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Top 10 Best USA Sailing Trips

Found 399 Sailing Trips activities in USA. Sort by Popularity. - Page 17
 

Private Afternoon Harbor Cruise on Kismet for parties up to 15

(5 of 13 reviews)

Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise the harbor, BYOB, awesome stereo, bathroom, history tours, swim and float on rafts. Kismet does it all! Kismet is a custom-built ... More

Free Cancellation
Private Tour
Start From $1,549.00
 
Private Afternoon Harbor Cruise on Kismet for parties up to 15

Private Afternoon Harbor Cruise on Kismet for parties up to 15

  • USA
  • Superb13 reviews5

Looking for a private luxury yacht for your large group? Kismet can hold up to 15 passengers, cruise....

    Free Cancellation
    Private Tour
    Start From $1,549.00
 
 

2 Hours Private Guided Sailing Adventure in Pensacola Beach

(5 of 2 reviews)

This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, Deer Point, Fair Point and Deadman's Island. We may also sail east under the Bob Sikes (Pensacola Beach) Bridge, exploring areas of ... More

Free Cancellation
Private Tour
Start From $375.00
 
2 Hours Private Guided Sailing Adventure in Pensacola Beach Likely to Sell Out

2 Hours Private Guided Sailing Adventure in Pensacola Beach

  • USA
  • Superb2 reviews5

This 2 hour sailing excursion may take place in Pensacola Bay, passing by areas of Sabine Island, De....

    Free Cancellation
    Private Tour
    Start From $375.00
 
 

San Francisco City Lights Sail

(5 of 5 reviews)

The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us for a city-front cruise to enjoy the majestic sites of San Francisco in the night sky. See the Bay Bridge lit in all its glory, alo... More

Free Cancellation
Private Tour
Start From $85.00
 
San Francisco City Lights Sail Likely to Sell Out

San Francisco City Lights Sail

  • USA
  • Superb5 reviews5

The Golden Gate isn’t the only bridge in town! Once the sun sets and the lights come on, join us f....

    Free Cancellation
    Private Tour
    Start From $85.00
 
 

Private Catamaran: Snorkel, Swim and Dolphin Watching

(5 of 5 reviews)

Show up in style aboard a catamaran with a fun local avid sailor that wants to share his passion with you. Let Captain Kip take you to some of the best spots the area has to offer while you are visiting the Emerald Coast. ... More

Free Cancellation
Private Tour
Start From $455.00
 
Private Catamaran: Snorkel, Swim and Dolphin Watching Likely to Sell Out

Private Catamaran: Snorkel, Swim and Dolphin Watching

  • USA
  • Superb5 reviews5

Show up in style aboard a catamaran with a fun local avid sailor that wants to share his passion wit....

    Free Cancellation
    Private Tour
    Start From $455.00
 
 

Chesapeake Bay Private Cruise

(4.3 of 6 reviews)

This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guys day out on the water, or just to have the cruise to yourself! Enjoy the peaceful sounds of the waves gently breaking off the hul... More

Free Cancellation
Private Tour
Start From $651.00
 
Chesapeake Bay Private Cruise Likely to Sell Out

Chesapeake Bay Private Cruise

  • USA
  • Exellent6 reviews4.3

This private cruise for up to 6 persons is great for family outings, friends in town, a girls or guy....

    Free Cancellation
    Private Tour
    Start From $651.00
 
 

8-Hour Sailing Charter from Fort Lauderdale

(5 of 3 reviews)

Enjoy some time on the water with this 8-Hour Full Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option to use their time docked or sailing out to sea. Once on the water... More

Free Cancellation
Private Tour
Start From $400.00
 
8-Hour Sailing Charter from Fort Lauderdale Likely to Sell Out

8-Hour Sailing Charter from Fort Lauderdale

  • USA
  • Superb3 reviews5

Enjoy some time on the water with this 8-Hour Full Day Sailing Charter located in Fort Lauderdale. Y....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Private Charter

(4.8 of 12 reviews)

The captain works with the guest to design a custom outing based on his 30 years of cruising experience in the local area. With knowledge of the local sea conditions and coastal ecology. you build a custom experience. Typically, G... More

Free Cancellation
Private Tour
Start From $775.00
 
Private Charter Likely to Sell Out

Private Charter

  • USA
  • Superb12 reviews4.8

The captain works with the guest to design a custom outing based on his 30 years of cruising experie....

    Free Cancellation
    Private Tour
    Start From $775.00
 
 

Sailing Adventures 3-Hour Activity in Destin

(5 of 4 reviews)

There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stiletto Catamaran. Harnessing the power of the wind as we sail along these beautiful waters is magical. You might even get to experie... More

Free Cancellation
Private Tour
Start From $525.00
 
Sailing Adventures 3-Hour Activity in Destin Likely to Sell Out

Sailing Adventures 3-Hour Activity in Destin

  • USA
  • Superb4 reviews5

There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stil....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Private Sailing Experience on Galveston Bay

(5 of 4 reviews)

See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and discover a new way to travel aboard our luxury charter yacht. We offer the perfect blend of comfort and adventure, making it the ... More

Free Cancellation
Private Tour
Start From $800.00
 
Private Sailing Experience on Galveston Bay Likely to Sell Out

Private Sailing Experience on Galveston Bay

  • USA
  • Superb4 reviews5

See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Half Day Sail Orcas Island

(5 of 12 reviews)

Lessons are private and designed so you can brings friends and family with no extra charge. Up to 6 people can be part of the lesson.... More

Free Cancellation
Private Tour
Start From $680.00
 
Half Day Sail Orcas Island Likely to Sell Out

Half Day Sail Orcas Island

  • USA
  • Superb12 reviews5

Lessons are private and designed so you can brings friends and family with no extra charge. Up to 6 ....

