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Top 10 Best USA Sailing Trips

Found 411 Sailing Trips activities in USA. Sort by Popularity. - Page 13
 

Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach

(4.6 of 52 reviews)

Guaranteed Dolphin Siting! Set Sail for Adventure. Explore Clearwater Beach on an Unforgettable Dolphin, Island Swim & Sunset Cruises. Enjoy your Island Sandbar stop at One Tree Island, where you can enjoy the beautiful waters... More

Free Cancellation
Start From $34.95
 
Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach

Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach

  • USA
  • Superb52 reviews4.6

Guaranteed Dolphin Siting! Set Sail for Adventure. Explore Clearwater Beach on an Unforgettable Do....

    Free Cancellation
    Start From $34.95
 
 

2hr. SUNSET Sailing Experience on San Francisco Bay

(5 of 23 reviews)

This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sailing Experience is "interactive" which means we want you to get the full experience of sailing so you'll have an opportunity to tak... More

Free Cancellation
Start From $149.00
 
2hr. SUNSET Sailing Experience on San Francisco Bay Likely to Sell Out

2hr. SUNSET Sailing Experience on San Francisco Bay

  • USA
  • Superb23 reviews5

This sailing experience is an Interactive sunset sailing adventure on San Francisco Bay! This Sail....

    Free Cancellation
    Start From $149.00
 
 

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

(5 of 118 reviews)

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound (North side of island - generally best conditions for sailing). During Sunset, This is generally still pretty breezy with some goo... More

Free Cancellation
Private Tour
Start From $525.00
 
Private Hilton Head Sunset Sailing Tour with Dolphin Watching Likely to Sell Out

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

  • USA
  • Superb118 reviews5

This 2 hour Private Sunset Sail, the Captain will take you (and up to 6 people) to Port Royal Sound ....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Key West Ultimate Beach Pass with Parasailing

(4.1 of 24 reviews)

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass. ... More

Free Cancellation
Private Tour
Start From $109.95
 
Key West Ultimate Beach Pass with Parasailing Likely to Sell Out

Key West Ultimate Beach Pass with Parasailing

  • USA
  • Exellent24 reviews4.1

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are....

    Free Cancellation
    Private Tour
    Start From $109.95
 
 

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

(4.7 of 67 reviews)

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour from rainforest to reef combines views high above Honolulu to snorkeling off a catamaran off Waikiki. Explore lush rainforest and... More

Free Cancellation
Private Tour
Start From $196.63
 
Half Day Oahu Combo Adventure: Bike, Sail and Snorkel Likely to Sell Out

Half Day Oahu Combo Adventure: Bike, Sail and Snorkel

  • USA
  • Superb67 reviews4.7

Join our Honolulu bike tour on the Bike, Sail & Snorkel adventure. This exhilarating Oahu combo tour....

    Free Cancellation
    Private Tour
    Start From $196.63
 
 

Waikiki Friday Night Fireworks Boat Cruise + NYE Special

(4.5 of 28 reviews)

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insights on local culture, marine life, and island tips. Bring your favorite beverages and join us for Waikiki's weekly fireworks displ... More

Free Cancellation
Private Tour
Start From $75.00
 
Waikiki Friday Night Fireworks Boat Cruise + NYE Special Likely to Sell Out

Waikiki Friday Night Fireworks Boat Cruise + NYE Special

  • USA
  • Exellent28 reviews4.5

Experience authentic aloha vibes with us. Our knowledgeable guides and crew are ready to share insig....

    Free Cancellation
    Private Tour
    Start From $75.00
 
 

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

(4.9 of 42 reviews)

Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a sunset sail adventure on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we... More

Free Cancellation
Private Tour
Start From $59.95
 
Schooner Applejack Sunset Sail Tour in Boothbay Harbor Likely to Sell Out

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

  • USA
  • Superb42 reviews4.9

Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Scho....

    Free Cancellation
    Private Tour
    Start From $59.95
 
 

2-Hour Sunset Sail from San Diego

(4.8 of 72 reviews)

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point Loma, and Coronado Island. Experience the setting sun cast its brilliant color... More

Free Cancellation
Private Tour
Start From $130.00
 
2-Hour Sunset Sail from San Diego Likely to Sell Out

2-Hour Sunset Sail from San Diego

  • USA
  • Superb72 reviews4.8

Leave your worries behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant w....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

Friday Night Catamaran Fireworks Sail with Open Bar

(4.8 of 56 reviews)

Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village display from the best seat on Oahu—the water. Every Friday night, you’ll glide along the coastline and experience an exclusive o... More

Free Cancellation
Private Tour
Start From $90.01
 
Friday Night Catamaran Fireworks Sail with Open Bar Likely to Sell Out

Friday Night Catamaran Fireworks Sail with Open Bar

  • USA
  • Superb56 reviews4.8

Set sail with Waikiki’s top-rated fireworks cruise and enjoy the famous Hilton Hawaiian Village di....

