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Top 10 Best North America Sailing Trips

Found 754 Sailing Trips activities in North America. Sort by Popularity. - Page 20
 

Harbor Sail Aboard the Tall Ship Denis Sullivan

(4.9 of 53 reviews)

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique opportunity to connect with the sea. Whether you choose to help the crew raise the sails or simply soak in the stunning views, this pub... More

Free Cancellation
Start From $55.00
 
Harbor Sail Aboard the Tall Ship Denis Sullivan

Harbor Sail Aboard the Tall Ship Denis Sullivan

  • North America
  • Superb53 reviews4.9

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique oppor....

    Free Cancellation
    Start From $55.00
 
 

Key West Nighttime Full Moon Sail

(5 of 8 reviews)

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Departing in the evening as the moo... More

Free Cancellation
Start From $83.85
 
Key West Nighttime Full Moon Sail Likely to Sell Out

Key West Nighttime Full Moon Sail

  • North America
  • Superb8 reviews5

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1....

    Free Cancellation
    Start From $83.85
 
 

Introduction to Sailing in Saint John, NB

(5 of 5 reviews)

Set sail on the tranquil waters of the Saint John River aboard our O'Day 34 sailing yacht, for a 2.5 to 3-hour introduction to boating experience. Led by a certified Sail Canada instructor, this cruise offers first-time boaters a ... More

Free Cancellation
Start From $74.78
 
Introduction to Sailing in Saint John, NB Likely to Sell Out

Introduction to Sailing in Saint John, NB

  • North America
  • Superb5 reviews5

Set sail on the tranquil waters of the Saint John River aboard our O'Day 34 sailing yacht, for a 2.5....

    Free Cancellation
    Start From $74.78
 
 

Where Two Seas Meet: Arch Discovery & Free Time at Playa del Amor

(4.8 of 12 reviews)

Why This is a "Must-Do" Experience: Unrivaled Views: Get up close to the Arch and see the diverse marine life, including tropical fish and occasionally breaching whales in season. Flexible Adventure: Enjoy guided insights into the... More

Free Cancellation
Start From $27.00
 
Where Two Seas Meet: Arch Discovery & Free Time at Playa del Amor Likely to Sell Out

Where Two Seas Meet: Arch Discovery & Free Time at Playa del Amor

  • North America
  • Superb12 reviews4.8

Why This is a "Must-Do" Experience: Unrivaled Views: Get up close to the Arch and see the diverse ma....

    Free Cancellation
    Start From $27.00
 
 

2-Hour Morning Sail in San Diego

(4.9 of 27 reviews)

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront. This two-hour adventure on a Catalina sailboat is limited to a maximum of six (6) gues... More

Free Cancellation
Start From $95.00
 
2-Hour Morning Sail in San Diego Likely to Sell Out

2-Hour Morning Sail in San Diego

  • North America
  • Superb27 reviews4.9

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma,....

    Free Cancellation
    Start From $95.00
 
 

Key West Sail and Snorkel Day Trip from Fort Lauderdale

(3.1 of 16 reviews)

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More

Free Cancellation
Start From $149.00
 
Key West Sail and Snorkel Day Trip from Fort Lauderdale Likely to Sell Out

Key West Sail and Snorkel Day Trip from Fort Lauderdale

  • North America
  • Good16 reviews3.1

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....

    Free Cancellation
    Start From $149.00
 
 

2 hour Catamaran Sailing Cruise on Lake Tahoe

(3.1 of 16 reviews)

Enjoy the stunning views of Lake Tahoe on a two-hour sailing cruise aboard the 50-foot catamaran, "Blue Zephyr". Perfect for couples, families, or groups, this adventure promises a memorable experience on the water. Relax and take... More

Free Cancellation
Start From $130.00
 
2 hour Catamaran Sailing Cruise on Lake Tahoe Likely to Sell Out

2 hour Catamaran Sailing Cruise on Lake Tahoe

  • North America
  • Good16 reviews3.1

Enjoy the stunning views of Lake Tahoe on a two-hour sailing cruise aboard the 50-foot catamaran, "B....

