Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 725 Sailing Trips activities in North America. Sort by Popularity. - Page 18Catamaran Sailing to Isla Mujeres From Cancun
Discover the Mexican Caribbean aboard a luxury catamaran, with premium service, personalized attention and spectacular scenery. At Oceanix Nauticos, we take you to explore the turquoise waters of Cancun and Isla Mujeres with unfor... More

Catamaran Sailing to Isla Mujeres From Cancun
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North America
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Exellent6 reviews4.5
Discover the Mexican Caribbean aboard a luxury catamaran, with premium service, personalized attenti....
San Diego Bay Sailing Tour
San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing yacht with a knowledgeable and friendly Captain? This group sail is li... More

San Diego Bay Sailing Tour
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North America
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Superb17 reviews5
San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. W....
Luxury Catamaran tour to isla mujeres with transportation from Tulum
Excellent service on board Professional crew members Safety measures in all our activities Sanitary prevention protocols for all our guests and staff Once in a lifetime experience Delicious buffet lunch and drinks Beach club (beac... More

Luxury Catamaran tour to isla mujeres with transportation from Tu....
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North America
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Good62 reviews3.5
Excellent service on board Professional crew members Safety measures in all our activities Sanitary ....
Speedboat and Snorkeling Adventure in Cancun
Explore the vibrant Cancun jungle with an exhilarating water adventure that combines speed and serenity. Hop into a 2-passenger speedboat and zip around the stunning Nichupte Lagoon, feeling the thrill of the wind and water. Then,... More
Free Cancellation
(Saving 10% )

Speedboat and Snorkeling Adventure in Cancun
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North America
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Good62 reviews3.5
Explore the vibrant Cancun jungle with an exhilarating water adventure that combines speed and seren....
Free Cancellation
(Saving 10% )
Catamaran in Cozumel with snorkeling at El Cielo and open Bar
Snorkel, Sip & Celebrate in Cozumel’s Caribbean Paradise Your captain and crew welcome you aboard with open arms—and an open bar. Margaritas, beer, soft drinks, and bottled water flow as music fills the air and the sea sets t... More

Catamaran in Cozumel with snorkeling at El Cielo and open Bar
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North America
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Exellent16 reviews4.2
Snorkel, Sip & Celebrate in Cozumel’s Caribbean Paradise Your captain and crew welcome you aboard....
2 Hour Sailing Adventure in Lake Michigan (up to 6 people)
Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking views of the city of Racine and on clear day views of Milwaukee and Kenosha You can lay back and relax to the sounds of the wave... More
Private Tour

2 Hour Sailing Adventure in Lake Michigan (up to 6 people)
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North America
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Superb8 reviews5
Our trips are perfect for starters or advanced sailors. We offer a 2 -hour sailing trip overlooking ....
Private Tour
Amazing Snorkeling Experience + Real Mexican Tacos
This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinerary. When you do this experience you feel a connection with nature, it is like taking a little bit of Cancun with you back home. Se... More
Private Tour

Amazing Snorkeling Experience + Real Mexican Tacos
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North America
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Exellent14 reviews4.3
This is the classic snorkeling experience when you come to Cancun, it is a must tour in your Itinera....
Private Tour
6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach
Sail on a 6-hour private trip aboard our 55-foot private yacht, ideal for up to 12 passengers. We are sure that with us you will know the best part of our beautiful bay of Puerto Vallarta. Do not miss the opportunity we offer to ... More
Private Tour

6 Hours Private Yacht in Puerto Vallarta with Snorkeling & Beach
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North America
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Exellent14 reviews4.3
Sail on a 6-hour private trip aboard our 55-foot private yacht, ideal for up to 12 passengers. We a....
Private Tour
Up to 34Pax Bachelorette party boat & Yacht Rent Miami
Price Includes up to 25 Pax Ask for add Pax, MAX capacity 34 Pax Discover the magic of the ocean in Miami! with Dolphin Water Sport. Our +850 reviews on Google with a 4.9 score guarantee our quality. Immerse yourself in a unique... More
Private Tour

Up to 34Pax Bachelorette party boat & Yacht Rent Miami
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North America
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Superb19 reviews5
Price Includes up to 25 Pax Ask for add Pax, MAX capacity 34 Pax Discover the magic of the ocean in....
Private Tour
2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests
Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be warm and inviting, featuring handcrafted yel... More
Private Tour

2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests
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North America
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Superb72 reviews5
Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to help....
Private Tour
Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and bein... More
Private Tour

Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco
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North America
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Superb169 reviews5
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world w....
Private Tour
2 hours - Private Day Sail along Historic St Augustine Bayfront
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

2 hours - Private Day Sail along Historic St Augustine Bayfront
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North America
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Superb18 reviews5
We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....
Private Tour
San Diego Bay Private Sailing Experience Aboard Classic Yacht
Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Immerse your family and friends in the many sights of San Diego Bay, while enjoying the personalized touch of a family-owned venture.... More
Private Tour

San Diego Bay Private Sailing Experience Aboard Classic Yacht
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North America
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Superb4 reviews5
Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Imm....
Private Tour

Catamaran to Isla Mujeres
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North America
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Very Good6 reviews3.8
Enjoy the sun and to sail in the Caribean ocean just to discover the amazing Isla Mujeres you will s....
Private Tour
Private Two Hour Sail on the Saco River
Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive two-hour journey allows you to soak in the stunning scenery while learning about the rich history of th... More
Private Tour

Private Two Hour Sail on the Saco River
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North America
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Superb1 review5
Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of ....
Private Tour
2-Hour Rosé Luxury Day Sail
This 2-hour daytime sail offers a smooth, spacious ride through the scenic Calibogue Sound with expert captains leading the way. Keep an eye out for dolphins, seabirds, and Lowcountry landmarks as you relax, unwind, and enjoy the ... More
Private Tour

2-Hour Rosé Luxury Day Sail
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North America
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Superb1 review5
This 2-hour daytime sail offers a smooth, spacious ride through the scenic Calibogue Sound with expe....
Private Tour
Aloha Wednesday Sunset Sail - Drinks Included - Lux Catamaran
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit of the islands right here in Charleston with our Aloha Wednesday Sunset Sail. This midweek escape combines tropical charm with st... More
Private Tour

Aloha Wednesday Sunset Sail - Drinks Included - Lux Catamaran
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North America
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Superb3 reviews5
Aloha Wednesday Sunset Sail: Island Vibes & Relaxation on the Charleston Harbor Celebrate the spirit....
Private Tour
Fort Lauderdale Sailing Charter
Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 years of local sailing experience. For PRIVATE charters, call directly to make arrangements. One to Three passengers bookings are s... More
Private Tour

Fort Lauderdale Sailing Charter
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North America
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Superb371 reviews5
Your PRIVATE or SEMI-PRIVATE sailboat charter is hosted by Captain Dan, a licensed captain with 20 y....
Private Tour

Polynesian Canoe Day Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More
Free Cancellation
Private Tour
(Saving 10% )

Polynesian Canoe Day Sail
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North America
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Superb29 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....
Free Cancellation
Private Tour
(Saving 10% )
Private Sailing Tour in Valle de Bravo
Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in Valle de Bravo, crossing the lake to observe its beautiful panoramic views of its different places such as the rock in the company ... More
Private Tour

Private Sailing Tour in Valle de Bravo
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North America
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Superb21 reviews4.6
Enjoy the beauty of sailing in the waters of the magical town through a sailboat ride in Velero in V....
Private Tour