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Top 10 Best USA Sailing Trips

Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 12
 

Tall Ship Adventure aboard the Schooner Californian with General Admission

(4.3 of 6 reviews)

Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launched with great fanfare for the 1984 Summer Olympic Games in Los Angeles. In July 2003, the Governor signed a bill into law designat... More

Start From $85.00
 
Tall Ship Adventure aboard the Schooner Californian with General Admission

Tall Ship Adventure aboard the Schooner Californian with General ....

  • USA
  • Exellent6 reviews4.3

Californian was built from the ground up in 1984 at Spanish Landing in San Diego Bay. She was launch....

    Start From $85.00
 
 

San Diego Whale Watching Cruise

(4.4 of 720 reviews)

Each year approximately 20,000 gray whales migrate from the Bering Sea to the lagoons of Baja California and back again. Come witness this amazing journey off the coast of San Diego on this educational whale watching excursion.... More

Free Cancellation
Start From $54.00
 
San Diego Whale Watching Cruise

San Diego Whale Watching Cruise

  • USA
  • Exellent720 reviews4.4

Each year approximately 20,000 gray whales migrate from the Bering Sea to the lagoons of Baja Califo....

    Free Cancellation
    Start From $54.00
 
 

Newport Sunset Sail on Classic Sailboat

(4.7 of 60 reviews)

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a relaxing sail around Narragansett Bay on a classic sailboat and see all of Newport's iconic sights from the water including histor... More

Free Cancellation
Start From $74.20
 
Newport Sunset Sail on Classic Sailboat

Newport Sunset Sail on Classic Sailboat

  • USA
  • Superb60 reviews4.7

Sunset sailing is one of the best evening activities to do during your stay in Newport, RI. Enjoy a ....

    Free Cancellation
    Start From $74.20
 
 

Day Sailing Adventure in the Florida Marine Sanctuary

(5 of 45 reviews)

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature ... More

Free Cancellation
Start From $120.00
 
Day Sailing Adventure in the Florida Marine Sanctuary

Day Sailing Adventure in the Florida Marine Sanctuary

  • USA
  • Superb45 reviews5

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Layâ....

    Free Cancellation
    Start From $120.00
 
 

Windjammer Classic Day Sail from Camden, Maine

(4.8 of 467 reviews)

See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore II! Feel like an adventurer from the 19th century while enjoying state-of-the-art accommodations on a modern windjammer. With wide ... More

Free Cancellation
Start From $59.95
 
Windjammer Classic Day Sail from Camden, Maine

Windjammer Classic Day Sail from Camden, Maine

  • USA
  • Superb467 reviews4.8

See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore I....

    Free Cancellation
    Start From $59.95
 
 

Exciting Public Afternoon Sail in Hilton Head

(5 of 1 review)

Looking for a more personal sailing experience without booking an entire private charter? The Afternoon Public Sail is the perfect balance. With a maximum of just six guests onboard, you’ll enjoy an intimate, relaxed atmosphere.... More

Free Cancellation
Start From $119.00
 
Exciting Public Afternoon Sail in Hilton Head

Exciting Public Afternoon Sail in Hilton Head

  • USA
  • Superb1 review5

Looking for a more personal sailing experience without booking an entire private charter? The Aftern....

    Free Cancellation
    Start From $119.00
 
 

Marina Del Rey Luxury Yacht Experience

(4 of 4 reviews)

Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Marina del Rey yacht experience, hosted by our friendly and knowledgeable captains. Whether you’re seeking a laid-back day cruising... More

Free Cancellation
Start From $150.00
 
Marina Del Rey Luxury Yacht Experience

Marina Del Rey Luxury Yacht Experience

  • USA
  • Very Good4 reviews4

Discover the perfect blend of relaxation, fun, and local insight on the water with our exclusive Mar....

    Free Cancellation
    Start From $150.00
 
 

Nights of Lights Sailboat Tour at St Augustine Sailing

(5 of 18 reviews)

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More

Free Cancellation
Start From $129.00
 
Nights of Lights Sailboat Tour at St Augustine Sailing

Nights of Lights Sailboat Tour at St Augustine Sailing

  • USA
  • Superb18 reviews5

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experien....

    Free Cancellation
    Start From $129.00
 
 

Private Key West Sandbar and Paddle by Boat

(4.9 of 41 reviews)

Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may discover and observe diverse marine habitats and wildlife refuges as well as spot an abundance of marine birds and sea life. Padd... More

Free Cancellation
Private Tour
Start From $600.00
 
Private Key West Sandbar and Paddle by Boat

Private Key West Sandbar and Paddle by Boat

  • USA
  • Superb41 reviews4.9

Enjoy a private half day adventure for up to 6 guests aboard our late model pontoon boat. Guests may....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

Small Group Waikiki Sunset Sailing Tour

(4.9 of 119 reviews)

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overc... More

Free Cancellation
Private Tour
Start From $99.00
 
Small Group Waikiki Sunset Sailing Tour

Small Group Waikiki Sunset Sailing Tour

  • USA
  • Superb119 reviews4.9

Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

3 Hours Ultimate Watersports Excursion in Miami

(4.9 of 119 reviews)

All-Inclusive Catamaran Adventure in Miami: 3 Hours of Adrenaline and Party! Board your comfortable and stable Catamaran for an unforgettable all-inclusive water experience. Highlights: - Extreme Watersports: Feel the thrill wi... More

