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Top 10 Best USA Sailing Trips

Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 9
 

Private Guided Sunset and Eco Tour up to 6 Passengers

(5 of 81 reviews)

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a cooler with bottled water a... More

Free Cancellation
Private Tour
Start From $249.99
 
Private Guided Sunset and Eco Tour up to 6 Passengers

Private Guided Sunset and Eco Tour up to 6 Passengers

  • USA
  • Superb81 reviews5

Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....

    Free Cancellation
    Private Tour
    Start From $249.99
 
 

St Augustine Nights of Lights Tour with Live Music and Sunset Opt

(4.6 of 71 reviews)

Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday magic from the water, giving guests sweeping, unobstructed views of the illuminated bayfront, the Bridge of Lions, and Castillo de... More

Free Cancellation
Private Tour
Start From $82.00
 
St Augustine Nights of Lights Tour with Live Music and Sunset Opt

St Augustine Nights of Lights Tour with Live Music and Sunset Opt

  • USA
  • Superb71 reviews4.6

Fury’s Nights of Lights cruises offer a one-of-a-kind way to experience St. Augustine’s holiday ....

    Free Cancellation
    Private Tour
    Start From $82.00
 
 

Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach

(4.5 of 77 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
Private Tour
Start From $34.95
 
Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach

Fins Up - Dolphin & Island Sandbar Adventure in Clearwater Beach

  • USA
  • Exellent77 reviews4.5

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

    Free Cancellation
    Private Tour
    Start From $34.95
 
 

Public Daytime Sailing Cruise

(5 of 49 reviews)

Experience the beauty of Lake Champlain from a unique perspective aboard classic Friendship Sloops, Friend Ship and Wild Rose. With a maximum of 10 guests, this intimate sailing adventure is perfect for anyone looking to escape th... More

Free Cancellation
Private Tour
Start From $85.00
 
Public Daytime Sailing Cruise

Public Daytime Sailing Cruise

  • USA
  • Superb49 reviews5

Experience the beauty of Lake Champlain from a unique perspective aboard classic Friendship Sloops, ....

    Free Cancellation
    Private Tour
    Start From $85.00
 
 

Champagne Dolphin Sail and Reef Snorkel

(4.6 of 11 reviews)

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the ... More

Free Cancellation
Private Tour
Start From $108.91
 
Champagne Dolphin Sail and Reef Snorkel

Champagne Dolphin Sail and Reef Snorkel

  • USA
  • Superb11 reviews4.6

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now l....

    Free Cancellation
    Private Tour
    Start From $108.91
 
 

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

(5 of 127 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

Private Hilton Head Sunset Sailing Tour with Dolphin Watching

  • USA
  • Superb127 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 Historic Schooner When And If Sunset Cruise

(4.8 of 144 reviews)

Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner When And If, commissioned by General George Patton in the late 1930s, and sail into a breathtaking Key West sunset. Raise a champ... More

Free Cancellation
Private Tour
Start From $117.18
 
Key West Historic Schooner When And If Sunset Cruise

Key West Historic Schooner When And If Sunset Cruise

  • USA
  • Superb144 reviews4.8

Historic Schooner. Champagne Sunset Toast. Elegant and Exclusive. Step aboard the historic schooner....

    Free Cancellation
    Private Tour
    Start From $117.18
 
 

Tiki Pub Glow Party Cruise (Adults only)

(4.9 of 18 reviews)

Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, sipping on your BYOB drinks. Experience the magic of the moonlit waters, paired with tunes and laughter. Join us for the most memora... More

Free Cancellation
Private Tour
Start From $79.95
 
Tiki Pub Glow Party Cruise (Adults only) Likely to Sell Out

Tiki Pub Glow Party Cruise (Adults only)

  • USA
  • Superb18 reviews4.9

Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, si....

    Free Cancellation
    Private Tour
    Start From $79.95
 
 

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

(4.8 of 8 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 $199.00
 
2 hours - Shared Sunset Sail along Historic St Augustine Bayfront Likely to Sell Out

2 hours - Shared Sunset Sail along Historic St Augustine Bayfront

  • USA
  • Superb8 reviews4.8

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

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Private Sunset Catamaran Sail in Cocoa Beach

(5 of 1 review)

Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the bea... More

Free Cancellation
Private Tour
Start From $337.87
 
Private Sunset Catamaran Sail in Cocoa Beach Likely to Sell Out

Private Sunset Catamaran Sail in Cocoa Beach

  • USA
  • Superb1 review5

Experience a magical sunset in with Cocoa Beach Catamaran Set sail into the golden hour and enjoy a....

    Free Cancellation
    Private Tour
    Start From $337.87
 
 

Private Therapy Sailing Adventure

(4.8 of 49 reviews)

Old Plank Adventures: Sail into Deep Tranquility LUXURY SAILING | THERAPEUTIC ESCAPES | GOURMET CUISINE | INTIMATE WILDLIFE ENCOUNTERS Immerse yourself in the timeless Mediterranean elegance along Southern California’s glitteri... More

Free Cancellation
Private Tour
Start From $400.00
 
Private Therapy Sailing Adventure Likely to Sell Out

Private Therapy Sailing Adventure

  • USA
  • Superb49 reviews4.8

Old Plank Adventures: Sail into Deep Tranquility LUXURY SAILING | THERAPEUTIC ESCAPES | GOURMET CUIS....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Dolphin Adventure Sail in Cocoa Beach

(4.9 of 237 reviews)

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

Free Cancellation
Private Tour
Start From $50.85
 
Dolphin Adventure Sail in Cocoa Beach Likely to Sell Out

Dolphin Adventure Sail in Cocoa Beach

  • USA
  • Superb237 reviews4.9

Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for....

