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Top 10 Best USA Sailing Trips

Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 21
 

1 Hour Lake Union Cruise - up to 8 people

(5 of 1 review)

Semi-Private charter (up to 8 people) Whether you’re looking for a date night/friends’ night out on the water, team building event or family gathering, Mocha is the perfect boat for all occasions. Pack a picnic and join us on... More

Start From $300.00
 
1 Hour Lake Union Cruise - up to 8 people Likely to Sell Out

1 Hour Lake Union Cruise - up to 8 people

  • USA
  • Superb1 review5

Semi-Private charter (up to 8 people) Whether you’re looking for a date night/friends’ night ou....

    Start From $300.00
 
 

Private Soothe Sailing Retreat in Charleston

(5 of 1 review)

Set sail on a journey of mindfulness and relaxation with a Private Soothe Sailing Retreat in Charleston. Perfect for groups of up to 12, this serene experience invites you to engage in guided breathwork and meditation amidst the t... More

Free Cancellation
Private Tour
Start From $875.00
 
Private Soothe Sailing Retreat in Charleston Likely to Sell Out

Private Soothe Sailing Retreat in Charleston

  • USA
  • Superb1 review5

Set sail on a journey of mindfulness and relaxation with a Private Soothe Sailing Retreat in Charles....

    Free Cancellation
    Private Tour
    Start From $875.00
 
 

Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise

(5 of 2 reviews)

There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Your Captain/Entertainer will make sure you have everything you need, and bring the party with custom curated playlists, Tiki-Oki, a... More

Free Cancellation
Private Tour
Start From $599.00
 
Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise Likely to Sell Out

Fort Myers: Tiki Pub VIP Private Tropical Sandbar Getaway Cruise

  • USA
  • Superb2 reviews5

There's nothing quite like cruising the calm waters of Fort Myers Beach on your custom Tiki Boat. Yo....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Private Daytime Picnic Boat Cruise (Up to 6 Passengers)

(5 of 2 reviews)

Set sail on Lake Champlain for a one-of-a-kind adventure where the route is guided entirely by the wind—ensuring no two cruises are ever the same. As you glide across the water, your captain shares local stories while exploring ... More

Free Cancellation
Private Tour
Start From $550.00
 
Private Daytime Picnic Boat Cruise (Up to 6 Passengers) Likely to Sell Out

Private Daytime Picnic Boat Cruise (Up to 6 Passengers)

  • USA
  • Superb2 reviews5

Set sail on Lake Champlain for a one-of-a-kind adventure where the route is guided entirely by the w....

    Free Cancellation
    Private Tour
    Start From $550.00
 
 

San Diego Sailing 4 Hours Wildlife Adventure Sign on Activity

(5 of 2 reviews)

We are a hands on sailing adventure we encourage our guests to participate. Guests who chose to relax and enjoy the scenery and vibe are welcome to do so, you may bring beer or wine or other snacks no red wine please.... More

Free Cancellation
Private Tour
Start From $229.00
 
San Diego Sailing 4 Hours Wildlife Adventure Sign on Activity Likely to Sell Out

San Diego Sailing 4 Hours Wildlife Adventure Sign on Activity

  • USA
  • Superb2 reviews5

We are a hands on sailing adventure we encourage our guests to participate. Guests who chose to rela....

    Free Cancellation
    Private Tour
    Start From $229.00
 
 

Glass Bottom Boat Morning Coffee Cruise in Waikiki

(5 of 2 reviews)

Wake up to the serene beauty of Waikiki on the Morning Coffee Cruise, where you can savor locally roasted Ali’i Coffee Co. and fresh pastries while gliding along the coastline. This 1.5-hour cruise departs at 7:30 AM from Kewalo... More

Free Cancellation
Private Tour
Start From $89.00
 
Glass Bottom Boat Morning Coffee Cruise in Waikiki Likely to Sell Out

Glass Bottom Boat Morning Coffee Cruise in Waikiki

  • USA
  • Superb2 reviews5

Wake up to the serene beauty of Waikiki on the Morning Coffee Cruise, where you can savor locally ro....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Private Daytime Sailing Cruise on Lake Champlain 12 Passengers