    Free Cancellation
    Private Tour
    Start From $680.00
 
 

Key West Christmas Cruise with Live Band and Drinks

(5 of 3 reviews)

Join us for a family-friendly holiday sail aboard Schooner America 2.0 decorated with festive Christmas lights! Sing along to your favorite Christmas music with our live band and celebrate the holidays and Christmas in Key West. E... More

Free Cancellation
Private Tour
Start From $88.15
 
Key West Christmas Cruise with Live Band and Drinks Likely to Sell Out

Key West Christmas Cruise with Live Band and Drinks

  • USA
  • Superb3 reviews5

Join us for a family-friendly holiday sail aboard Schooner America 2.0 decorated with festive Christ....

    Free Cancellation
    Private Tour
    Start From $88.15
 
 

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

(5 of 3 reviews)

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Ride aboard Heart's Desire: designed by famed yacht designer - John Alden, measures 5... More

Free Cancellation
Private Tour
Start From $650.00
 
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay Likely to Sell Out

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

  • USA
  • Superb3 reviews5

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - com....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Private Afternoon Boat Ride and Beach Excursion on Southern Charm

(5 of 8 reviews)

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht captain. Stop at secluded island beaches for shark tooth hunting, shelling or just lay out on the beach. We pass by all the histo... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Afternoon Boat Ride and Beach Excursion on Southern Charm Likely to Sell Out

Private Afternoon Boat Ride and Beach Excursion on Southern Charm

  • USA
  • Superb8 reviews5

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht c....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

Key West Nighttime Full Moon Sail

(5 of 5 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
Private Tour
Start From $83.85
 
Key West Nighttime Full Moon Sail Likely to Sell Out

Key West Nighttime Full Moon Sail

  • USA
  • Superb5 reviews5

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

    Free Cancellation
    Private Tour
    Start From $83.85
 
 

Schooner Bloody Mary Day Sail with Full Open Bar in Key West

(5 of 5 reviews)

Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in paradise! While enjoying your sail remember there is plenty to see on the water’s surface or circling in the blue sky above you. P... More

Free Cancellation
Private Tour
Start From $49.00
 
Schooner Bloody Mary Day Sail with Full Open Bar in Key West Likely to Sell Out

Schooner Bloody Mary Day Sail with Full Open Bar in Key West

  • USA
  • Superb5 reviews5

Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in pa....

    Free Cancellation
    Private Tour
    Start From $49.00
 
 

2 Hours Cocktail Sail Aboard Bella

(5 of 5 reviews)

Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the water. Spot dolphins, seabirds, and other wildlife as you pass by islands and marshlands. The boat is fully equipped with air con... More

Free Cancellation
Private Tour
Start From $150.00
 
2 Hours Cocktail Sail Aboard Bella Likely to Sell Out

2 Hours Cocktail Sail Aboard Bella

  • USA
  • Superb5 reviews5

Our experienced captains will sail you to the most beautiful local spots to watch the sunset on the ....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

2-Hour Private Morning Charter on Heart's Desire in Casco Bay

(5 of 5 reviews)

Sail aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements including a long bowsprit and dramatic, raked transom. Built in 1925 by T.S. Soule in ... More

Free Cancellation
Private Tour
Start From $500.00
 
2-Hour Private Morning Charter on Heart's Desire in Casco Bay Likely to Sell Out

2-Hour Private Morning Charter on Heart's Desire in Casco Bay

  • USA
  • Superb5 reviews5

Sail aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and fea....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Morning Pali Coast Snorkel and Performance Sail

(4.8 of 4 reviews)

The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Gardens which boasts a unique blend of coral and sea life tucked into the cliffs near the West Maui Mountains. Enjoy the best conditions... More

Free Cancellation
Private Tour
Start From $129.73
 
Morning Pali Coast Snorkel and Performance Sail Likely to Sell Out

Morning Pali Coast Snorkel and Performance Sail

  • USA
  • Superb4 reviews4.8

The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Garden....

    Free Cancellation
    Private Tour
    Start From $129.73
 
 

Condor Sailing Public Dolphin and Sightseeing Cruise

(5 of 4 reviews)

Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chill out in comfy seats, with beautiful views of the bay and National Seashore. Or explore the Condor: walk around, do the Titanic po... More

Free Cancellation
Private Tour
Start From $104.00
 
Condor Sailing Public Dolphin and Sightseeing Cruise Likely to Sell Out

Condor Sailing Public Dolphin and Sightseeing Cruise

  • USA
  • Superb4 reviews5

Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chil....

    Free Cancellation
    Private Tour
    Start From $104.00
 
 

Private South Shore Sail Charter

(5 of 2 reviews)

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private South Shore Sail Charter Likely to Sell Out

Private South Shore Sail Charter

  • USA
  • Superb2 reviews5

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
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