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Top 10 Best North America Sailing Trips

Found 724 Sailing Trips activities in North America. Sort by Popularity. - Page 34
 

Catamaran Sailing Tour to Isla Mujeres with Snorkeling

(4.9 of 9 reviews)

Set sail from Cancún on a luxurious catamaran to Isla Mujeres, a premier destination in the Caribbean Sea. This all-inclusive tour offers a day filled with adventure and relaxation, featuring vibrant snorkeling among colorful mar... More

Free Cancellation
Start From $60.00
 
Catamaran Sailing Tour to Isla Mujeres with Snorkeling

Catamaran Sailing Tour to Isla Mujeres with Snorkeling

  • North America
  • Superb9 reviews4.9

Set sail from Cancún on a luxurious catamaran to Isla Mujeres, a premier destination in the Caribbe....

    Free Cancellation
    Start From $60.00
 
 

Half Day Sunset Catamaran Adventure

(4.9 of 9 reviews)

Escape the crowds aboard a private luxury catamaran! Sail through Tampa Bay to hidden islands like Egmont Key and Fort De Soto then end your day with a beautiful sunset. Swim, snorkel, and relax on floating mats while your captain... More

Free Cancellation
Private Tour
Start From $1,100.00
 
Half Day Sunset Catamaran Adventure

Half Day Sunset Catamaran Adventure

  • North America
  • Superb9 reviews4.9

Escape the crowds aboard a private luxury catamaran! Sail through Tampa Bay to hidden islands like E....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Nighttime Sailing Trip from San Diego

(4.9 of 9 reviews)

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Your knowledgeable captain and crew will take you past the Maritime Museum and the majestic city lights of San Diego. Whether you’... More

Free Cancellation
Private Tour
Start From $699.00
 
Nighttime Sailing Trip from San Diego

Nighttime Sailing Trip from San Diego

  • North America
  • Superb9 reviews4.9

Come aboard a 36-foot (11-meter) yacht for a nightcap on this 2-hour sailing trip from San Diego! Yo....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Private Monohull Sailboat

(4.9 of 9 reviews)

Take your sailing adventures to the next level with a guided private tour on a trusty Monohull boat. This tour features top of the line service from fresh fruits and a bottle of wine to breathtaking views and complete privacy. Ta... More

Free Cancellation
Private Tour
Start From $203.05
 
Private Monohull Sailboat

Private Monohull Sailboat

  • North America
  • Superb9 reviews4.9

Take your sailing adventures to the next level with a guided private tour on a trusty Monohull boat.....

    Free Cancellation
    Private Tour
    Start From $203.05
 
 

Luxury Sailing to Isla Mujeres with Lunch and Premium Open Bar

(4.9 of 9 reviews)

Cruise the Caribbean in style on a luxury catamaran, with a maximum capacity of 25 passengers, you will avoid crowds. Upon arrival at the marina, you will enjoy express check-in, the crew will receive you with a welcome drink and... More

Free Cancellation
Private Tour
Start From $129.00
 
 Luxury Sailing to Isla Mujeres with Lunch and Premium Open Bar

Luxury Sailing to Isla Mujeres with Lunch and Premium Open Bar

  • North America
  • Superb9 reviews4.9

Cruise the Caribbean in style on a luxury catamaran, with a maximum capacity of 25 passengers, you w....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Private Tour of Laguna de Bacalar Full Day

(4.9 of 9 reviews)

If you need to disconnect from the daily rhythm and immerse yourself in the tranquility of nature, let us take you to discover the best kept secrets of the lagoon of Bacalar. Our expert captains will guide you aboard a sailboat th... More

Free Cancellation
Private Tour
Start From $373.27
 
Private Tour of Laguna de Bacalar Full Day

Private Tour of Laguna de Bacalar Full Day

  • North America
  • Superb9 reviews4.9

If you need to disconnect from the daily rhythm and immerse yourself in the tranquility of nature, l....

    Free Cancellation
    Private Tour
    Start From $373.27
 
 

Full Day and Sunset 9 Hour Private Catamaran in St. Pete

(4.9 of 9 reviews)

The ultimate 9-hour day: island-hopping to Egmont Key, Fort De Soto & Pass-a-Grille with time to swim, snorkel, paddle and lounge—then finish with a private golden-hour sail. Your group (up to 6) enjoys a 42’ Bali 4.2 with cap... More

Free Cancellation
Private Tour
Start From $1,400.00
 
Full Day and Sunset 9 Hour Private Catamaran in St. Pete

Full Day and Sunset 9 Hour Private Catamaran in St. Pete

  • North America
  • Superb9 reviews4.9

The ultimate 9-hour day: island-hopping to Egmont Key, Fort De Soto & Pass-a-Grille with time to swi....

