cancun Half Day Sailing Cataman Cruise to Isla Mujeres
Original Half Day Sailing since 2012, No need to invest your whole day to visit Isla Mujeres! Lite Tour to Isla Mujeres provides full sailing, snorkeling & enough time to visit Isla Mujeres for shopping or just enjoy this wonderf... More
Private Tour
Likely to Sell Out Cancun Half Day Sailing Cataman Cruise to Isla Mujeres
-
North America
-
Superb1 review5
Original Half Day Sailing since 2012, No need to invest your whole day to visit Isla Mujeres! Lite ....
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
-
Superb103 reviews4.9
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Private Tour
Half-Day Deluxe Molokini Snorkel Excursion in Maui
Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical fish and coral reefs. Your adventure continues with a second snorkel... More
Private Tour
Likely to Sell Out Half-Day Deluxe Molokini Snorkel Excursion in Maui
-
North America
-
Superb104 reviews4.9
Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-re....
Private Tour
Isla Mujeres Catamaran Tour with Optional Pick-Up & Beach Club
Discover Isla Mujeres in style with this all-inclusive Catamaran Tour. Unlike most tours, this experience begins with round-trip hotel transportation from Cancun or the Riviera Maya, making your day effortless from the start. Boar... More
Private Tour
Likely to Sell Out Isla Mujeres Catamaran Tour with Optional Pick-Up & Beach Club
-
North America
-
Superb104 reviews4.9
Discover Isla Mujeres in style with this all-inclusive Catamaran Tour. Unlike most tours, this exper....
Private Tour
Schooner Appledore Day Sail with Full Bar in Key West
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comf... More
Private Tour
Likely to Sell Out Schooner Appledore Day Sail with Full Bar in Key West
-
North America
-
Superb97 reviews4.9
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th cen....
Private Tour