    Free Cancellation
    Private Tour
    Start From $90.01
 
 

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

(5 of 42 reviews)

Sail the Charleston Harbor, see dolphins, historic forts, or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $599.00
 
Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate Likely to Sell Out

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

  • USA
  • Superb42 reviews5

Sail the Charleston Harbor, see dolphins, historic forts, or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering

(5 of 40 reviews)

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht regattas. Fate is not only the most demanded but also the largest and nicest sailing yacht available for Charter in Charleston, kn... More

Free Cancellation
Private Tour
Start From $599.00
 
Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering Likely to Sell Out

Private Morning Sail/ Dolphin Tour on 50ft Fate, BYOB or Catering

  • USA
  • Superb40 reviews5

Sail the Charleston Harbor, see dolphins, amazing sunsets or even participate in real sailing yacht ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Private Sailboat Charter on San Francisco Bay

(5 of 8 reviews)

Sunny winter days can be the Best on San Francisco Bay! No Fog, gentle breeze and sunshine! 3 hour PRIVATE Charter with a unique experience aboard Carmelita, our beautiful and pristine Catalina 42 sailboat. We provide our clients ... More

Free Cancellation
Private Tour
Start From $995.00
 
Private Sailboat Charter on San Francisco Bay Likely to Sell Out

Private Sailboat Charter on San Francisco Bay

  • USA
  • Superb8 reviews5

Sunny winter days can be the Best on San Francisco Bay! No Fog, gentle breeze and sunshine! 3 hour P....

    Free Cancellation
    Private Tour
    Start From $995.00
 
 

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

(4.8 of 14 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 $1,150.00
 
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People Likely to Sell Out

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

  • USA
  • Superb14 reviews4.8

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

    Free Cancellation
    Private Tour
    Start From $1,150.00
 
 

2-Hour Sunset Sailing With Wine In Stock Island

(5 of 91 reviews)

Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indulge in a variety of IPA, Import or domestic beers. Taste an assortment of appetizers. Enjoy a beautiful sunset while on the water.... More

Free Cancellation
Private Tour
Start From $115.00
 
2-Hour Sunset Sailing With Wine In Stock Island Likely to Sell Out

2-Hour Sunset Sailing With Wine In Stock Island

  • USA
  • Superb91 reviews5

Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indu....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

New York City Live Jazz Sail

(4.8 of 13 reviews)

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's Cup in 1851, for a 2-hour sail around New York Harbor. Sit back and relax while enjoying live Jazz music played throughout this s... More

Free Cancellation
Private Tour
Start From $131.72
 
New York City Live Jazz Sail Likely to Sell Out

New York City Live Jazz Sail

  • USA
  • Superb13 reviews4.8

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's....

    Free Cancellation
    Private Tour
    Start From $131.72
 
 

New York Harbor Wine and Jazz Sail aboard Clipper City

(4.4 of 21 reviews)

Sail toward the sun setting behind the Statue of Liberty and return with the Manhattan skyline glittering before you—a view that captures New York at its very best. More than a cruise, this is an homage to the owner’s New York... More

Free Cancellation
Private Tour
Start From $140.08
 
New York Harbor Wine and Jazz Sail aboard Clipper City Likely to Sell Out

New York Harbor Wine and Jazz Sail aboard Clipper City

  • USA
  • Exellent21 reviews4.4

Sail toward the sun setting behind the Statue of Liberty and return with the Manhattan skyline glitt....

    Free Cancellation
    Private Tour
    Start From $140.08
 
 

Schooner Eastwind Sunset Sail to see the Maine Coastline

(4.7 of 61 reviews)

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape. Our goa... More

Free Cancellation
Private Tour
Start From $59.95
 
Schooner Eastwind Sunset Sail to see the Maine Coastline Likely to Sell Out

Schooner Eastwind Sunset Sail to see the Maine Coastline

  • USA
  • Superb61 reviews4.7

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the....

    Free Cancellation
    Private Tour
    Start From $59.95
 
 

New York City Skyline Lights Sail

(4.7 of 13 reviews)

Experience New York City from the water on classic Schooner Adirondack. Gaze at the city lights from the water and enjoy a peaceful setting as you escape the city and take to a quiet harbor at night. Key points about this activ... More

Free Cancellation
Private Tour
Start From $67.01
 
New York City Skyline Lights Sail Likely to Sell Out

New York City Skyline Lights Sail

  • USA
  • Superb13 reviews4.7

Experience New York City from the water on classic Schooner Adirondack. Gaze at the city lights fro....

    Free Cancellation
    Private Tour
    Start From $67.01
 
 

Captain Steve's Sailing Experience on Long Island

(5 of 10 reviews)

Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best enjoyed from the water. With Captain Steve's Sailing Experience, you can experience the beauty of the area from a unique perspecti... More

Free Cancellation
Private Tour
Start From $475.00
 
Captain Steve's Sailing Experience on Long Island Likely to Sell Out

Captain Steve's Sailing Experience on Long Island

  • USA
  • Superb10 reviews5

Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best ....

    Free Cancellation
    Private Tour
    Start From $475.00
 
 

Private 2-Hour Sunset Sailing Tour on Lake Fairview

(5 of 33 reviews)

Sunset Sailing Tour in Orlando | The Perfect Date Night Experience! Looking for something different to do in Orlando besides theme parks? Escape the crowds and experience the hidden beauty of Central Florida with an unforgettabl... More

Special Offer
Free Cancellation
Private Tour
Start From $79.20
(Saving 20% ) $99.00
 
-20% Private 2-Hour Sunset Sailing Tour on Lake Fairview Likely to Sell Out

Private 2-Hour Sunset Sailing Tour on Lake Fairview

  • USA
  • Superb33 reviews5

Sunset Sailing Tour in Orlando | The Perfect Date Night Experience! Looking for something differen....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $79.20
    (Saving 20% ) $99.00
 
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