    Free Cancellation
    Private Tour
    Start From $1,400.00
 
 

Kanoa Yacht Charter: 2-Hour Sail off Waikiki

(4.9 of 9 reviews)

Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 223. With prime parking on-site, your journey begins the moment you arrive. For those without wheels, don't fret! The dock is a quic... More

Free Cancellation
Private Tour
Start From $2,000.00
 
Kanoa Yacht Charter: 2-Hour Sail off Waikiki

Kanoa Yacht Charter: 2-Hour Sail off Waikiki

  • North America
  • Superb9 reviews4.9

Start your luxurious voyage at Kewalo Basin Harbor, located at 1025 Ala Moana Blvd - Pier E, Slip 22....

    Free Cancellation
    Private Tour
    Start From $2,000.00
 
 

Beyond Bacalar: Pirate Route Exploration + River Float + Lunch

(4.5 of 2 reviews)

The Hidden Gem Tour! Explore Bacalar’s secret lagoons and the historic Pirate Route, float gently in peaceful currents, spot wildlife, and enjoy fresh snacks and authentic ceviche on a private 5-hour boat tour away from the crow... More

Free Cancellation
Private Tour
Start From $300.40
 
Beyond Bacalar: Pirate Route Exploration + River Float + Lunch

Beyond Bacalar: Pirate Route Exploration + River Float + Lunch

  • North America
  • Exellent2 reviews4.5

The Hidden Gem Tour! Explore Bacalar’s secret lagoons and the historic Pirate Route, float gently ....

    Free Cancellation
    Private Tour
    Start From $300.40
 
 
-10% Sunsations Adults Only Catamaran Tour To Isla Mujeres

Sunsations Adults Only Catamaran Tour To Isla Mujeres

(4.5 of 2 reviews)

Set sail on a vibrant journey from Cancún to Isla Mujeres aboard an exclusive adult-only catamaran. Enjoy a lively atmosphere complete with a beach club experience at “Qué Bonito,” where you can indulge in a delicious lunch ... More

Special Offer
Free Cancellation
Private Tour
Start From $89.10
(Saving 10% ) $99.00
 
-10% Sunsations Adults Only Catamaran Tour To Isla Mujeres

Sunsations Adults Only Catamaran Tour To Isla Mujeres

  • North America
  • Exellent2 reviews4.5

Set sail on a vibrant journey from Cancún to Isla Mujeres aboard an exclusive adult-only catamaran.....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $89.10
    (Saving 10% ) $99.00
 
 

Luxury Yacht Tours in Sestante

(4.5 of 2 reviews)

A unique experience between turquoise waters and terracotta landscapes: enjoy a ride on a luxurious yacht and explore the magic of the Baja California Sur Sea, swim with sea lions, snorkel and take in the wonderful landscapes. Cus... More

Free Cancellation
Private Tour
Start From $1,390.74
 
Luxury Yacht Tours in Sestante

Luxury Yacht Tours in Sestante

  • North America
  • Exellent2 reviews4.5

A unique experience between turquoise waters and terracotta landscapes: enjoy a ride on a luxurious ....

    Free Cancellation
    Private Tour
    Start From $1,390.74
 
 

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

(3.5 of 2 reviews)

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with us. Our sa... More

Free Cancellation
Private Tour
Start From $115.00
 
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guest....

  • North America
  • Good2 reviews3.5

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San D....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 
-10% Isla Mujeres Catamaran Tour with Snorkeling Spinnaker and Lunch

Isla Mujeres Catamaran Tour with Snorkeling Spinnaker and Lunch

(3.5 of 2 reviews)

Discover the beauty of Isla Mujeres on this 7-hour catamaran adventure from Cancun. Sail the vibrant Caribbean waters while snorkeling in a stunning reef, then take to the skies with a thrilling spinnaker ride. Once you reach Isla... More

Special Offer
Free Cancellation
Private Tour
Start From $16.20
(Saving 10% ) $18.00
 
-10% Isla Mujeres Catamaran Tour with Snorkeling Spinnaker and Lunch

Isla Mujeres Catamaran Tour with Snorkeling Spinnaker and Lunch

  • North America
  • Good2 reviews3.5

Discover the beauty of Isla Mujeres on this 7-hour catamaran adventure from Cancun. Sail the vibrant....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $16.20
    (Saving 10% ) $18.00
 
 
-10% Private all inclusive party on the water!

