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Top 10 Best USA Sailing Trips

Found 404 Sailing Trips activities in USA. Sort by Popularity. - Page 18
 

2 Hours Cocktail Sail Aboard Bella

(3.3 of 3 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
Start From $150.00
 
2 Hours Cocktail Sail Aboard Bella

2 Hours Cocktail Sail Aboard Bella

  • USA
  • Good3 reviews3.3

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

    Free Cancellation
    Start From $150.00
 
 

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

(3.3 of 3 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

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

  • USA
  • Good3 reviews3.3

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

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

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
 
 

Moana’s Luxury semi-private Sunset Cruise on Nalu

(4.3 of 6 reviews)

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtle... More

Free Cancellation
Private Tour
Start From $121.99
 
Moana’s Luxury semi-private Sunset Cruise on Nalu

Moana’s Luxury semi-private Sunset Cruise on Nalu

  • USA
  • Exellent6 reviews4.3

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....

    Free Cancellation
    Private Tour
    Start From $121.99
 
 

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

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
 
 

SUNSET CRUISE in Key Largo,FL.

(5 of 3 reviews)

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need to worry about large crowds or waiting in long lines. Personalize the trip to your liking. A private charter makes it more personab... More

Free Cancellation
Private Tour
Start From $479.00
 
SUNSET CRUISE in Key Largo,FL.

SUNSET CRUISE in Key Largo,FL.

  • USA
  • Superb3 reviews5

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need t....

    Free Cancellation
    Private Tour
    Start From $479.00
 
 

2 Hr Shared Day Sail Along Historic Bay Front

(5 of 4 reviews)

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our staff and captains are friendly and eager to assist in making your experience a wonder memory. This 2-hour sail gives passengers a ... More

Free Cancellation
Private Tour
Start From $149.00
 
2 Hr Shared Day Sail Along Historic Bay Front

2 Hr Shared Day Sail Along Historic Bay Front

  • USA
  • Superb4 reviews5

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Key West all Day Beach Pass from Miami

(5 of 4 reviews)

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More

Free Cancellation
Private Tour
Start From $169.99
 
Key West all Day Beach Pass from Miami

Key West all Day Beach Pass from Miami

  • USA
  • Superb4 reviews5

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and tra....

    Free Cancellation
    Private Tour
    Start From $169.99
 
 

Afternoon Sail With the Whales from Ma'alaea Harbor

(5 of 4 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
Private Tour
Start From $91.89
 
Afternoon Sail With the Whales from Ma'alaea Harbor

Afternoon Sail With the Whales from Ma'alaea Harbor

  • USA
  • Superb4 reviews5

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

    Free Cancellation
    Private Tour
    Start From $91.89
 
 

Private Catamaran Charter in Waikiki (7-12 Guests)

(5 of 4 reviews)

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it will show NO AVAILABILITY. If you have 1-6 guests, you can book under our other listing labeled for 1-6 guests.) This 48-foot ca... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Catamaran Charter in Waikiki (7-12 Guests) Likely to Sell Out

Private Catamaran Charter in Waikiki (7-12 Guests)

  • USA
  • Superb4 reviews5

(IMPORTANT: Make sure you have *over* 6 guests selected to see availability for this activity, or it....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

6-Hour Sailing Charter from Fort Lauderdale

(5 of 3 reviews)

Enjoy some time on the water with this 6-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
 
6-Hour Sailing Charter from Fort Lauderdale Likely to Sell Out

6-Hour Sailing Charter from Fort Lauderdale

  • USA
  • Superb3 reviews5

Enjoy some time on the water with this 6-Hour Full Day Sailing Charter located in Fort Lauderdale. Y....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

San Diego's first ever Family Sailing Tours

(5 of 5 reviews)

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monke... More

Free Cancellation
Private Tour
Start From $475.00
 
San Diego's first ever Family Sailing Tours Likely to Sell Out

San Diego's first ever Family Sailing Tours

  • USA
  • Superb5 reviews5

We are based in San Diego and we are designed for families. Our whole mission is to bring families c....

    Free Cancellation
    Private Tour
    Start From $475.00
 
 

Private Swim and Sail Charter (Kewalo Harbor)

(5 of 5 reviews)

A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). This experience is customization in its duration and activity *Viewing marine life is not guaranteed but we do... More

Free Cancellation
Private Tour
Start From $1,800.00
 
Private Swim and Sail Charter (Kewalo Harbor) Likely to Sell Out

Private Swim and Sail Charter (Kewalo Harbor)

  • USA
  • Superb5 reviews5

A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and....

    Free Cancellation
    Private Tour
    Start From $1,800.00
 
 

2-hour Customizable Private Day Sail in Key West

(1 of 1 review)

This 2-hour, customizable day sail allows for you to experience the pristine Florida Keys water upon one of our historic schooners. This trip has a capacity of up to 26 people, and a selection of sodas, beer, and wine are included... More

Free Cancellation
Private Tour
Start From $2,100.00
 
2-hour Customizable Private Day Sail in Key West Likely to Sell Out

2-hour Customizable Private Day Sail in Key West

  • USA

This 2-hour, customizable day sail allows for you to experience the pristine Florida Keys water upon....

    Free Cancellation
    Private Tour
    Start From $2,100.00
 
 

Ft Myers Beach Tiki Pub Tropical Beach Getaway Cruise

(5 of 13 reviews)

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pals on ou... More

Free Cancellation
Private Tour
Start From $89.00
 
Ft Myers Beach Tiki Pub Tropical Beach Getaway Cruise Likely to Sell Out

Ft Myers Beach Tiki Pub Tropical Beach Getaway Cruise

  • USA
  • Superb13 reviews5

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get so....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People

(5 of 13 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 $1,595.00
 
3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People Likely to Sell Out

3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People

  • USA
  • Superb13 reviews5

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

    Free Cancellation
    Private Tour
    Start From $1,595.00
 
 

Morning Charleston Harbor Sail Lux Catamaran Shade and Seating

(1 of 1 review)

Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the Charleston's premier 50-foot catamaran. Designed for stunning views in the South's picturesque setting, this 2-hour sail gives yo... More

Free Cancellation
Private Tour
Start From $38.00
 
Morning Charleston Harbor Sail Lux Catamaran Shade and Seating Likely to Sell Out

Morning Charleston Harbor Sail Lux Catamaran Shade and Seating

  • USA

Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the....

    Free Cancellation
    Private Tour
    Start From $38.00
 
 

Themed and Special Event Cruise in Chesapeake Bay

(5 of 1 review)

This cruise is a unique way to celebrate that special event in your life while cruising on your very own private sailing yacht. You and a guest or you and 5 of your best friends will all help you celebrate that birthday, anniversa... More

Free Cancellation
Private Tour
Start From $699.00
 
Themed and Special Event Cruise in Chesapeake Bay Likely to Sell Out

Themed and Special Event Cruise in Chesapeake Bay

  • USA
  • Superb1 review5

This cruise is a unique way to celebrate that special event in your life while cruising on your very....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Early Sail with the Whales from Ma'alaea Harbor

(3.3 of 3 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
Private Tour
Start From $91.89
 
Early Sail with the Whales from Ma'alaea Harbor Likely to Sell Out

Early Sail with the Whales from Ma'alaea Harbor

  • USA
  • Good3 reviews3.3

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

    Free Cancellation
    Private Tour
    Start From $91.89
 
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