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Top 10 Best USA Sailing Trips

Found 369 Sailing Trips activities in USA. Sort by Popularity. - Page 16
 

Morning Sail With the Whales Ma'alaea

(5 of 8 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

Free Cancellation
Start From $91.89
 
Morning Sail With the Whales Ma'alaea Likely to Sell Out

Morning Sail With the Whales Ma'alaea

  • USA
  • Superb8 reviews5

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

    Free Cancellation
    Start From $91.89
 
 

Sailing Adventures 3-Hour Activity in Destin

(5 of 4 reviews)

There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stiletto Catamaran. Harnessing the power of the wind as we sail along these beautiful waters is magical. You might even get to experie... More

Free Cancellation
Private Tour
Start From $525.00
 
Sailing Adventures 3-Hour Activity in Destin Likely to Sell Out

Sailing Adventures 3-Hour Activity in Destin

  • USA
  • Superb4 reviews5

There’s nothing like seeing the clear emerald waters pass under the hull while sailing on the Stil....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Private Sailing Experience on Galveston Bay

(5 of 4 reviews)

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

Free Cancellation
Private Tour
Start From $800.00
 
Private Sailing Experience on Galveston Bay Likely to Sell Out

Private Sailing Experience on Galveston Bay

  • USA
  • Superb4 reviews5

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

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Champagne Dolphin Sail and Reef Snorkel

(5 of 1 review)

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 Likely to Sell Out

Champagne Dolphin Sail and Reef Snorkel

  • USA
  • Superb1 review5

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
 
 

Half Day Sail Orcas Island

(5 of 12 reviews)

Lessons are private and designed so you can brings friends and family with no extra charge. Up to 6 people can be part of the lesson.... More

Free Cancellation
Private Tour
Start From $680.00
 
Half Day Sail Orcas Island Likely to Sell Out

Half Day Sail Orcas Island

  • USA
  • Superb12 reviews5

Lessons are private and designed so you can brings friends and family with no extra charge. Up to 6 ....

    Free Cancellation
    Private Tour
    Start From $680.00
 
 

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

(5 of 12 reviews)

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - complete with lighthouses, seals, and seabirds. Ride aboard Heart's Desire: designed by famed yacht designer - John Alden, measures 5... More

Free Cancellation
Private Tour
Start From $650.00
 
2 Hours Sunset Private Charter on Heart's Desire in Casco Bay Likely to Sell Out

2 Hours Sunset Private Charter on Heart's Desire in Casco Bay

  • USA
  • Superb12 reviews5

This two-hour sunset private sail is the perfect way to experience Maine's sunset on the coast - com....

    Free Cancellation
    Private Tour
    Start From $650.00
 
 

Private Afternoon Boat Ride and Beach Excursion on Southern Charm

(5 of 8 reviews)

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht captain. Stop at secluded island beaches for shark tooth hunting, shelling or just lay out on the beach. We pass by all the histo... More

Free Cancellation
Private Tour
Start From $499.00
 
Private Afternoon Boat Ride and Beach Excursion on Southern Charm Likely to Sell Out

Private Afternoon Boat Ride and Beach Excursion on Southern Charm

  • USA
  • Superb8 reviews5

Enjoy a half day cruising the harbor on a private center console captained by a professional yacht c....

    Free Cancellation
    Private Tour
    Start From $499.00
 
 

2-Hour Private Morning Charter on Heart's Desire in Casco Bay

(5 of 8 reviews)

Sail aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements including a long bowsprit and dramatic, raked transom. Built in 1925 by T.S. Soule in ... More

Free Cancellation
Private Tour
Start From $500.00
 
2-Hour Private Morning Charter on Heart's Desire in Casco Bay Likely to Sell Out

2-Hour Private Morning Charter on Heart's Desire in Casco Bay

  • USA
  • Superb8 reviews5

Sail aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and fea....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise

(5 of 2 reviews)

Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacul... More

Free Cancellation
Private Tour
Start From $433.82
 
Private Lake Michigan Sailing Charter and Sightseeing Chicago Skyline Cruise Likely to Sell Out

Private Lake Michigan Sailing Charter and Sightseeing Chicago Sky....

  • USA
  • Superb2 reviews5

Enjoy a private two and a half hour sailing experience for up to four people along Chicago’s beaut....

    Free Cancellation
    Private Tour
    Start From $433.82
 
 

Morning Pali Coast Snorkel and Performance Sail

(4.8 of 4 reviews)

The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Gardens which boasts a unique blend of coral and sea life tucked into the cliffs near the West Maui Mountains. Enjoy the best conditions... More

Free Cancellation
Private Tour
Start From $129.73
 
Morning Pali Coast Snorkel and Performance Sail Likely to Sell Out

Morning Pali Coast Snorkel and Performance Sail

  • USA
  • Superb4 reviews4.8

The Pali Coast Snorkel & Performance Sail tour cruises the Pali coastline, particularly Coral Garden....