(5 of 5 reviews)

Set sail on Lake Champlain aboard the classic Friendship Sloop, where stunning views of the Adirondack and Green Mountains await. This private two-hour cruise accommodates groups of 2 to 12, allowing you to share the experience wi... More

Free Cancellation
Private Tour
Start From $800.00
 
Private Daytime Sailing Cruise on Lake Champlain 12 Passengers Likely to Sell Out

Private Daytime Sailing Cruise on Lake Champlain 12 Passengers

  • USA
  • Superb5 reviews5

Set sail on Lake Champlain aboard the classic Friendship Sloop, where stunning views of the Adironda....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Private Sailing Trip on Monterey Bay

(5 of 1 review)

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experience caters to all ages and interests. Venture along the coastline, soak in the vibrant wildlife, and enjoy the serene ocean atmosphe... More

Free Cancellation
Private Tour
Start From $965.00
 
Private Sailing Trip on Monterey Bay Likely to Sell Out

Private Sailing Trip on Monterey Bay

  • USA
  • Superb1 review5

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experienc....

    Free Cancellation
    Private Tour
    Start From $965.00
 
 

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

(4 of 3 reviews)

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with us. Our sa... More

Free Cancellation
Private Tour
Start From $800.00
 
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests Likely to Sell Out

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guest....

  • USA
  • Very Good3 reviews4

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San D....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Glass Bottom Boat Sunset and After Dark Reef Walker Cruise

(4 of 3 reviews)

Enjoy a stunning sunset cruise along the Waikiki coastline, where the heat softens and Diamond Head transforms into a silhouette against the vibrant sky. Departing from Kewalo Basin, this 90-minute journey offers panoramic views o... More

Free Cancellation
Private Tour
Start From $89.00
 
Glass Bottom Boat Sunset and After Dark Reef Walker Cruise Likely to Sell Out

Glass Bottom Boat Sunset and After Dark Reef Walker Cruise

  • USA
  • Very Good3 reviews4

Enjoy a stunning sunset cruise along the Waikiki coastline, where the heat softens and Diamond Head ....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

4th Of July Fireworks Cruise Experience in Lake Chatuge

(4 of 3 reviews)

Celebrate Independence Day with a festive 4th of July fireworks boat experience on Lake Chatuge. Travelers are collected from the pickup location to cruise past scenic lake houses and neighborhood celebrations, concluding the even... More

Free Cancellation
Private Tour
Start From $620.00
 
4th Of July Fireworks Cruise Experience in Lake Chatuge Likely to Sell Out

4th Of July Fireworks Cruise Experience in Lake Chatuge

  • USA
  • Very Good3 reviews4

Celebrate Independence Day with a festive 4th of July fireworks boat experience on Lake Chatuge. Tra....

    Free Cancellation
    Private Tour
    Start From $620.00
 
 

MegaChill Swimming Adventure in Lake Chatuge

(4 of 3 reviews)

Enjoy swimming and lounging in the clear waters of MegaChill Cove aboard a private pontoon on Lake Chatuge. The boat comes equipped with a giant MegaChill float that holds up to eight people, a built-in Bluetooth sound system, an ... More

Free Cancellation
Private Tour
Start From $168.00
 
MegaChill Swimming Adventure in Lake Chatuge Likely to Sell Out

MegaChill Swimming Adventure in Lake Chatuge

  • USA
  • Very Good3 reviews4

Enjoy swimming and lounging in the clear waters of MegaChill Cove aboard a private pontoon on Lake C....