    Free Cancellation
    Private Tour
    Start From $50.85
 
 

San Diego Wild Life Sailing Adventure Private

(5 of 2 reviews)

Set sail in San Diego on a private wildlife sailing adventure with hands-on participation encouraged, or relax and take in the scenery. Bring beer, wine, or snacks to enjoy on the water while aboard; soda pop is included, but plea... More

Free Cancellation
Private Tour
Start From $502.88
 
San Diego Wild Life Sailing Adventure Private Likely to Sell Out

San Diego Wild Life Sailing Adventure Private

  • USA
  • Superb2 reviews5

Set sail in San Diego on a private wildlife sailing adventure with hands-on participation encouraged....

    Free Cancellation
    Private Tour
    Start From $502.88
 
 

Sunset Catamaran Sail in Cocoa Beach

(4.9 of 197 reviews)

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning evening on the serene waters of the Banana River Lagoon. Our Sunset Sail is the perfect way to relax and take in the beauty of Floridaâ... More

Free Cancellation
Private Tour
Start From $56.49
 
Sunset Catamaran Sail in Cocoa Beach Likely to Sell Out

Sunset Catamaran Sail in Cocoa Beach

  • USA
  • Superb197 reviews4.9

Experience a Magical Sunset in Cocoa Beach! Set sail into the golden hour and enjoy a stunning eveni....

    Free Cancellation
    Private Tour
    Start From $56.49
 
 

Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed

(4.5 of 90 reviews)

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an unforgettable journey as we set sail into the golden hues of the evening sky, where you'll have the chance to witness majestic whal... More

Free Cancellation
Private Tour
Start From $67.97
 
Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed Likely to Sell Out

Waikiki 2 Hour Sunset Whale Watching Cruise Sightings Guaranteed

  • USA
  • Exellent90 reviews4.5

Experience the breathtaking beauty of nature with our Sunset Whale Watch excursion. Join us for an u....

    Free Cancellation
    Private Tour
    Start From $67.97
 
 

Private Sailing Charters in Oceanside CA

(5 of 5 reviews)

Explore the stunning Pacific waters with a private sailing charter in Oceanside, California. Enjoy a customizable sailing adventure tailored to your pace and interests, guided by a friendly, USCG licensed captain. Ideal for famili... More

Free Cancellation
Private Tour
Start From $450.00
 
Private Sailing Charters in Oceanside CA Likely to Sell Out

Private Sailing Charters in Oceanside CA

  • USA
  • Superb5 reviews5

Explore the stunning Pacific waters with a private sailing charter in Oceanside, California. Enjoy a....

    Free Cancellation
    Private Tour
    Start From $450.00
 
 

Top Rated San Diego Sunset Sail Classic Yacht 6 Guests

(4.9 of 363 reviews)

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. ... More

Free Cancellation
Private Tour
Start From $125.00
 
Top Rated San Diego Sunset Sail Classic Yacht 6 Guests Likely to Sell Out

Top Rated San Diego Sunset Sail Classic Yacht 6 Guests

  • USA
  • Superb363 reviews4.9

Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San ....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

(4.8 of 261 reviews)

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sail in Waikiki -Direct beach boarding — no harbor shuttle, no bus, no wasted time -Sail toward Diamond Head on the famous Waikiki ... More

Free Cancellation
Private Tour
Start From $53.36
 
Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value Likely to Sell Out

Waikiki: Afternoon Sail from Beach & Open Bar | Oahu - Best Value

  • USA
  • Superb261 reviews4.8

-Open bar fully included in $50 ticket: beer, wine, cocktails, and more -AMAZING value catamaran sai....

    Free Cancellation
    Private Tour
    Start From $53.36
 
 

Sunset Sail Tour

(4.9 of 94 reviews)

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, engage on this classic 42 ft yacht, that accommodates a 6 passenger maximum for an intimate cruise through the waters of Wrightsvill... More

Free Cancellation
Private Tour
Start From $125.00
 
Sunset Sail Tour Likely to Sell Out

Sunset Sail Tour

  • USA
  • Superb94 reviews4.9

Take a 2.0 hour sailing cruise on a Sparkman and Stephens Sailing Yacht. With your small-group, enga....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

(4.9 of 893 reviews)

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallory Square, Sunset Pier, Sand K... More

Free Cancellation
Private Tour
Start From $122.59
 
Key West Schooner Sunset Sail with Bar & Hors d'oeuvres Likely to Sell Out

Key West Schooner Sunset Sail with Bar & Hors d'oeuvres

  • USA
  • Superb893 reviews4.9

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in....

    Free Cancellation
    Private Tour
    Start From $122.59
 
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