    Free Cancellation
    Start From $130.00
 
 

Morning Whale Watch: Lahaina Harbor

(4.9 of 27 reviews)

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

Free Cancellation
Start From $100.22
 
Morning Whale Watch: Lahaina Harbor Likely to Sell Out

Morning Whale Watch: Lahaina Harbor

  • North America
  • Superb27 reviews4.9

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....

    Free Cancellation
    Start From $100.22
 
 

Cancun Pirate Ship Adventure : Dinner & Show at Sea 2 for 1 Deal

(1.7 of 3 reviews)

Set sail EN an unforgettable adventure at DEcer with the Pirate Ship EN Cancun show, aboard a majestic Spanish galleon DE. Experience an exciting pirate experience filled DE games, contests and the fascinating stories of the Capta... More

Free Cancellation
Start From $64.50
 
Cancun Pirate Ship Adventure : Dinner & Show at Sea 2 for 1 Deal Likely to Sell Out

Cancun Pirate Ship Adventure : Dinner & Show at Sea 2 for 1 Deal

  • North America

Set sail EN an unforgettable adventure at DEcer with the Pirate Ship EN Cancun show, aboard a majest....

    Free Cancellation
    Start From $64.50
 
 

Private Sailing Experience along the Southern Maine Coastline

(5 of 1 review)

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive journey allows you to soak in the stunning scenery while learning about the rich history of the area, i... More

Free Cancellation
Private Tour
Start From $747.00
 
Private Sailing Experience along the Southern Maine Coastline Likely to Sell Out

Private Sailing Experience along the Southern Maine Coastline

  • North America
  • Superb1 review5

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of ....

    Free Cancellation
    Private Tour
    Start From $747.00
 
 

America's Cup Evening Sailing Adventure Newport, RI

(4.9 of 28 reviews)

Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around Narragansett Bay passed many iconic sights including New York Yacht Club, Ida Lewis Light, Fort Adams, Eisenhower House, Hammersm... More

Free Cancellation
Private Tour
Start From $125.00
 
America's Cup Evening Sailing Adventure Newport, RI Likely to Sell Out

America's Cup Evening Sailing Adventure Newport, RI

  • North America
  • Superb28 reviews4.9

Get on board for the best hands-on sailing experience Newport, RI has to offer. A 2 hour sail around....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Private 40' Bali Catamaran – Drinks & Food Included

(5 of 347 reviews)

It is an incredible and unique experiences because for 4 hours you will be the owner of this incredible sailing catamaran, with a host and a chef at your disposal, the captain will take you to sail in the most beautiful waters of ... More

Free Cancellation
Private Tour
Start From $2,100.00
 
Private 40' Bali Catamaran – Drinks & Food Included Likely to Sell Out

Private 40' Bali Catamaran – Drinks & Food Included

  • North America
  • Superb347 reviews5

It is an incredible and unique experiences because for 4 hours you will be the owner of this incredi....

    Free Cancellation
    Private Tour
    Start From $2,100.00
 
 

Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion

(4.3 of 4 reviews)

Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick way to know Cancun and all its beauty. Here you will know the Nichupte Lagoon that is a marvelous lagoon in Mexico, here you will... More

Free Cancellation
Private Tour
Start From $55.00
 
Jungle Tour In Cancun, drive a speedboat through the lagoon with your companion Likely to Sell Out

Jungle Tour In Cancun, drive a speedboat through the lagoon with ....

  • North America
  • Exellent4 reviews4.3

Welcome to the most enigmatic activity in Cancun, the famous jungle tour, this is the best and quick....

