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Top 10 Best North America Sailing Trips

Found 766 Sailing Trips activities in North America. Sort by Popularity. - Page 30
 

Private Luxury Yacht Charter with Snorkeling in Los Cabos

(5 of 4 reviews)

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
Start From $1,600.00
 
Private Luxury Yacht Charter with Snorkeling in Los Cabos

Private Luxury Yacht Charter with Snorkeling in Los Cabos

  • North America
  • Superb4 reviews5

Experience snorkeling in crystal waters, the beach Palmilla has a blue flag recognition and is one o....

    Private Tour
    Start From $1,600.00
 
 

Luxury Diamond Head Sunset Sail

(5 of 3 reviews)

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private 50' luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from... More

Free Cancellation
Private Tour
Start From $1,398.00
 
Luxury Diamond Head Sunset Sail

Luxury Diamond Head Sunset Sail

  • North America
  • Superb3 reviews5

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....

    Free Cancellation
    Private Tour
    Start From $1,398.00
 
 

Sailing Charter around Vancouver Harbour Private Tour

(5 of 2 reviews)

Your private sailing charter will offer you a unique and scenic perspective of Vancouver Harbour and its surrounding inlets. Contagious is an Oceanis 46.1 and has all the features of a large cruising Yacht with a rare balance betw... More

Free Cancellation
Private Tour
Start From $2,323.27
 
Sailing Charter around Vancouver Harbour Private Tour

Sailing Charter around Vancouver Harbour Private Tour

  • North America
  • Superb2 reviews5

Your private sailing charter will offer you a unique and scenic perspective of Vancouver Harbour and....

    Free Cancellation
    Private Tour
    Start From $2,323.27
 
 

Cabo's Premier Catamaran Snorkeling: Explore the Waters!

(5 of 2 reviews)

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

Free Cancellation
Private Tour
Start From $129.00
 
Cabo's Premier Catamaran Snorkeling: Explore the Waters!

Cabo's Premier Catamaran Snorkeling: Explore the Waters!

  • North America
  • Superb2 reviews5

Embark aboard our CaboMar catamaran for an unforgettable snorkeling adventure. First, we’ll cruise....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Private Afternoon Harbor Cruise on Kismet for parties up to 20

(5 of 29 reviews)

Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise the harbor, BYOB, awesome stereo, bathroom, history tours, swim and float on rafts. Kismet does it all! Kismet is a custom-built ... More

Free Cancellation
Private Tour
Start From $1,549.00
 
Private Afternoon Harbor Cruise on Kismet for parties up to 20

Private Afternoon Harbor Cruise on Kismet for parties up to 20

  • North America
  • Superb29 reviews5

Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise....

    Free Cancellation
    Private Tour
    Start From $1,549.00
 
 

Private Luxury Sunset Sail in San Jose del Cabo Marina

(5 of 1 review)

Enjoy an amazing experience offering a luxury, unique, complete and breathtaking private sunset tour. The Luxury Private Sailing boat have capacity from 1 to 16 people, the rate offered here is for 8 people, if like to add more pl... More

Free Cancellation
Private Tour
Start From $1,600.00
 
Private Luxury Sunset Sail in San Jose del Cabo Marina

Private Luxury Sunset Sail in San Jose del Cabo Marina

  • North America
  • Superb1 review5

Enjoy an amazing experience offering a luxury, unique, complete and breathtaking private sunset tour....

    Free Cancellation
    Private Tour
    Start From $1,600.00
 
 

Luxury Sailboat at Sunset in Cancun

(3 of 4 reviews)

To cross the calm waters of the Caribbean, there is no better means of transportation than a catamaran. These specialized sailboats have multiple hulls so that sailing in them is the most pleasant. They are ideal for those looking... More

Free Cancellation
Private Tour
Start From $150.00
 
Luxury Sailboat at Sunset in Cancun

Luxury Sailboat at Sunset in Cancun

  • North America

To cross the calm waters of the Caribbean, there is no better means of transportation than a catamar....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Explore Turtle Canyons Waikiki Snorkel and Sail Adventure

(4.5 of 4 reviews)

Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience is amazing for you to relax and have fun.... More

Free Cancellation
Private Tour
Start From $1,199.00
 
Explore Turtle Canyons Waikiki Snorkel and Sail Adventure

Explore Turtle Canyons Waikiki Snorkel and Sail Adventure

  • North America
  • Exellent4 reviews4.5

Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience ....

