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Top 10 Best USA Sailing Trips

Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 13
 

Scenic Day Sails in Newport Harbor and Narragansett Bay Aquidneck

(5 of 31 reviews)

Set sail aboard Aquidneck on a memorable journey through Newport Harbor and Narragansett Bay, where the winds are perfect for an afternoon adventure. Guests can relax and soak in the stunning views of iconic landmarks like the Pel... More

Free Cancellation
Start From $55.00
 
Scenic Day Sails in Newport Harbor and Narragansett Bay Aquidneck

Scenic Day Sails in Newport Harbor and Narragansett Bay Aquidneck

  • USA
  • Superb31 reviews5

Set sail aboard Aquidneck on a memorable journey through Newport Harbor and Narragansett Bay, where ....

    Free Cancellation
    Start From $55.00
 
 

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

(5 of 721 reviews)

Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the horizon for dolphins and whales (seasonal) from our shaded cabin or sunny splash nets. Snorkel calm waters and lush coral gardens u... More

Free Cancellation
Start From $189.00
 
Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

Kealakekua Bay (Captain Cook Monument) Snorkel and Sail Adventure

  • USA
  • Superb721 reviews5

Join us aboard our luxurious 50’ catamaran “Kona Style”, as we sail the Kona coast. Scan the h....

    Free Cancellation
    Start From $189.00
 
 

Tapas Tasting Sailboat Experience in Houston

(5 of 721 reviews)

Enjoy a unique sailing experience with our 2-hour tapas sail in Kemah, Houston. This curated event blends the elegance of sailing with Mediterranean-inspired tapas, allowing you to savor five seasonal dishes while cruising on a cl... More

Free Cancellation
Start From $195.00
 
Tapas Tasting Sailboat Experience in Houston

Tapas Tasting Sailboat Experience in Houston

  • USA
  • Superb721 reviews5

Enjoy a unique sailing experience with our 2-hour tapas sail in Kemah, Houston. This curated event b....

    Free Cancellation
    Start From $195.00
 
 
-10% Polynesian Canoe Morning Sail

Polynesian Canoe Morning Sail

(5 of 18 reviews)

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More

Special Offer
Free Cancellation
Start From $180.00
(Saving 10% ) $200.00
 
-10% Polynesian Canoe Morning Sail

Polynesian Canoe Morning Sail

  • USA
  • Superb18 reviews5

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....

    Special Offer
    Free Cancellation
    Start From $180.00
    (Saving 10% ) $200.00
 
 
-inf% Sunset Sail Cruise in Key West

Sunset Sail Cruise in Key West

(4.9 of 297 reviews)

Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail scho... More

Special Offer
Free Cancellation
Start From $102.12
(Saving inf% ) $0.00
 
-inf% Sunset Sail Cruise in Key West

Sunset Sail Cruise in Key West

  • USA
  • Superb297 reviews4.9

Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We ....

    Special Offer
    Free Cancellation
    Start From $102.12
    (Saving inf% ) $0.00
 
 
-inf% Waikiki small group turtle snorkeling & sailing

Waikiki small group turtle snorkeling & sailing

(5 of 105 reviews)

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More

Special Offer
Free Cancellation
Start From $99.00
(Saving inf% ) $0.00
 
-inf% Waikiki small group turtle snorkeling & sailing

Waikiki small group turtle snorkeling & sailing

  • USA
  • Superb105 reviews5

Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....

    Special Offer
    Free Cancellation
    Start From $99.00
    (Saving inf% ) $0.00
 
 
-inf% 3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People

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

(5 of 1 review)

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

Special Offer
Free Cancellation
Private Tour
Start From $1,595.00
(Saving inf% ) $0.00
 
-inf% 3hr Luxury Private Sailing Catamaran in Waikiki for 1 to 6 People

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

  • USA
  • Superb1 review5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $1,595.00
    (Saving inf% ) $0.00
 
 
-inf% Key West: Sunset Sail + Reef Snorkel & Sandbar

Key West: Sunset Sail + Reef Snorkel & Sandbar

(5 of 56 reviews)

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows yo... More

Special Offer
Free Cancellation
Private Tour
Start From $143.05
(Saving inf% ) $0.00
 
-inf% Key West: Sunset Sail + Reef Snorkel & Sandbar

Key West: Sunset Sail + Reef Snorkel & Sandbar

  • USA
  • Superb56 reviews5

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. Wh....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $143.05
    (Saving inf% ) $0.00
 
 
-inf% Sailboat Cruise on Chesapeake Bay

Sailboat Cruise on Chesapeake Bay

(4.8 of 42 reviews)

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay, powered only by wind! This cruise sails at 9 am, 12 Noon and 3 pm, Tuesday - Sunday and on Mondays fo... More

Special Offer
Free Cancellation
Private Tour
Start From $116.00
(Saving inf% ) $0.00
 
-inf% Sailboat Cruise on Chesapeake Bay

Sailboat Cruise on Chesapeake Bay

  • USA
  • Superb42 reviews4.8

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides th....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $116.00
    (Saving inf% ) $0.00
 
 
-inf% Lahaina Maui Midmorning Whale Watch in the Humpback Sanctuary

Lahaina Maui Midmorning Whale Watch in the Humpback Sanctuary

(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

Special Offer
Free Cancellation
Private Tour
Start From $110.28
(Saving inf% ) $0.00
 
-inf% Lahaina Maui Midmorning Whale Watch in the Humpback Sanctuary

Lahaina Maui Midmorning Whale Watch in the Humpback Sanctuary

  • USA
  • Good3 reviews3.3

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $110.28
    (Saving inf% ) $0.00
 
 
-inf% Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres

Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres

(3.3 of 3 reviews)

Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise departing from the historic Key West Seaport. As the sails are raised and the breeze carries you across the sparkling Gulf waters, unwi... More

Special Offer
Free Cancellation
Private Tour
Start From $129.99
(Saving inf% ) $0.00
 
-inf% Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres

Key West Champagne Sunset Sail with Drinks and Hors d Oeuvres

  • USA
  • Good3 reviews3.3

Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise depar....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $129.99
    (Saving inf% ) $0.00
 
 
-inf% 2 Hours Cocktail Sail Aboard Bella

2 Hours Cocktail Sail Aboard Bella

(5 of 2 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

Special Offer
Free Cancellation
Private Tour
Start From $150.00
(Saving inf% ) $0.00
 
-inf% 2 Hours Cocktail Sail Aboard Bella

2 Hours Cocktail Sail Aboard Bella

  • USA
  • Superb2 reviews5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $150.00
    (Saving inf% ) $0.00
 
 
-inf% Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

(4.7 of 19 reviews)

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lē‘ahi), crystal blue waters, a gorgeous sunset, and from December-March, of course, the annual humpback whales!... More

Special Offer
Free Cancellation
Private Tour
Start From $70.00
(Saving inf% ) $0.00
 
-inf% Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

Waikiki Sunset Cruise Catamaran Boat Tour on Oahu

  • USA
  • Superb19 reviews4.7

Our tour offers a plethora of beautiful views such as Waikiki bay itself, Diamond head crater (Lēâ€....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $70.00
    (Saving inf% ) $0.00
 
 
-inf% Schooner Eastwind Sunset Sail to see the Maine Coastline

Schooner Eastwind Sunset Sail to see the Maine Coastline

(4.7 of 79 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

Special Offer
Free Cancellation
Private Tour
Start From $69.95
(Saving inf% ) $0.00
 
-inf% Schooner Eastwind Sunset Sail to see the Maine Coastline

Schooner Eastwind Sunset Sail to see the Maine Coastline

  • USA
  • Superb79 reviews4.7

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $69.95
    (Saving inf% ) $0.00
 
 
-inf% Baltimore Harbor Evening Sail on the Unforgettable

Baltimore Harbor Evening Sail on the Unforgettable

(4.6 of 5 reviews)

Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat yourself and a loved one on this elegant sailing experience.  It's BYOB,... More

Special Offer
Free Cancellation
Private Tour
Start From $75.00
(Saving inf% ) $0.00
 
-inf% Baltimore Harbor Evening Sail on the Unforgettable

Baltimore Harbor Evening Sail on the Unforgettable

  • USA
  • Superb5 reviews4.6

Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorg....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $75.00
    (Saving inf% ) $0.00
 
 
-inf% Private Sailing Experience on Galveston Bay

Private Sailing Experience on Galveston Bay

(5 of 1 review)

See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and discover a new way to travel aboard our luxury charter yacht. We offer the perfect blend of comfort and adventure, making it the ... More

Special Offer
Free Cancellation
Private Tour
Start From $800.00
(Saving inf% ) $0.00
 
-inf% Private Sailing Experience on Galveston Bay

Private Sailing Experience on Galveston Bay

  • USA
  • Superb1 review5

See the Texas Gulf Coast in a whole new way. Feel the sea breeze, explore the Texas Gulf Coast, and....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $800.00
    (Saving inf% ) $0.00
 
 
-inf% Fort Lauderdale Sailing Charter

Fort Lauderdale Sailing Charter

(5 of 404 reviews)

Embark on an unforgettable journey starting in Fort Lauderdale on the iconic New River, often called the “Venice of America.” This scenic waterway offers a beautiful blend of natural mangroves, luxurious waterfront homes, and ... More

Special Offer
Free Cancellation
Private Tour
Start From $150.00
(Saving inf% ) $0.00
 
-inf% Fort Lauderdale Sailing Charter

Fort Lauderdale Sailing Charter

  • USA
  • Superb404 reviews5

Embark on an unforgettable journey starting in Fort Lauderdale on the iconic New River, often called....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $150.00
    (Saving inf% ) $0.00
 
 
-inf% Private Sunset and Eco Tour in Destin Up to 18 Guests

Private Sunset and Eco Tour in Destin Up to 18 Guests

(5 of 44 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 full restroom, as well as a... More

Special Offer
Free Cancellation
Private Tour
Start From $450.00
(Saving inf% ) $0.00
 
-inf% Private Sunset and Eco Tour in Destin Up to 18 Guests

Private Sunset and Eco Tour in Destin Up to 18 Guests

  • USA
  • Superb44 reviews5

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $450.00
    (Saving inf% ) $0.00
 
 
-inf% Schooner Appledore Day Sail with Full Bar in Key West

Schooner Appledore Day Sail with Full Bar in Key West

(4.9 of 113 reviews)

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comf... More

Special Offer
Free Cancellation
Private Tour
Start From $49.00
(Saving inf% ) $0.00
 
-inf% Schooner Appledore Day Sail with Full Bar in Key West

Schooner Appledore Day Sail with Full Bar in Key West

  • USA
  • Superb113 reviews4.9

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th cen....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $49.00
    (Saving inf% ) $0.00
 
 
-inf% Suncoast Sailing's Day Sailing Experience!

Suncoast Sailing's Day Sailing Experience!

(4.9 of 117 reviews)

Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just wind in the sails, salt in the air, and the kind of quiet glide across t... More

Special Offer
Free Cancellation
Private Tour
Start From $64.99
(Saving inf% ) $0.00
 
-inf% Suncoast Sailing's Day Sailing Experience!

Suncoast Sailing's Day Sailing Experience!

  • USA
  • Superb117 reviews4.9

Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to fe....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $64.99
    (Saving inf% ) $0.00
 
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