    Free Cancellation
    Private Tour
    Start From $55.00
 
 

Whale Watching a Majestic Cabo Experience

(4.3 of 4 reviews)

What makes this whale watching experience truly stand out is the perfect blend of comfort, education, and breathtaking encounters with nature. Unlike standard tours, you’ll enjoy your journey aboard a stable and spacious vessel ... More

Free Cancellation
Private Tour
Start From $50.00
 
Whale Watching a Majestic Cabo Experience Likely to Sell Out

Whale Watching a Majestic Cabo Experience

  • North America
  • Exellent4 reviews4.3

What makes this whale watching experience truly stand out is the perfect blend of comfort, education....

    Free Cancellation
    Private Tour
    Start From $50.00
 
 

Sandbar, Snorkel, and Sunset Sail in Key West

(4.3 of 4 reviews)

This trip combines three of the most sought-after experiences in Key West into one relaxed afternoon: extended time at a shallow-water sandbar, snorkeling in clear backcountry waters, and a sunset on the water. Sailing aboard a hi... More

Free Cancellation
Private Tour
Start From $121.50
 
Sandbar, Snorkel, and Sunset Sail in Key West Likely to Sell Out

Sandbar, Snorkel, and Sunset Sail in Key West

  • North America
  • Exellent4 reviews4.3

This trip combines three of the most sought-after experiences in Key West into one relaxed afternoon....

    Free Cancellation
    Private Tour
    Start From $121.50
 
 

Cabo San Lucas Sailing Snorkeling Adventure

(4.3 of 4 reviews)

ELEGANCE MEETS ADVENTURE – A FAMILY EXPERIENCE LIKE NO OTHER Treat yourself and your loved ones to an unforgettable day at sea aboard our luxurious double-deck Whether you're snorkeling alongside tropical fish, paddleboarding ... More

Free Cancellation
Private Tour
Start From $159.00
 
Cabo San Lucas Sailing Snorkeling Adventure Likely to Sell Out

Cabo San Lucas Sailing Snorkeling Adventure

  • North America
  • Exellent4 reviews4.3

ELEGANCE MEETS ADVENTURE – A FAMILY EXPERIENCE LIKE NO OTHER Treat yourself and your loved ones to....

    Free Cancellation
    Private Tour
    Start From $159.00
 
 

Golden Hour Escape: Private Sunset Sail in Coastal Maine

(5 of 20 reviews)

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coastline aboar... More

Free Cancellation
Private Tour
Start From $849.00
 
Golden Hour Escape: Private Sunset Sail in Coastal Maine Likely to Sell Out

Golden Hour Escape: Private Sunset Sail in Coastal Maine

  • North America
  • Superb20 reviews5

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the settin....

    Free Cancellation
    Private Tour
    Start From $849.00
 
 

Marina Del Rey Luxury Yacht Experience

(3.7 of 3 reviews)

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

Free Cancellation
Private Tour
Start From $99.00
 
Marina Del Rey Luxury Yacht Experience Likely to Sell Out

Marina Del Rey Luxury Yacht Experience

  • North America
  • Very Good3 reviews3.7

Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Mar....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Polynesian Canoe Sunset Sail

(4.9 of 126 reviews)

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

Free Cancellation
Private Tour
Start From $250.00
 
Polynesian Canoe Sunset Sail Likely to Sell Out

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....

    Free Cancellation
    Private Tour
    Start From $250.00
 
 

Fun Boat Rental with Captain in Miami Beach - up to 6 people

(4.9 of 53 reviews)

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straightforward bareboat charter. Now, let's talk logistics. The captain's compensation is a separate matter, settled directly at the ... More

Free Cancellation
Private Tour
Start From $260.00
 
Fun Boat Rental with Captain in Miami Beach - up to 6 people Likely to Sell Out

Fun Boat Rental with Captain in Miami Beach - up to 6 people

  • North America
  • Superb53 reviews4.9

Upon agreeing to embark on this adventure with us, you'll formalize the arrangement through a straig....

    Free Cancellation
    Private Tour
    Start From $260.00
 
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