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Top 10 Best USA Sailing Trips

Found 446 Sailing Trips activities in USA. Sort by Popularity. - Page 12
 

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

(4.6 of 251 reviews)

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty of interesting whale information Convenient location walking... More

Free Cancellation
Start From $79.00
 
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

  • USA
  • Superb251 reviews4.6

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well a....

    Free Cancellation
    Start From $79.00
 
 

San Salvador Spanish Galleon Adventure Day Sail with General Admission

(4.8 of 5 reviews)

Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step on board this 16th century Spanish galleon. The San Salvador is a replica of Juan Rodriguez Cabrillo’s ship that arrived at the ... More

Free Cancellation
Start From $85.00
 
San Salvador Spanish Galleon Adventure Day Sail with General Admission

San Salvador Spanish Galleon Adventure Day Sail with General Admi....

  • USA
  • Superb5 reviews4.8

Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step o....

    Free Cancellation
    Start From $85.00
 
 

Morning Whale Watch: Lahaina Harbor

(4.9 of 29 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

Morning Whale Watch: Lahaina Harbor

  • USA
  • Superb29 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
 
 

South Shore Open Sail from Kewalo Harbor Including Drinks

(4.7 of 28 reviews)

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconic catamarans in Honolulu! Our sails always have complimentary drinks (alcoholic beverages available for adults 21+ with valid ID o... More

Free Cancellation
Start From $47.50
 
South Shore Open Sail from Kewalo Harbor Including Drinks

South Shore Open Sail from Kewalo Harbor Including Drinks

  • USA
  • Superb28 reviews4.7

Join us for a 90-minute daytime sailing experience from Kewalo Basin Harbor on one of the most iconi....

    Free Cancellation
    Start From $47.50
 
 
-10% Kona Coast Luxury Private Yacht Charter

Kona Coast Luxury Private Yacht Charter

(4.7 of 28 reviews)

Indulge in a personalized sailing experience aboard the luxurious 51-ft Lagoon catamaran, No Wiki. This private charter offers an unforgettable journey along the stunning Kona Coast, where you can snorkel vibrant reefs or simply r... More

Special Offer
Free Cancellation
Private Tour
Start From $1,075.50
(Saving 10% ) $1,195.00
 
-10% Kona Coast Luxury Private Yacht Charter

Kona Coast Luxury Private Yacht Charter

  • USA
  • Superb28 reviews4.7

Indulge in a personalized sailing experience aboard the luxurious 51-ft Lagoon catamaran, No Wiki. T....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,075.50
    (Saving 10% ) $1,195.00
 
 
-inf% Sunset Catamaran Sail in Cocoa Beach

Sunset Catamaran Sail in Cocoa Beach

(4.9 of 191 reviews)

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the beauty of Florida... More

Special Offer
Free Cancellation
Private Tour
Start From $56.49
(Saving inf% ) $0.00
 
-inf% Sunset Catamaran Sail in Cocoa Beach

Sunset Catamaran Sail in Cocoa Beach

  • USA
  • Superb191 reviews4.9

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $56.49
    (Saving inf% ) $0.00
 
 
-inf% Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

(5 of 719 reviews)

Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our shaded cabin or sunny splash nets. Snorkel calm waters and lush coral gardens u... More

Special Offer
Free Cancellation
Private Tour
Start From $189.00
(Saving inf% ) $0.00
 
-inf% Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

  • USA
  • Superb719 reviews5

Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the h....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $189.00
    (Saving inf% ) $0.00
 
 
-inf% 2hr Luxury Private Sailing Catamaran for 7-12 People

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

2hr Luxury Private Sailing Catamaran for 7-12 People

  • USA
  • 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
 
 
-inf% St Augustine Nights of Lights Tour with Live Music and Sunset Opt

St Augustine Nights of Lights Tour with Live Music and Sunset Opt

(4.6 of 71 reviews)

Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the illuminated bayfront, the Bridge of Lions, and Castillo de... More

Special Offer
Free Cancellation
Private Tour
Start From $82.00
(Saving inf% ) $0.00
 
-inf% St Augustine Nights of Lights Tour with Live Music and Sunset Opt

St Augustine Nights of Lights Tour with Live Music and Sunset Opt

  • USA
  • Superb71 reviews4.6

Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $82.00
    (Saving inf% ) $0.00
 
 
-inf% Private Charleston Harbor Catamaran Sail

Private Charleston Harbor Catamaran Sail

(5 of 29 reviews)

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing catamaran. Our modern layout provides a panoramic view with large sliding glass doors between the saloon and the rear deck space, with... More

Special Offer
Free Cancellation
Private Tour
Start From $950.00
(Saving inf% ) $0.00
 
-inf% Private Charleston Harbor Catamaran Sail

Private Charleston Harbor Catamaran Sail

  • USA
  • Superb29 reviews5

Sit back and let us take the helm while you enjoy the harbor breeze aboard a Leopard 40 sailing cata....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $950.00
    (Saving inf% ) $0.00
 
 
-inf% 2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

(5 of 35 reviews)

This 2 hour Private Morning Sailing tour, the Captain will take you to Port Royal Sound (North side of the island - generally best conditions for sailing). During the MORNING, this is generally a calm - light wind relaxing sail, a... More

Special Offer
Free Cancellation
Private Tour
Start From $465.00
(Saving inf% ) $0.00
 
