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Top 10 Best USA Sailing Trips

Found 426 Sailing Trips activities in USA. Sort by Popularity. - Page 7
 

Catamaran Sailing Cruise in Monterey

(4.8 of 43 reviews)

Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage after your captain hoists the sails and catches the wind to make for a peaceful and exciting cruise on the bay. On the way out of t... More

Free Cancellation
Start From $65.00
 
Catamaran Sailing Cruise in Monterey

Catamaran Sailing Cruise in Monterey

  • USA
  • Superb43 reviews4.8

Enjoy sailing the Monterey Bay without engine noise. You will be offered a complimentary beverage af....

    Free Cancellation
    Start From $65.00
 
 

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

(4.9 of 208 reviews)

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure yo... More

Free Cancellation
Start From $119.00
 
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

  • USA
  • Superb208 reviews4.9

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways....

    Free Cancellation
    Start From $119.00
 
 

Escape from the Rock! Cruise around Alcatraz

(4.2 of 164 reviews)

Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and past Angel Island State Park before circling Alcatraz Island for an in-depth view of the prison. Take in the sights and sounds of ... More

Free Cancellation
Start From $48.00
 
Escape from the Rock! Cruise around Alcatraz

Escape from the Rock! Cruise around Alcatraz

  • USA
  • Exellent164 reviews4.2

Embark on a 90-minute cruise along the San Francisco waterfront, under the Golden Gate Bridge and ....

    Free Cancellation
    Start From $48.00
 
 

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

(4.8 of 58 reviews)

Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard Schooner Madeleine is a great experience for friends and family to see all the iconic waterfront sights of Newport and Narraganset... More

Free Cancellation
Start From $61.48
 
Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

Morning Mimosa Sightseeing Sail on Schooner Madeleine in Newport

  • USA
  • Superb58 reviews4.8

Start your day with a morning sightseeing sail around Newport on a classic sailboat. Sailing aboard ....

    Free Cancellation
    Start From $61.48
 
 

Private Sailboat Charter on San Francisco Bay

(5 of 9 reviews)

Fall and winter typically provide lighter breezes on SF Bay. Great days on the Bay. 3 hour PRIVATE Charter with a unique experience aboard Carmelita, our beautiful and pristine Catalina 42 sailboat. We provide our clients with ups... More

Free Cancellation
Private Tour
Start From $995.00
 
Private Sailboat Charter on San Francisco Bay

Private Sailboat Charter on San Francisco Bay

  • USA
  • Superb9 reviews5

Fall and winter typically provide lighter breezes on SF Bay. Great days on the Bay. 3 hour PRIVATE C....

    Free Cancellation
    Private Tour
    Start From $995.00
 
 

Waikoloa Catamaran Snorkel Sail Including Lunch

(4.7 of 112 reviews)

Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautiful Kohala Coast. Aboard the spacious Spirit of Aloha catamaran, enjoy a smooth, comfortable ride to one of the region’s best sno... More

Free Cancellation
Private Tour
Start From $189.00
 
Waikoloa Catamaran Snorkel Sail Including Lunch

Waikoloa Catamaran Snorkel Sail Including Lunch

  • USA
  • Superb112 reviews4.7

Set sail from Anaeho‘omalu Bay on a 3-hour snorkel and cruise adventure along Waikoloa’s beautif....

    Free Cancellation
    Private Tour
    Start From $189.00
 
 

Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise

(4.9 of 59 reviews)

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pals on ou... More

Free Cancellation
Private Tour
Start From $89.00
 
Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise Likely to Sell Out

Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise

  • USA
  • Superb59 reviews4.9

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get so....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Private BYOB Afternoon Harbor Sail On 50ft Sailing Yacht Fate

(5 of 59 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
  • Superb59 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 Boat Charter to Johns Pass Shell Key and Egmont Key

(5 of 4 reviews)

Cruise the beautiful waters of the Tampa Bay area on a private boat charter customized to your group. Explore popular destinations such as Shell Key, Egmont Key, and Johns Pass, where you can relax on white-sand beaches, search fo... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Boat Charter to Johns Pass Shell Key and Egmont Key Likely to Sell Out

Private Boat Charter to Johns Pass Shell Key and Egmont Key

  • USA
  • Superb4 reviews5

Cruise the beautiful waters of the Tampa Bay area on a private boat charter customized to your group....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Sunset Cruise Tour

(4.9 of 109 reviews)

Kick back and relax on this beautiful 53' sailing catamaran that can accommodate up to 44 passengers. Cruise through the prestigious Port Royal neighborhood in Naples Bay and then set sail into the Gulf of Mexico to watch a breath... More

Free Cancellation
Private Tour
Start From $54.06
 
Sunset Cruise Tour Likely to Sell Out

Sunset Cruise Tour

  • USA
  • Superb109 reviews4.9

Kick back and relax on this beautiful 53' sailing catamaran that can accommodate up to 44 passengers....