    Free Cancellation
    Private Tour
    Start From $1,199.00
 
 

South Beach Miami BACHELORETTE Boat Day!

(5 of 1 review)

Enjoy a yacht-day bachelorette trip where everything is already set to go right from the biggest and best marina in SOUTH BEACH... We've found the boats, brought on the food and drinks, and made sure that everything that a good y... More

Free Cancellation
Private Tour
Start From $1,795.00
 
South Beach Miami BACHELORETTE Boat Day!

South Beach Miami BACHELORETTE Boat Day!

  • North America
  • Superb1 review5

Enjoy a yacht-day bachelorette trip where everything is already set to go right from the biggest and....

    Free Cancellation
    Private Tour
    Start From $1,795.00
 
 

Casco Bay: Private Afternoon Charter on Heart's Desire

(4 of 1 review)

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special event, or a family get-together that will never be forgotten. Ride aboard Heart's Desire: designed by famed yacht designer - John... More

Free Cancellation
Private Tour
Start From $650.00
 
Casco Bay: Private Afternoon Charter on Heart's Desire

Casco Bay: Private Afternoon Charter on Heart's Desire

  • North America
  • Very Good1 review4

This two-hour afternoon private cruise is the perfect way to experience Maine's coast, your special ....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 
-20% Private Transparent Boat Tour in the Sea of Cozumel

Private Transparent Boat Tour in the Sea of Cozumel

(4 of 1 review)

Incredible experience in a 100% transparent boat, we are also the only tour currently that offers snorkeling, sunken ships, there is more probability of finding marine life on this tour since we are on the second largest reef in t... More

Special Offer
Free Cancellation
Private Tour
Start From $537.86
(Saving 20% ) $672.32
 
-20% Private Transparent Boat Tour in the Sea of Cozumel

Private Transparent Boat Tour in the Sea of Cozumel

  • North America
  • Very Good1 review4

Incredible experience in a 100% transparent boat, we are also the only tour currently that offers sn....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $537.86
    (Saving 20% ) $672.32
 
 
-inf% Isla Contoy Experience incl. Breakfast and Lunch

Isla Contoy Experience incl. Breakfast and Lunch

(2 of 1 review)

Your adventure kicks off at Marina Punta Norte, from where you'll sail towards Isla Mujeres while enjoying breakfast on board. You'll have an hour or so to explore the island or lounge on one of its powdery beaches. Hop back on th... More

Special Offer
Free Cancellation
Private Tour
Start From $142.00
(Saving inf% ) $0.00
 
-inf% Isla Contoy Experience incl. Breakfast and Lunch

Isla Contoy Experience incl. Breakfast and Lunch

  • North America

Your adventure kicks off at Marina Punta Norte, from where you'll sail towards Isla Mujeres while en....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $142.00
    (Saving inf% ) $0.00
 
 

Waikiki Sunset Cruise and Iconic Views with Swimming

(5 of 2 reviews)

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in the crystal-clear waters off Waikīkī Beach. Glide along the iconic Gold Coast as the sun sets, painting the sky with vibrant co... More

Special Offer
Free Cancellation
Private Tour
Start From $65.00
(Saving inf% ) $0.00
 
-inf% Waikiki Sunset Cruise and Iconic Views with Swimming Likely to Sell Out

Waikiki Sunset Cruise and Iconic Views with Swimming

  • North America
  • Superb2 reviews5

Set sail on a spacious catamaran for a memorable sunset cruise that begins with a refreshing swim in....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $65.00
    (Saving inf% ) $0.00
 
 

2 Hour Private Morning Charter on Heart's Desire in Casco Bay

(5 of 2 reviews)

Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire is 100 y... More

Special Offer
Free Cancellation
Private Tour
Start From $550.00
(Saving inf% ) $0.00
 
-inf% 2 Hour Private Morning Charter on Heart's Desire in Casco Bay Likely to Sell Out

