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Top 10 Best USA Sailing Trips

Found 452 Sailing Trips activities in USA. Sort by Popularity. - Page 22
 

Wing Suping Wing Foiling without the Foil

(5 of 2 reviews)

Learn WingSUPing on Lake Hartwell in Fair Play, South Carolina — the easiest and safest way to experience wind sports. This beginner‑friendly session uses a stable stand‑up paddleboard and a lightweight inflatable wing, maki... More

Free Cancellation
Private Tour
Start From $150.00
 
Wing Suping Wing Foiling without the Foil

Wing Suping Wing Foiling without the Foil

  • USA
  • Superb2 reviews5

Learn WingSUPing on Lake Hartwell in Fair Play, South Carolina — the easiest and safest way to exp....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Intimate 2 Hour Sunset Public Sail on the newest sailboat

(5 of 2 reviews)

Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-Hour Sunset Public Sail offers the perfect balance. With a maximum of just six guests onboard, you’ll enjoy a peaceful, uncrowde... More

Free Cancellation
Private Tour
Start From $166.67
 
Intimate 2 Hour Sunset Public Sail on the newest sailboat Likely to Sell Out

Intimate 2 Hour Sunset Public Sail on the newest sailboat

  • USA
  • Superb2 reviews5

Looking for an intimate sunset sailing experience without booking an entire private charter? Your 2-....

    Free Cancellation
    Private Tour
    Start From $166.67
 
 

Private Afternoon Snorkel with Sunset Sail in Key West

(5 of 4 reviews)

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that special someone! Soak up the afternoon sun and cool off in the bright aqua waters of the Keys as you snorkel and explore Florida's a... More

Free Cancellation
Private Tour
Start From $995.00
 
Private Afternoon Snorkel with Sunset Sail in Key West Likely to Sell Out

Private Afternoon Snorkel with Sunset Sail in Key West

  • USA
  • Superb4 reviews5

Please Note: Price of $695 is for up to 6 guests. Enjoy this private charter with friends or that sp....

    Free Cancellation
    Private Tour
    Start From $995.00
 
 

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
 
 

Bachelorette Sailing Party on San Diego Bay up to 6 Guests

(4.4 of 7 reviews)

Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea l... More

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

Bachelorette Sailing Party on San Diego Bay up to 6 Guests

  • USA
  • Exellent7 reviews4.4

Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Private Sunset Sail in San Diego

(4.4 of 7 reviews)

We are a small charter company we offer a personal experience that is flexible to our guests needs. Sailing Is our speciality and we will try to sail our best to shut down the engine and sail by wind power.... More

Free Cancellation
Private Tour
Start From $209.00
 
Private Sunset Sail in San Diego Likely to Sell Out

Private Sunset Sail in San Diego

  • USA
  • Exellent7 reviews4.4

We are a small charter company we offer a personal experience that is flexible to our guests needs. ....

    Free Cancellation
    Private Tour
    Start From $209.00
 
 

Sunset Sail on the Tall Ship Matthew Turner in San Francisco Bay

(4.4 of 7 reviews)

Set sail on the tall ship Matthew Turner and soak in the stunning sunset views of San Francisco Bay, including iconic sights like the Golden Gate Bridge, Alcatraz, and Angel Island. This unique experience combines adventure with t... More

Free Cancellation
Private Tour
Start From $99.00
 
Sunset Sail on the Tall Ship Matthew Turner in San Francisco Bay Likely to Sell Out

Sunset Sail on the Tall Ship Matthew Turner in San Francisco Bay

  • USA
  • Exellent7 reviews4.4

Set sail on the tall ship Matthew Turner and soak in the stunning sunset views of San Francisco Bay,....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Private Sightseeing Charter in Frenchman Bay

(4.2 of 5 reviews)

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore the Porcupine Islands and Egg Rock. See beautiful views of Acadia National Park from the sea. Learn some history of coastal Maine a... More

Free Cancellation
Private Tour
Start From $700.00
 
Private Sightseeing Charter in Frenchman Bay Likely to Sell Out

Private Sightseeing Charter in Frenchman Bay

  • USA
  • Exellent5 reviews4.2

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore t....

    Free Cancellation
    Private Tour
    Start From $700.00
 
 

Tuesday Night Lights: McCovey Cove Sail

(4.2 of 5 reviews)

The ballpark season has arrived! Tuesday Night Lights trips are the perfect way to welcome summer on the San Francisco Bay and root for the home team! Depart from Pier39, take a relaxing sail along the city-front, and settle into ... More

Free Cancellation
Private Tour
Start From $95.00
 
Tuesday Night Lights: McCovey Cove Sail Likely to Sell Out

Tuesday Night Lights: McCovey Cove Sail

  • USA
  • Exellent5 reviews4.2

The ballpark season has arrived! Tuesday Night Lights trips are the perfect way to welcome summer on....