    Free Cancellation
    Private Tour
    Start From $168.00
 
 

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 $790.00
 
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 $790.00
 
 

Key West Private Celebration of Life Memorial Charter

(5 of 1 review)

Your family is the only group aboard - this is never a shared or attended scattering, where ashes go out with a stranger's. A USCG-licensed local captain plans the ceremony with you by phone beforehand: the readings, the music, wh... More

Free Cancellation
Private Tour
Start From $995.00
 
Key West Private Celebration of Life Memorial Charter Likely to Sell Out

Key West Private Celebration of Life Memorial Charter

  • USA
  • Superb1 review5

Your family is the only group aboard - this is never a shared or attended scattering, where ashes go....

    Free Cancellation
    Private Tour
    Start From $995.00
 
 

Private Sunset Cruise in Lake Chatuge

(5 of 1 review)

We offer a tranquil sunset cruise aboard spacious tri-toon boats, surrounded by mountain and water views. Guests can savor the romantic atmosphere on deck, share time with friends, and enjoy the peacefulness of the lake while brin... More

Free Cancellation
Private Tour
Start From $60.00
 
Private Sunset Cruise in Lake Chatuge Likely to Sell Out

Private Sunset Cruise in Lake Chatuge

  • USA
  • Superb1 review5

We offer a tranquil sunset cruise aboard spacious tri-toon boats, surrounded by mountain and water v....

    Free Cancellation
    Private Tour
    Start From $60.00
 
 

Casco Bay Sailing Escape: Half Day Custom Boat Charter

(5 of 1 review)

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully ... More

Free Cancellation
Private Tour
Start From $199.00
 
Casco Bay Sailing Escape: Half Day Custom Boat Charter Likely to Sell Out

Casco Bay Sailing Escape: Half Day Custom Boat Charter

  • USA
  • Superb1 review5

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, r....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Chesapeake Bay Private Cruise

(4.4 of 7 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 $736.00
 
Chesapeake Bay Private Cruise Likely to Sell Out

Chesapeake Bay Private Cruise

  • USA
  • Exellent7 reviews4.4

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 $736.00
 
 

Waikiki Turtle Reef Snorkel and 850 Foot Parasailing Bundle

(4.4 of 7 reviews)

Experience Waikīkī above and below the water with a snorkeling and parasailing combo. Cruise aboard a glass-bottom boat to a known Hawaiian green sea turtle—or honu—hangout. After a safety briefing and gear fitting, join an... More

Free Cancellation
Private Tour
Start From $150.00
 
Waikiki Turtle Reef Snorkel and 850 Foot Parasailing Bundle Likely to Sell Out

Waikiki Turtle Reef Snorkel and 850 Foot Parasailing Bundle

  • USA
  • Exellent7 reviews4.4

Experience Waikīkī above and below the water with a snorkeling and parasailing combo. Cruise aboa....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

2 Hour Karaoke Cruise Experience in Lake Chatuge

(5 of 1 review)

Join us for an amazing karaoke cruise across the gorgeous waters of Lake Chatuge! Belt out your favorite tunes or just kick back and enjoy the mountain views while cheering on your crew. It’s the ultimate combination of relaxati... More

Free Cancellation
Private Tour
Start From $530.00
 
2 Hour Karaoke Cruise Experience in Lake Chatuge Likely to Sell Out

2 Hour Karaoke Cruise Experience in Lake Chatuge

  • USA
  • Superb1 review5

Join us for an amazing karaoke cruise across the gorgeous waters of Lake Chatuge! Belt out your favo....

    Free Cancellation
    Private Tour
    Start From $530.00
 
 

Private Catamaran Charter for Exclusive Celebrations

(5 of 1 review)

Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Perfect for exclusive celebrations or a fun day with family and friends, this rental offers total freedom to create memorable experie... More

Free Cancellation
Private Tour
Start From $1,500.00
 
Private Catamaran Charter for Exclusive Celebrations Likely to Sell Out

Private Catamaran Charter for Exclusive Celebrations

  • USA
  • Superb1 review5

Enjoy the luxury of having your own 35-passenger catamaran for a private charter on the Pacific. Per....

    Free Cancellation
    Private Tour
    Start From $1,500.00
 
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