    Free Cancellation
    Private Tour
    Start From $54.06
 
 

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

(4.6 of 251 reviews)

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well as ample seating and shade on board. Knowledgeable staff with plenty of interesting whale information Convenient location walking... More

Free Cancellation
Private Tour
Start From $79.00
 
Best Waikiki Whale Watching in Honolulu: Whales Guaranteed Likely to Sell Out

Best Waikiki Whale Watching in Honolulu: Whales Guaranteed

  • USA
  • Superb251 reviews4.6

Guaranteed whale sightings* Spacious and modern Trimaran with unobstructed open air views as well a....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Polynesian Canoe Day Sail

(4.9 of 29 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
Private Tour
Start From $170.00
(Saving 15% ) $200.00
 
-15% Polynesian Canoe Day Sail Likely to Sell Out

Polynesian Canoe Day Sail

  • USA
  • Superb29 reviews4.9

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $170.00
    (Saving 15% ) $200.00
 
 

Bimini or Grand Bahama Island Day Cruise

(3.4 of 28 reviews)

Just a 50-mile ferry ride from Florida, the beautiful Bahamas awaits! With over 700 stunning islands, this tropical paradise is famous for white-sand beaches, crystal-clear turquoise waters, and vibrant culture. Turn your getaway ... More

Special Offer
Free Cancellation
Private Tour
Start From $265.05
(Saving 5% ) $279.00
 
-5% Bimini or Grand Bahama Island Day Cruise Likely to Sell Out

Bimini or Grand Bahama Island Day Cruise

  • USA
  • Good28 reviews3.4

Just a 50-mile ferry ride from Florida, the beautiful Bahamas awaits! With over 700 stunning islands....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $265.05
    (Saving 5% ) $279.00
 
 

Spectacular Sunset Sail on San Diego Bay

(5 of 41 reviews)

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group limited to six people, local captain sharing stories, hands-on sailing, and unforgettable vistas of San Diego. Watch for playful sea lions, dolphins, a... More

Special Offer
Free Cancellation
Private Tour
Start From $120.00
(Saving inf% ) $0.00
 
-inf% Spectacular Sunset Sail on San Diego Bay Likely to Sell Out

Spectacular Sunset Sail on San Diego Bay

  • USA
  • Superb41 reviews5

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group limited to six people....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $120.00
    (Saving inf% ) $0.00
 
 

Daytime Sailing Along San Diego's Skyline

(5 of 160 reviews)

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often s... More

Special Offer
Free Cancellation
Private Tour
Start From $99.00
(Saving inf% ) $0.00
 
-inf% Daytime Sailing Along San Diego's Skyline Likely to Sell Out

Daytime Sailing Along San Diego's Skyline

  • USA
  • Superb160 reviews5

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on th....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $99.00
    (Saving inf% ) $0.00
 
 

Friday Night Firework Cruise in Waikiki

(4.8 of 35 reviews)

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fireworks explode over the city’s skyline, truly making this the ultimate party experience. Enjoy the Premium drinks of your choice ... More

Special Offer
Free Cancellation
Private Tour
Start From $69.99
(Saving inf% ) $0.00
 
-inf% Friday Night Firework Cruise in Waikiki Likely to Sell Out

Friday Night Firework Cruise in Waikiki

  • USA
  • Superb35 reviews4.8

After the sun goes down, the fun goes up! On Friday nights, you’ll be front and center as the fire....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $69.99
    (Saving inf% ) $0.00
 
 

Key West Sunset Sail Aboard Legendary Schooner Appledore

(5 of 368 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 $89.00
(Saving inf% ) $0.00
 
-inf% Key West Sunset Sail Aboard Legendary Schooner Appledore Likely to Sell Out

Key West Sunset Sail Aboard Legendary Schooner Appledore

  • USA
  • Superb368 reviews5

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 $89.00
    (Saving inf% ) $0.00
 
 

Maui Turtle Snorkel & Sail with Lunch & Open Bar out of Maalaea

(4.8 of 42 reviews)

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear waters teeming with vibrant coral reefs a... More

Special Offer
Free Cancellation
Private Tour
Start From $126.82
(Saving inf% ) $0.00
 
-inf% Maui Turtle Snorkel & Sail with Lunch & Open Bar out of Maalaea Likely to Sell Out

Maui Turtle Snorkel & Sail with Lunch & Open Bar out of Maalaea

  • USA
  • Superb42 reviews4.8

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine lan....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $126.82
    (Saving inf% ) $0.00
 
 

Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms

(4.8 of 104 reviews)

Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. This spacious 50-foot catamaran offers a perfect setting to watch the sky transform into a palette of golden hues as the sun dips be... More

Special Offer
Free Cancellation
Private Tour
Start From $63.00
(Saving inf% ) $0.00
 
-inf% Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms Likely to Sell Out

Charleston Iconic Sunset Sail - Lux Catamaran w/Bar & Bathrooms

  • USA
  • Superb104 reviews4.8

Set sail aboard the Palmetto Breeze for a spectacular sunset experience on Charleston’s harbor. Th....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $63.00
    (Saving inf% ) $0.00
 
 

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure

(4.7 of 977 reviews)

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for your snorkel adventure, you’re choosing the tour with the most professionalis... More

Special Offer
Free Cancellation
Private Tour
Start From $84.99
(Saving inf% ) $0.00
 
-inf% Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure Likely to Sell Out

Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventu....

  • USA
  • Superb977 reviews4.7

Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $84.99
    (Saving inf% ) $0.00
 
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