Private all inclusive party on the water!

(5 of 1 review)

First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew will make sure that you have a drink in your hand within minutes. You will get to see the world famous Arch, Lover's Beach, Divorce... More

Special Offer
Free Cancellation
Private Tour
Start From $2,250.00
(Saving 10% ) $2,500.00
 
-10% Private all inclusive party on the water!

Private all inclusive party on the water!

  • North America
  • Superb1 review5

First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew w....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $2,250.00
    (Saving 10% ) $2,500.00
 
 

Private 3 hour Bird Watching Tour in Monterey Bay

(5 of 1 review)

Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail is much quieter and therefore up close encounters with seabirds are common. This tour is great for birders who are looking for an ... More

Free Cancellation
Private Tour
Start From $950.00
 
Private 3 hour Bird Watching Tour in Monterey Bay

Private 3 hour Bird Watching Tour in Monterey Bay

  • North America
  • Superb1 review5

Enjoy a 3 hour cruise to search for and see local seabirds of the Monterey Bay. A vessel under sail ....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Private Luxury Catamaran Cancun to Isla Mujeres | For up to 30 pp

(4.3 of 33 reviews)

Experience the ultimate luxury tour to Isla Mujeres from Cancun with our exclusive catamaran tour. Explore the stunning turquoise waters of the Caribbean, take in the breathtaking views of Isla Mujeres, and bask in the warm suns... More

Free Cancellation
Private Tour
Start From $4,399.00
 
Private Luxury Catamaran Cancun to Isla Mujeres | For up to 30 pp

Private Luxury Catamaran Cancun to Isla Mujeres | For up to 30 pp

  • North America
  • Exellent33 reviews4.3

Experience the ultimate luxury tour to Isla Mujeres from Cancun with our exclusive catamaran tour. ....

    Free Cancellation
    Private Tour
    Start From $4,399.00
 
 

Cabo San Lucas Luxury Yacht to El Arco with Snorkeling Stop

(4.3 of 33 reviews)

Set sail from the lively Marina Cabo San Lucas aboard your private 45ft luxury yacht, perfect for up to 8 guests. A friendly crew welcomes you with a safety briefing before you glide past the stunning El Arco and Lover’s Beach. ... More

Free Cancellation
Private Tour
Start From $1,250.00
 
Cabo San Lucas Luxury Yacht to El Arco with Snorkeling Stop Likely to Sell Out

Cabo San Lucas Luxury Yacht to El Arco with Snorkeling Stop

  • North America
  • Exellent33 reviews4.3

Set sail from the lively Marina Cabo San Lucas aboard your private 45ft luxury yacht, perfect for up....

    Free Cancellation
    Private Tour
    Start From $1,250.00
 
 

Private Sunset Sail for Two

(5 of 5 reviews)

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, an... More

Free Cancellation
Private Tour
Start From $462.00
 
Private Sunset Sail for Two Likely to Sell Out

Private Sunset Sail for Two

  • North America
  • Superb5 reviews5

Experience intimacy while sailing along the San Diego Bay. Leave your worries behind as you cruise a....

    Free Cancellation
    Private Tour
    Start From $462.00
 
 

Platinum Private Catamaran Sailing Tour

(4.9 of 9 reviews)

If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the dates of December 15th thru April 15th, you can enjoy this amazing adventure for 2 hours departing at 09:00 am in the morning. If... More

Free Cancellation
Private Tour
Start From $237.00
 
Platinum Private Catamaran Sailing Tour Likely to Sell Out

Platinum Private Catamaran Sailing Tour

  • North America
  • Superb9 reviews4.9

If you like to take the opportunity to meet the amazing whales and are visiting Los Cabos during the....

    Free Cancellation
    Private Tour
    Start From $237.00
 
 

San Diego Classic Sail Charter Private 3-Hour Experience

(4.9 of 9 reviews)

Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests. This 3-hour private sailing adventure offers the ideal blend of relaxation and exploration, with opportunities to see whales and... More

Free Cancellation
Private Tour
Start From $1,195.00
 
San Diego Classic Sail Charter Private 3-Hour Experience Likely to Sell Out

San Diego Classic Sail Charter Private 3-Hour Experience

  • North America
  • Superb9 reviews4.9

Enjoy the breathtaking San Diego coastline with our Classic Sail Charter, perfect for up to 6 guests....

    Free Cancellation
    Private Tour
    Start From $1,195.00
 
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