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Top 10 Best USA Sailing Trips

Found 452 Sailing Trips activities in USA. Sort by Popularity. - Page 7
 

Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion

(4.9 of 52 reviews)

Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sail and create memories to cherish forever. Experience the beauty of Maine as you glide through the waters of the Saco River and Sa... More

Free Cancellation
Start From $139.00
 
Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion

Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion

  • USA
  • Superb52 reviews4.9

Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sa....

    Free Cancellation
    Start From $139.00
 
 

Portland Tall Ship Cruise on Casco Bay

(4.6 of 239 reviews)

What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.... More

Free Cancellation
Start From $101.29
 
Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

  • USA
  • Superb239 reviews4.6

What better way to see the delights of Portland than from the sea in one of the famous schooner tall....

    Free Cancellation
    Start From $101.29
 
 

2-Hour Private Sailboat Charter in the San Francisco Bay

(4.9 of 21 reviews)

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Just kick back and celebrate your special event under the romance of sail. Private sailboat charters are a great way to celebrate you... More

Free Cancellation
Private Tour
Start From $695.00
 
2-Hour Private Sailboat Charter in the San Francisco Bay

2-Hour Private Sailboat Charter in the San Francisco Bay

  • USA
  • Superb21 reviews4.9

Imagine sailing underneath the Golden Gate Bridge on your own private yacht and seeing wildlife. Jus....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Sunset Dolphin Sail Aboard the Footloose Catamaran

(4.8 of 479 reviews)

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset Sail on SV Footloose, our 38 passenger catamaran, with Paradise Adventures! This breathtaking sunset sail along the Gulf of Mexico ... More

Free Cancellation
Private Tour
Start From $45.00
 
Sunset Dolphin Sail Aboard the Footloose Catamaran

Sunset Dolphin Sail Aboard the Footloose Catamaran

  • USA
  • Superb479 reviews4.8

If you are looking to unwind before dinner or a night out on the town, come take a romantic Sunset S....

    Free Cancellation
    Private Tour
    Start From $45.00
 
 

Molokini Snorkel and Performance Sail: Mā’alaea Harbor

(4.8 of 220 reviews)

Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredible snorkeling destinations. The unique, crescent shaped crater is a natural marine preserve, and is home to over 250 species of t... More

Free Cancellation
Private Tour
Start From $200.00
 
Molokini Snorkel and Performance Sail: Mā’alaea Harbor

Molokini Snorkel and Performance Sail: Mā’alaea Harbor

  • USA
  • Superb220 reviews4.8

Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredib....

    Free Cancellation
    Private Tour
    Start From $200.00
 
 

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

(4.7 of 967 reviews)

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for your snorkel adventure, you’re choosing the tour with the most professionalis... More

Free Cancellation
Private Tour
Start From $84.99
 
Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventu....

  • USA
  • Superb967 reviews4.7

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On....

    Free Cancellation
    Private Tour
    Start From $84.99
 
 

1-Hour Interactive Pirate Cruise (arrive 30 minutes early)

(4.9 of 1,527 reviews)

Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure Cruise (check in is a half hour before the sail time) along Florida’s Intracoastal Waterway that’s fun for the whole family! T... More

Free Cancellation
Private Tour
Start From $35.00
 
1-Hour Interactive Pirate Cruise (arrive 30 minutes early) Likely to Sell Out

1-Hour Interactive Pirate Cruise (arrive 30 minutes early)

  • USA
  • Superb1,527 reviews4.9

Prepare for high seas adventure on this fully interactive, family-friendly, 1-Hour Pirate Adventure ....

    Free Cancellation
    Private Tour
    Start From $35.00
 
 

Sailing Charters in Wilmington

(5 of 199 reviews)

After a successful first three seasons I am happy to be here for a fourth season!!! Sail in style on the historic Wilmington river walk. Enjoy a personalized Charter experience with up to six guests. Very few sailboats are up for ... More

Free Cancellation
Private Tour
Start From $89.48
 
Sailing Charters in Wilmington Likely to Sell Out

Sailing Charters in Wilmington

  • USA
  • Superb199 reviews5

After a successful first three seasons I am happy to be here for a fourth season!!! Sail in style on....

    Free Cancellation
    Private Tour
    Start From $89.48
 
 

Sandbar, Snorkel, and Sunset Sail in Key West

(4.5 of 11 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 $135.00
 
Sandbar, Snorkel, and Sunset Sail in Key West Likely to Sell Out

Sandbar, Snorkel, and Sunset Sail in Key West

  • USA
  • Exellent11 reviews4.5

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

    Free Cancellation
    Private Tour
    Start From $135.00
 
 

Private Sailing Charter: Up to 24 Passengers

(5 of 1 review)

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a spectacular private sail around the San Francisco Bay. While our boats are coast guard licensed for 34 passengers, we are limiting... More

Free Cancellation
Private Tour
Start From $1,207.50
 
Private Sailing Charter: Up to 24 Passengers Likely to Sell Out

Private Sailing Charter: Up to 24 Passengers

  • USA
  • Superb1 review5

Our classic sailing yachts are the perfect venue for your group! Treat your family and friends to a ....