2 Hour Private Morning Charter on Heart's Desire in Casco Bay

  • North America
  • Superb2 reviews5

Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $550.00
    (Saving inf% ) $0.00
 
 

6-Hour Sailing Charter from Fort Lauderdale

(5 of 3 reviews)

Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option to use their time docked or sailing out to sea. Once on the water... More

Special Offer
Free Cancellation
Private Tour
Start From $750.00
(Saving inf% ) $0.00
 
-inf% 6-Hour Sailing Charter from Fort Lauderdale Likely to Sell Out

6-Hour Sailing Charter from Fort Lauderdale

  • North America
  • Superb3 reviews5

Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Y....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $750.00
    (Saving inf% ) $0.00
 
 

San Francisco City Lights Sail

(5 of 6 reviews)

The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us for a city-front cruise to enjoy the majestic sites of San Francisco in the night sky. See the Bay Bridge lit in all its glory, alo... More

Special Offer
Free Cancellation
Private Tour
Start From $85.00
(Saving inf% ) $0.00
 
-inf% San Francisco City Lights Sail Likely to Sell Out

San Francisco City Lights Sail

  • North America
  • Superb6 reviews5

The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us f....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $85.00
    (Saving inf% ) $0.00
 
 

Afternoon Catamaran to Isla Mujeres: Snorkel, Open Bar & Sunset

(5 of 6 reviews)

This is one of the few afternoon catamaran experiences available in Cancun. Discover Isla Mujeres on a relaxed afternoon catamaran tour from Cancun. Avoid the morning crowds and enjoy snorkeling, an open bar, beach club access, a... More

Special Offer
Free Cancellation
Private Tour
Start From $89.00
(Saving inf% ) $0.00
 
-inf% Afternoon Catamaran to Isla Mujeres: Snorkel, Open Bar & Sunset Likely to Sell Out

Afternoon Catamaran to Isla Mujeres: Snorkel, Open Bar & Sunset

  • North America
  • Superb6 reviews5

This is one of the few afternoon catamaran experiences available in Cancun. Discover Isla Mujeres o....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $89.00
    (Saving inf% ) $0.00
 
 

Sailing Experience Los Cabos with Gourmet Lunch and Open Bar

(5 of 6 reviews)

Discover the stunning coastline of Los Cabos aboard a luxury sailing yacht. This all-inclusive cruise takes you past iconic sights such as the Arch (El Arco), Lover’s Beach, and a lively sea lion colony. Enjoy a gourmet lunch pr... More

Special Offer
Free Cancellation
Private Tour
Start From $172.00
(Saving inf% ) $0.00
 
-inf% Sailing Experience Los Cabos with Gourmet Lunch and Open Bar Likely to Sell Out

Sailing Experience Los Cabos with Gourmet Lunch and Open Bar

  • North America
  • Superb6 reviews5

Discover the stunning coastline of Los Cabos aboard a luxury sailing yacht. This all-inclusive cruis....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $172.00
    (Saving inf% ) $0.00
 
 

2hr Luxury Private Sailing Catamaran for 7-12 People

(5 of 3 reviews)

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More

Special Offer
Free Cancellation
Private Tour
Start From $1,495.00
(Saving inf% ) $0.00
 
-inf% 2hr Luxury Private Sailing Catamaran for 7-12 People Likely to Sell Out

2hr Luxury Private Sailing Catamaran for 7-12 People

  • North America
  • Superb3 reviews5

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,495.00
    (Saving inf% ) $0.00
 
 

Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise

(5 of 4 reviews)

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. Whether you want to dance, sing Tiki-Oki, slip down the on board water slide, or just relax and enjoy the sunset, this cruise will ... More

Special Offer
Free Cancellation
Private Tour
Start From $449.00
(Saving inf% ) $0.00
 
-inf% Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise Likely to Sell Out

Fort Myers: Tiki Pub VIP Private Dolphin & Sunset Cruise

  • North America
  • Superb4 reviews5

Spend the most amazing time of day in the best place to enjoy it. Our custom tiki boat has it all. W....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $449.00
    (Saving inf% ) $0.00
 
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