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Top 10 Best North America Sailing Trips

Found 673 Sailing Trips activities in North America. Sort by Popularity. - Page 14
 

Private Family Catamaran From Isla Mujeres

(5 of 8 reviews)

Enjoy our “Lite Sailing Charters” Sail through the wonderful Bay of Isla Mujeres! Why invest all day when you can do it in less time? Affordable Private Catamaran, avoid crowded vessels Half-day fun catamaran, with a guided sn... More

Free Cancellation
Private Tour
Start From $950.00
 
Private Family Catamaran From Isla Mujeres

Private Family Catamaran From Isla Mujeres

  • North America
  • Superb8 reviews5

Enjoy our “Lite Sailing Charters” Sail through the wonderful Bay of Isla Mujeres! Why invest all....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres

(5 of 3 reviews)

This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we take care of customer during the all the booking process, service and follow up after the tour is performed. Customer´s feedback is ... More

Free Cancellation
Private Tour
Start From $1,700.00
 
4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres Likely to Sell Out

4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres

  • North America
  • Superb3 reviews5

This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we tak....

    Free Cancellation
    Private Tour
    Start From $1,700.00
 
 

Sea Daddy Private Yacht - 50 ft

(5 of 1 review)

Enjoy a day cruising with friends and family on the open water, explore local scenery, and experience the beautiful Cancun weather! Charter this amazing luxury Sea Ray Flybridge combining comfort & style for up to 16 people. Cab... More

Free Cancellation
Private Tour
Start From $899.00
 
Sea Daddy Private Yacht - 50 ft Likely to Sell Out

Sea Daddy Private Yacht - 50 ft

  • North America
  • Superb1 review5

Enjoy a day cruising with friends and family on the open water, explore local scenery, and experienc....

    Free Cancellation
    Private Tour
    Start From $899.00
 
 

Excursion to Reefs in a transparent boat from Cancun

(4 of 5 reviews)

It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine life, in addition, the colors of the blanquizal of Cancun are something spectacular and there is a great diversity of marine life... More

Free Cancellation
Private Tour
Start From $48.91
 
Excursion to Reefs in a transparent boat from Cancun Likely to Sell Out

Excursion to Reefs in a transparent boat from Cancun

  • North America
  • Very Good5 reviews4

It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine l....

    Free Cancellation
    Private Tour
    Start From $48.91
 
 

2hr. SUNSET Sailing Experience on San Francisco Bay

(5 of 14 reviews)

This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sailing Experience is "interactive" which means we want you to get the full experience of sailing so you'll have an opportunity to tak... More

Free Cancellation
Private Tour
Start From $149.00
 
2hr. SUNSET Sailing Experience on San Francisco Bay Likely to Sell Out

2hr. SUNSET Sailing Experience on San Francisco Bay

  • North America
  • Superb14 reviews5

This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Sunset Cruise San José del Cabo

(5 of 2 reviews)

Experience the exclusivity and privacy of San José del Cabo, where stunning sunsets paint the sky, creating the perfect backdrop for relaxation and adventure. Spectacular sunset views: Watch the sky light up with vibrant colors ... More

Free Cancellation
Private Tour
Start From $99.00
 
Sunset Cruise San José del Cabo Likely to Sell Out

Sunset Cruise San José del Cabo

  • North America
  • Superb2 reviews5

Experience the exclusivity and privacy of San José del Cabo, where stunning sunsets paint the sky, ....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

2-Hour Sunset Sail from San Diego

(4.8 of 71 reviews)

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point Loma, and Coronado Island. Experience the setting sun cast its brilliant color... More

Free Cancellation
Private Tour
Start From $130.00
 
2-Hour Sunset Sail from San Diego Likely to Sell Out

2-Hour Sunset Sail from San Diego

  • North America
  • Superb71 reviews4.8

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant w....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

Cancun ATV Jungle Adventure & Isla Mujeres Catamaran Combo

(4.8 of 71 reviews)

Embark on two unforgettable Cancun adventures with this incredible combo package! Day 1: Unleash your inner thrill-seeker on a wild ATV Jungle Tour. Race through the Mayan jungle, soar through the treetops on ziplines, and refres... More

Free Cancellation
Private Tour
Start From $119.00
 
Cancun ATV Jungle Adventure & Isla Mujeres Catamaran Combo Likely to Sell Out

Cancun ATV Jungle Adventure & Isla Mujeres Catamaran Combo

  • North America
  • Superb71 reviews4.8

Embark on two unforgettable Cancun adventures with this incredible combo package! Day 1: Unleash yo....

    Free Cancellation
    Private Tour
    Start From $119.00
 
 

Private Transparent Boat Tour in the Sea of Cozumel

(4.8 of 71 reviews)

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

Free Cancellation
Private Tour
Start From $586.90
 
Private Transparent Boat Tour in the Sea of Cozumel Likely to Sell Out

Private Transparent Boat Tour in the Sea of Cozumel

  • North America
  • Superb71 reviews4.8

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

    Free Cancellation
    Private Tour
    Start From $586.90
 
 

Sunset Sail from Traverse City with Food, Wine & Cocktails

(4.8 of 177 reviews)

Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stories about the history of the lands, people, and waters of the Grand Traverse Bay area. Enjoy complimentary locally sourced food, w... More

Free Cancellation
Private Tour
Start From $199.00
 
Sunset Sail from Traverse City with Food, Wine & Cocktails Likely to Sell Out

Sunset Sail from Traverse City with Food, Wine & Cocktails

  • North America
  • Superb177 reviews4.8

Wind down and relax as our captain and crewmates teach you about our elegant schooner and share stor....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Private Luxury Sunset Cruise on the Sailing Yacht Fate