    Free Cancellation
    Private Tour
    Start From $1,207.50
 
 

Escape from the Rock! Cruise around Alcatraz

(4.2 of 160 reviews)

Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and past Angel Island State Park before circling Alcatraz Island for an in-depth view of the prison. Take in the sights and sounds of ... More

Free Cancellation
Private Tour
Start From $39.00
 
Escape from the Rock! Cruise around Alcatraz Likely to Sell Out

Escape from the Rock! Cruise around Alcatraz

  • USA
  • Exellent160 reviews4.2

Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and ....

    Free Cancellation
    Private Tour
    Start From $39.00
 
 

Seattle’s Original Sailing Cruise (Est. 1984) – 70ft Boat - BYOB

(4.9 of 201 reviews)

This is a boat ride like nothing else in Seattle! Our 70ft custom built sailboats were created to race around the world, and now are perfectly at home on Puget Sound. Sit back and relax as our trained crew hoist the sails and turn... More

Free Cancellation
Private Tour
Start From $60.00
 
Seattle’s Original Sailing Cruise (Est. 1984) – 70ft Boat - BYOB Likely to Sell Out

Seattle’s Original Sailing Cruise (Est. 1984) – 70ft Boat - B....

  • USA
  • Superb201 reviews4.9

This is a boat ride like nothing else in Seattle! Our 70ft custom built sailboats were created to ra....

    Free Cancellation
    Private Tour
    Start From $60.00
 
 

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

(5 of 717 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

Free Cancellation
Private Tour
Start From $189.00
 
Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure Likely to Sell Out

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

  • USA
  • Superb717 reviews5

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

    Free Cancellation
    Private Tour
    Start From $189.00
 
 

Wrightsville Beach Day Sail Private Catamaran Charter

(5 of 1 review)

On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islands and local spots. Upon anchoring, the crew will dinghy you around wherever you'd like to go! The boat is fully equipped with ai... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Wrightsville Beach Day Sail Private Catamaran Charter Likely to Sell Out

Wrightsville Beach Day Sail Private Catamaran Charter

  • USA
  • Superb1 review5

On this 4hr private charter, you will work with your captain to plan your perfect itinerary of islan....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

Southwest Florida Sunset Sail

(4.9 of 507 reviews)

SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft. Sailing Catamaran, "Copacetic". The sunset hours are a magical time to be out on the water. With the winds calm, the sun turns g... More

Free Cancellation
Private Tour
Start From $70.00
 
Southwest Florida Sunset Sail Likely to Sell Out

Southwest Florida Sunset Sail

  • USA
  • Superb507 reviews4.9

SWFL sunsets are the best, and there is no better place to watch them than from the deck of our 36ft....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Snorkel with Manta Rays Guaranteed

(4.8 of 753 reviews)

Join us aboard our luxurious catamaran, Hoku Nui, as we coast to the world famous Manta Ray Village. Travel Channel says “its one of the top ten things to do in your life time”, and Sea Paradise has been offering its guests th... More

Free Cancellation
Private Tour
Start From $141.57
 
Snorkel with Manta Rays Guaranteed Likely to Sell Out

Snorkel with Manta Rays Guaranteed

  • USA
  • Superb753 reviews4.8

Join us aboard our luxurious catamaran, Hoku Nui, as we coast to the world famous Manta Ray Village.....

    Free Cancellation
    Private Tour
    Start From $141.57
 
 

Wrightsville Beach Sunset Cocktail Sail

(4.9 of 18 reviews)

Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while you cruise our local waterways and watch the sunset. Wind permitting, we'll turn off the engines and enjoy the beauty of sailing!... More

Free Cancellation
Private Tour
Start From $150.00
 
Wrightsville Beach Sunset Cocktail Sail Likely to Sell Out

Wrightsville Beach Sunset Cocktail Sail

  • USA
  • Superb18 reviews4.9

Relax aboard our 44' catamaran Bella on this evening sail. Enjoy a Caribbean-inspired cocktail while....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)

(4.8 of 59 reviews)

Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui sunset begin to paint the sky. As you step aboard, you're greeted by the friendly crew who welcome you with warm aloha spirit. The c... More

Free Cancellation
Private Tour
Start From $289.00
 
Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only) Likely to Sell Out

Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)

  • USA
  • Superb59 reviews4.8

Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui su....

    Free Cancellation
    Private Tour
    Start From $289.00
 
 

Afternoon Sail & Snorkel to the Captain Cook Monument

(4.9 of 251 reviews)

A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adve... More

Free Cancellation
Private Tour
Start From $136.19
 
Afternoon Sail & Snorkel to the Captain Cook Monument Likely to Sell Out

Afternoon Sail & Snorkel to the Captain Cook Monument

  • USA
  • Superb251 reviews4.9

A three hour tour you won't want to miss! Set Sail down the Majestic Kona Coastline with breathtakin....

    Free Cancellation
    Private Tour
    Start From $136.19
 
 

Catamaran Sailing Cruise in Monterey

(4.8 of 40 reviews)

Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage after your captain hoists the sails and catches the wind to make for a peaceful and exciting cruise on the bay. On the way out of t... More

Free Cancellation
Private Tour
Start From $65.00
 
Catamaran Sailing Cruise in Monterey Likely to Sell Out

Catamaran Sailing Cruise in Monterey

  • USA
  • Superb40 reviews4.8

Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage af....

    Free Cancellation
    Private Tour
    Start From $65.00
 
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