Free Cancellation
Private Tour
Start From $139.00
 
3 Hours Ultimate Watersports Excursion in Miami

3 Hours Ultimate Watersports Excursion in Miami

  • USA
  • Superb119 reviews4.9

All-Inclusive Catamaran Adventure in Miami: 3 Hours of Adrenaline and Party! Board your comfortable....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

Private Sailing Charter in Savannah GA

(5 of 7 reviews)

Set sail on a private trimaran charter in Savannah, where every moment is tailored just for you. Whether it's a family outing, an intimate wedding, or a vibrant bachelorette party, enjoy the spacious and stable design of our boat,... More

Free Cancellation
Private Tour
Start From $650.00
 
Private Sailing Charter in Savannah GA

Private Sailing Charter in Savannah GA

  • USA
  • Superb7 reviews5

Set sail on a private trimaran charter in Savannah, where every moment is tailored just for you. Whe....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Old Plank Adventures: Sail into Deep Tranquility

(5 of 2 reviews)

Old Plank Sailing Adventures is a boutique luxury sailing charter and aquatic expedition company, delivering gourmet 5-star experiences on the sparkling waters of Santa Monica Bay and beyond. Founded by Captain & Chef Matthew Manc... More

Free Cancellation
Private Tour
Start From $400.00
 
Old Plank Adventures: Sail into Deep Tranquility

Old Plank Adventures: Sail into Deep Tranquility

  • USA
  • Superb2 reviews5

Old Plank Sailing Adventures is a boutique luxury sailing charter and aquatic expedition company, de....

    Free Cancellation
    Private Tour
    Start From $400.00
 
 

Miami Private Boat Tour- Millionaire’s Row and Celebration Cruise

(4.8 of 269 reviews)

Discover Miami from a whole new perspective aboard one of the top-rated private boat experiences in the city, rated 4.9⭐ with 1.2k+ reviews on Google. Perfect for birthdays, bachelor or bachelorette parties, proposals, annivers... More

Free Cancellation
Private Tour
Start From $150.00
 
Miami Private Boat Tour- Millionaire’s Row and Celebration Cruise

Miami Private Boat Tour- Millionaire’s Row and Celebration Crui....

  • USA
  • Superb269 reviews4.8

Discover Miami from a whole new perspective aboard one of the top-rated private boat experiences in ....

    Free Cancellation
    Private Tour
    Start From $150.00
 
 

Hawaiian Canoe Sailing Experience in Maui

(4.6 of 63 reviews)

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More

Free Cancellation
Private Tour
Start From $179.00
 
Hawaiian Canoe Sailing Experience in Maui

Hawaiian Canoe Sailing Experience in Maui

  • USA
  • Superb63 reviews4.6

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....

    Free Cancellation
    Private Tour
    Start From $179.00
 
 

Key West Ultimate Beach Pass with Parasailing

(3.9 of 27 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 $107.45
 
Key West Ultimate Beach Pass with Parasailing

Key West Ultimate Beach Pass with Parasailing

  • USA
  • Very Good27 reviews3.9

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

    Free Cancellation
    Private Tour
    Start From $107.45
 
 

Sunday Mimosa Brunch Charleston Harbor Sail - Food Included

(5 of 12 reviews)

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard our a spacious and stylish 50-foot catamaran, and set sail for a relaxing and refreshing 2-hour cruise through Charleston’s histor... More

Free Cancellation
Private Tour
Start From $63.00
 
Sunday Mimosa Brunch Charleston Harbor Sail - Food Included

Sunday Mimosa Brunch Charleston Harbor Sail - Food Included

  • USA
  • Superb12 reviews5

Kick back and soak up the ultimate Sunday vibes on our Sunday Funday Mimosa Bar Sail. Step aboard ou....

    Free Cancellation
    Private Tour
    Start From $63.00
 
 

San Diego Sailing Sunset and Afternoon Classic Yacht

(5 of 8 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
 
San Diego Sailing Sunset and Afternoon Classic Yacht

San Diego Sailing Sunset and Afternoon Classic Yacht

  • USA
  • Superb8 reviews5

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

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

(5 of 3 reviews)

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). Our snorkel, swim and sail is the perfect combination of warm sun, refreshing salty water, and b... More

Free Cancellation
Private Tour
Start From $70.00
 
2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

2 Hour Swim, Snorkel & Sail (Kewalo Harbor)

  • USA
  • Superb3 reviews5

A beautiful swim and boat ride along the south shore of Oahu, potentially viewing sea turtles, dolph....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Original Cruisin Tikis Shark Tooth and Sea Shell Scavenger Hunt

(5 of 1 review)

This interactive experience is perfect for families, kids, and anyone who loves the thrill of the hunt—whether you’re spotting shark teeth, collecting shells, or simply enjoying time on the water. We provide cooler, ice, bottl... More

Free Cancellation
Private Tour
Start From $79.00
 
Original Cruisin Tikis Shark Tooth and Sea Shell Scavenger Hunt Likely to Sell Out

Original Cruisin Tikis Shark Tooth and Sea Shell Scavenger Hunt

  • USA
  • Superb1 review5

This interactive experience is perfect for families, kids, and anyone who loves the thrill of the hu....

    Free Cancellation
    Private Tour
    Start From $79.00
 
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