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Private Couples Sunset Sailing Tour in San Diego

(4.2 of 5 reviews)

A Sunset 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 sunset sailing charters and boat tours. Your sunset saili... More

Free Cancellation
Private Tour
Start From $800.00
 
Private Couples Sunset Sailing Tour in San Diego Likely to Sell Out

Private Couples Sunset Sailing Tour in San Diego

  • USA
  • Exellent5 reviews4.2

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

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Private Charter Day Tripper Boat for 14 People

(4.2 of 5 reviews)

4-Hour Private Cruise Exclusively Reserved for Your Party! Includes a Fun and Experienced Captain, Clean Restroom, Large Cooler, and A Premium Bluetooth Sound System For You To Play What You’d Like! You Can Also Add A Photograph... More

Special Offer
Free Cancellation
Private Tour
Start From $1,107.69
(Saving 10% ) $1,230.77
 
-10% Private Charter Day Tripper Boat for 14 People Likely to Sell Out

Private Charter Day Tripper Boat for 14 People

  • USA
  • Exellent5 reviews4.2

4-Hour Private Cruise Exclusively Reserved for Your Party! Includes a Fun and Experienced Captain, C....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,107.69
    (Saving 10% ) $1,230.77
 
 

Private Half Day Sailing Charter in Penobscot Bay

(4.2 of 5 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $475.00
(Saving inf% ) $0.00
 
-inf% Private Half Day Sailing Charter in Penobscot Bay Likely to Sell Out

Private Half Day Sailing Charter in Penobscot Bay

  • USA
  • Exellent5 reviews4.2

There are a lot of ways to get out on the water in Maine, but at Sailing Sasa, we make every charter....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $475.00
    (Saving inf% ) $0.00
 
 

Oyster Bay Three Hour Sailing Experience

(4.2 of 5 reviews)

Set sail on Long Island's Gold Coast with a private 3-hour sailing charter for up to 6 guests aboard WINDSWEPT, a Jeanneau 36i. This charter offers flexible departure times, allowing you to choose a start time that suits your sche... More

Special Offer
Free Cancellation
Private Tour
Start From $825.00
(Saving inf% ) $0.00
 
-inf% Oyster Bay Three Hour Sailing Experience Likely to Sell Out

Oyster Bay Three Hour Sailing Experience

  • USA
  • Exellent5 reviews4.2

Set sail on Long Island's Gold Coast with a private 3-hour sailing charter for up to 6 guests aboard....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $825.00
    (Saving inf% ) $0.00
 
 

All Inclusive Half Day Sunset Catamaran Adventure

(4.2 of 5 reviews)

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks,... More

Special Offer
Free Cancellation
Private Tour
Start From $2,000.00
(Saving inf% ) $0.00
 
-inf% All Inclusive Half Day Sunset Catamaran Adventure Likely to Sell Out

All Inclusive Half Day Sunset Catamaran Adventure

  • USA
  • Exellent5 reviews4.2

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and cr....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $2,000.00
    (Saving inf% ) $0.00
 
 

Epic 34 Catamaran Sailing and Snorkeling Adventure

(4.2 of 5 reviews)

Epic 34' catamaran sailing and snorkeling in Waikiki Bay. With Diamond as the back drop you lay back and enjoy the amazing views.... More

Special Offer
Free Cancellation
Private Tour
Start From $299.00
(Saving inf% ) $0.00
 
-inf% Epic 34 Catamaran Sailing and Snorkeling Adventure Likely to Sell Out

Epic 34 Catamaran Sailing and Snorkeling Adventure

  • USA
  • Exellent5 reviews4.2

Epic 34' catamaran sailing and snorkeling in Waikiki Bay. With Diamond as the back drop you lay back....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $299.00
    (Saving inf% ) $0.00
 
 

Private Dolphin Catamaran Sail In Cocoa Beach

(4.2 of 5 reviews)

Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter playful dolph... More

Special Offer
Free Cancellation
Private Tour
Start From $337.87
(Saving inf% ) $0.00
 
-inf% Private Dolphin Catamaran Sail In Cocoa Beach Likely to Sell Out

Private Dolphin Catamaran Sail In Cocoa Beach

  • USA
  • Exellent5 reviews4.2

Experience the Magic of Cocoa Beach with Our Dolphin Tour! Join Cocoa Beach Catamaran for an unforg....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $337.87
    (Saving inf% ) $0.00
 
 

Private Sailing Charters on La Vie Dansante

(4.2 of 5 reviews)

Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your favorite people and set sail on our spacious 48' private yacht "La Vie Dansante" through Florida’s stunning Intracoastal Waterway.... More

Special Offer
Free Cancellation
Private Tour
Start From $800.00
(Saving inf% ) $0.00
 
-inf% Private Sailing Charters on La Vie Dansante Likely to Sell Out

Private Sailing Charters on La Vie Dansante

  • USA
  • Exellent5 reviews4.2

Jump aboard Hannah Banana Boat Charters for the ultimate small-group water adventure! Gather your fa....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $800.00
    (Saving inf% ) $0.00
 
 

Sausalito Shared Sailing Tour 4 Day Voyage

(4.2 of 5 reviews)

Set sail on a transformative multi-day adventure aboard the tall ship Matthew Turner, navigating the stunning coastal waters of Northern California. Under the guidance of a skilled crew, learn essential sailing techniques from lin... More

Special Offer
Free Cancellation
Private Tour
Start From $1,595.00
(Saving inf% ) $0.00
 
-inf% Sausalito Shared Sailing Tour 4 Day Voyage Likely to Sell Out

Sausalito Shared Sailing Tour 4 Day Voyage

  • USA
  • Exellent5 reviews4.2

Set sail on a transformative multi-day adventure aboard the tall ship Matthew Turner, navigating the....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,595.00
    (Saving inf% ) $0.00
 
 

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

Special Offer
Free Cancellation
Private Tour
Start From $599.00
(Saving inf% ) $0.00
 
-inf% 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....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $599.00
    (Saving inf% ) $0.00
 
 

Private Catamaran Charter for Exclusive Celebrations

(5 of 2 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $1,500.00
(Saving inf% ) $0.00
 
-inf% Private Catamaran Charter for Exclusive Celebrations Likely to Sell Out

Private Catamaran Charter for Exclusive Celebrations

  • USA
  • Superb2 reviews5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,500.00
    (Saving inf% ) $0.00
 
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