(4.9 of 40 reviews)

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $760.00
 
Private Luxury Sunset Cruise on the Sailing Yacht Fate Likely to Sell Out

Private Luxury Sunset Cruise on the Sailing Yacht Fate

  • North America
  • Superb40 reviews4.9

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $760.00
 
 

Whale Watching Luxury Sunset Cruise in Cabo

(4.9 of 40 reviews)

This sunset tour in Los Cabos is unique and different because it combines the breathtaking beauty of the Sea of Cortez with the opportunity to explore one of Mexico's most iconic landmarks, the Arch of Cabo San Lucas. Unlike other... More

Free Cancellation
Private Tour
Start From $140.00
 
Whale Watching Luxury Sunset Cruise in Cabo Likely to Sell Out

Whale Watching Luxury Sunset Cruise in Cabo

  • North America
  • Superb40 reviews4.9

This sunset tour in Los Cabos is unique and different because it combines the breathtaking beauty of....

    Free Cancellation
    Private Tour
    Start From $140.00
 
 

Sailing on Historic Schooner Yacht in Salem, MA

(4.9 of 124 reviews)

Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience the majesty aboard John G. Alden's personal schooner yacht Malabar X. Winner of the 1930 and 1932 Newport to Bermuda race and open... More

Free Cancellation
Private Tour
Start From $55.00
 
Sailing on Historic Schooner Yacht in Salem, MA Likely to Sell Out

Sailing on Historic Schooner Yacht in Salem, MA

  • North America
  • Superb124 reviews4.9

Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience ....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Cancun Bubble Boat Lagoon Tour

(5 of 1 review)

Set off on a leisurely 90-minute voyage through the mesmerizing mangrove channels of the Nichupté Lagoon on a unique pontoon boat. Treat yourself to a unique escapade that harmoniously combines the excitement of discovery with th... More

Free Cancellation
Private Tour
Start From $45.00
 
Cancun Bubble Boat Lagoon Tour Likely to Sell Out

Cancun Bubble Boat Lagoon Tour

  • North America
  • Superb1 review5

Set off on a leisurely 90-minute voyage through the mesmerizing mangrove channels of the Nichupté L....

    Free Cancellation
    Private Tour
    Start From $45.00
 
 

Private Bacalar Lagoon Tour Sailboat or Pontoon Adventure

(5 of 2 reviews)

Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you choose the elegance of a sailboat or the comfort of a pontoon boat, I’ll guide you through this mesmerizing natural wonder in a... More

Free Cancellation
Private Tour
Start From $385.00
 
Private Bacalar Lagoon Tour Sailboat or Pontoon Adventure Likely to Sell Out

Private Bacalar Lagoon Tour Sailboat or Pontoon Adventure

  • North America
  • Superb2 reviews5

Experience the stunning Bacalar Lagoon like never before with my exclusive private tour. Whether you....

    Free Cancellation
    Private Tour
    Start From $385.00
 
 

Whale Watching en San José del Cabo

(5 of 15 reviews)

Experience a Unique Connection with Nature! Our whale-watching tour in San José del Cabo stands out for its personalized service, led by passionate marine life experts who make your journey enriching and unforgettable. You'll sa... More

Free Cancellation
Private Tour
Start From $120.00
 
Whale Watching en San José del Cabo Likely to Sell Out

Whale Watching en San José del Cabo

  • North America
  • Superb15 reviews5

Experience a Unique Connection with Nature! Our whale-watching tour in San José del Cabo stands ou....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Private Sunrise Tour with Breakfast on Board

(5 of 43 reviews)

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at dawn, guided by a team of professionals who will make this adventure a magical memory.... More

Free Cancellation
Private Tour
Start From $179.00
 
Private Sunrise Tour with Breakfast on Board Likely to Sell Out

Private Sunrise Tour with Breakfast on Board

  • North America
  • Superb43 reviews5

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at ....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

Private Therapy Sailing Adventure

(4.8 of 32 reviews)

WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet 5 star cuisine. Founded by Captain Matthew Mancini, we live by the currents, plan by the tides, and follow the sun. WHAT DO WE D... More

Free Cancellation
Private Tour
Start From $400.00
 
Private Therapy Sailing Adventure Likely to Sell Out

Private Therapy Sailing Adventure

  • North America
  • Superb32 reviews4.8

WHO WE ARE? Old Plank is a boutique luxury sailing charter & aquatic expedition company with gourmet....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

2hr Luxury Private Sailing Catamaran for 7-12 People

(4.8 of 32 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

Free Cancellation
Private Tour
Start From $1,495.00
 
2hr Luxury Private Sailing Catamaran for 7-12 People Likely to Sell Out

2hr Luxury Private Sailing Catamaran for 7-12 People

  • North America
  • Superb32 reviews4.8

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

    Free Cancellation
    Private Tour
    Start From $1,495.00
 
 

Awesome San Francisco Bay Private Sailing Adventure via Sausalito

(5 of 8 reviews)

Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF skyline. This is a Private Trip on a sailing yacht! Get a taste for what an experience living, working and voyaging on a sailboat c... More

Free Cancellation
Private Tour
Start From $155.00
 
Awesome San Francisco Bay Private Sailing Adventure via Sausalito Likely to Sell Out

Awesome San Francisco Bay Private Sailing Adventure via Sausalito

  • North America
  • Superb8 reviews5

Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF sky....

    Free Cancellation
    Private Tour
    Start From $155.00
 
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