-inf% 2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

  • USA
  • Superb35 reviews5

This 2 hour Private Morning Sailing tour, the Captain will take you to Port Royal Sound (North side ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $465.00
    (Saving inf% ) $0.00
 
 
-inf% Sail & Splash Excursion in Ft. Lauderdale

Sail & Splash Excursion in Ft. Lauderdale

(4.8 of 282 reviews)

Come sail and play in Fort Lauderdale’s “Aquatic Playground” on this unforgettable excursion aboard our state of the art catamaran, the Spirit of Lauderdale. Enjoy one of the best cruise Ft Lauderdale has to offer . Sit back... More

Special Offer
Free Cancellation
Private Tour
Start From $129.00
(Saving inf% ) $0.00
 
-inf% Sail & Splash Excursion in Ft. Lauderdale

Sail & Splash Excursion in Ft. Lauderdale

  • USA
  • Superb282 reviews4.8

Come sail and play in Fort Lauderdale’s “Aquatic Playground” on this unforgettable excursion a....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $129.00
    (Saving inf% ) $0.00
 
 
-inf% Sunday Mimosa Brunch Charleston Harbor Sail - Food Included

Sunday Mimosa Brunch Charleston Harbor Sail - Food Included

(5 of 10 reviews)

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard our a spacious and stylish 50-foot catamaran, and set sail for a relaxing and refreshing 2-hour cruise through Charleston’s histor... More

Special Offer
Free Cancellation
Private Tour
Start From $75.00
(Saving inf% ) $0.00
 
-inf% Sunday Mimosa Brunch Charleston Harbor Sail - Food Included

Sunday Mimosa Brunch Charleston Harbor Sail - Food Included

  • USA
  • Superb10 reviews5

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard ou....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $75.00
    (Saving inf% ) $0.00
 
 

Private Sailing Experience along the Southern Maine Coastline

(5 of 3 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $747.00
(Saving inf% ) $0.00
 
-inf% Private Sailing Experience along the Southern Maine Coastline Likely to Sell Out

Private Sailing Experience along the Southern Maine Coastline

  • USA
  • Superb3 reviews5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $747.00
    (Saving inf% ) $0.00
 
 

Suncoast Sailing's Sunset Sailing Experience!

(4.9 of 282 reviews)

Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just wind in the sails, salt in the air, and the kind of quiet glide ... More

Special Offer
Free Cancellation
Private Tour
Start From $69.99
(Saving inf% ) $0.00
 
-inf% Suncoast Sailing's Sunset Sailing Experience! Likely to Sell Out

Suncoast Sailing's Sunset Sailing Experience!

  • USA
  • Superb282 reviews4.9

Step aboard Suncoast Horizon, a real working schooner and experience what sailing is actually suppos....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $69.99
    (Saving inf% ) $0.00
 
 

Sunset Sail Aboard the Liberty Clipper

(5 of 12 reviews)

Set sail into the golden hues of sunset on the 125' Schooner Liberty Clipper. This 2-hour adventure lets you glide through the tranquil waters while soaking in views of the harbor views and local wildlife from a spacious deck. Fee... More

Special Offer
Free Cancellation
Private Tour
Start From $89.00
(Saving inf% ) $0.00
 
-inf% Sunset Sail Aboard the Liberty Clipper Likely to Sell Out

Sunset Sail Aboard the Liberty Clipper

  • USA
  • Superb12 reviews5

Set sail into the golden hues of sunset on the 125' Schooner Liberty Clipper. This 2-hour adventure ....

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

San Diego Sailing Sunset and Afternoon Classic Yacht

(5 of 8 reviews)

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More

Special Offer
Free Cancellation
Private Tour
Start From $125.00
(Saving inf% ) $0.00
 
-inf% San Diego Sailing Sunset and Afternoon Classic Yacht Likely to Sell Out

San Diego Sailing Sunset and Afternoon Classic Yacht

  • USA
  • Superb8 reviews5

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $125.00
    (Saving inf% ) $0.00
 
 

Key West Historic Schooner When And If Sunset Cruise

(4.8 of 140 reviews)

Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner When And If, commissioned by General George Patton in the late 1930s, and sail into a breathtaking Key West sunset. Raise a champ... More

Special Offer
Free Cancellation
Private Tour
Start From $117.18
(Saving inf% ) $0.00
 
-inf% Key West Historic Schooner When And If Sunset Cruise Likely to Sell Out

Key West Historic Schooner When And If Sunset Cruise

  • USA
  • Superb140 reviews4.8

Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $117.18
    (Saving inf% ) $0.00
 
 

2-Hour Morning Sail in San Diego

(4.9 of 37 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

Special Offer
Free Cancellation
Private Tour
Start From $95.00
(Saving inf% ) $0.00
 
-inf% 2-Hour Morning Sail in San Diego Likely to Sell Out

2-Hour Morning Sail in San Diego

  • USA
  • Superb37 reviews4.9

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $95.00
    (Saving inf% ) $0.00
 
 

Private Guided Sunset and Eco Tour up to 6 Passengers

(5 of 79 reviews)

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a cooler with bottled water a... More

Special Offer
Free Cancellation
Private Tour
Start From $249.99
(Saving inf% ) $0.00
 
-inf% Private Guided Sunset and Eco Tour up to 6 Passengers Likely to Sell Out

Private Guided Sunset and Eco Tour up to 6 Passengers

  • USA
  • Superb79 reviews5

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $249.99
    (Saving inf% ) $0.00
 
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