    Free Cancellation
    Private Tour
    Start From $129.73
 
 

Los Angeles: 1 hour group yacht cruise -(1 ticket covers 1-6 ppl)

(5 of 1 review)

You may bring 1-6 people on this activity. One ticket covers you and your guests, Enjoy a 1 hr private group swim trip aboard our 42 ft Bertram-Trojan Motor Yacht. Consider booking multiple blocks for a longer trip.... More

Free Cancellation
Private Tour
Start From $199.00
 
Los Angeles: 1 hour group yacht cruise -(1 ticket covers 1-6 ppl) Likely to Sell Out

Los Angeles: 1 hour group yacht cruise -(1 ticket covers 1-6 ppl)

  • USA
  • Superb1 review5

You may bring 1-6 people on this activity. One ticket covers you and your guests, Enjoy a 1 hr priva....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Private South Shore Sail Charter

(5 of 2 reviews)

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and enjoy complimentary drinks while getting the ocean breeze, some Hawaiian sunshine, and even a splash or two! Experience the south ... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private South Shore Sail Charter Likely to Sell Out

Private South Shore Sail Charter

  • USA
  • Superb2 reviews5

Manu Kai's south shore sails offer stunning views of Waikiki, Ala Moana, and Kaka'ako! Sit back and ....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

SUNSET CRUISE in Key Largo,FL.

(5 of 2 reviews)

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need to worry about large crowds or waiting in long lines. Personalize the trip to your liking. A private charter makes it more personab... More

Free Cancellation
Private Tour
Start From $379.00
 
SUNSET CRUISE in Key Largo,FL. Likely to Sell Out

SUNSET CRUISE in Key Largo,FL.

  • USA
  • Superb2 reviews5

KEY LARGO BOAT CHARTERS offers a VIP private sunset excursion for you and your loved ones. No need t....

    Free Cancellation
    Private Tour
    Start From $379.00
 
 

Key West all Day Beach Pass from Miami

(5 of 2 reviews)

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and travel to the most famous Key, Key West. When we arrive at 10:30am you will have time to walk around and enjoy Key West. Make it over... More

Free Cancellation
Private Tour
Start From $169.99
 
Key West all Day Beach Pass from Miami Likely to Sell Out

Key West all Day Beach Pass from Miami

  • USA
  • Superb2 reviews5

Meet at Miami Beach on Lincoln Road for a 7am departure and we will take a double decker bus and tra....

    Free Cancellation
    Private Tour
    Start From $169.99
 
 

Afternoon Sail With the Whales from Ma'alaea Harbor

(5 of 2 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

Free Cancellation
Private Tour
Start From $91.89
 
Afternoon Sail With the Whales from Ma'alaea Harbor Likely to Sell Out

Afternoon Sail With the Whales from Ma'alaea Harbor

  • USA
  • Superb2 reviews5

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

    Free Cancellation
    Private Tour
    Start From $91.89
 
 

3 Hour Tiki Pub Tropical Beach Getaway Cruise

(5 of 8 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 $99.95
 
3 Hour Tiki Pub Tropical Beach Getaway Cruise Likely to Sell Out

3 Hour Tiki Pub Tropical Beach Getaway Cruise

  • USA
  • Superb8 reviews5

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 $99.95
 
 

2.5 Hour Private Sunset Fireworks Sail

(5 of 1 review)

Our Sunset and Fireworks sail is a Hilton Head must-do!! Every Tuesday night during the heart of our peak season Shelter Cove puts on a fantastic fireworks show just after the sun goes down. Your evening starts with our relaxing S... More

Free Cancellation
Private Tour
Start From $520.44
 
2.5 Hour Private Sunset Fireworks Sail Likely to Sell Out

2.5 Hour Private Sunset Fireworks Sail

  • USA
  • Superb1 review5

Our Sunset and Fireworks sail is a Hilton Head must-do!! Every Tuesday night during the heart of our....

    Free Cancellation
    Private Tour
    Start From $520.44
 
 

Skagway Trail and Sail

(5 of 3 reviews)

This eco-friendly tour of Skagway is like no other experience around! Your tour starts at Klondike Electric Bicycles where you will join us for a self-guided ride to some of Skagway's best sites! You will visit a waterfall, scenic... More

Free Cancellation
Private Tour
Start From $265.00
 
Skagway Trail and Sail Likely to Sell Out

Skagway Trail and Sail

  • USA
  • Superb3 reviews5

This eco-friendly tour of Skagway is like no other experience around! Your tour starts at Klondike E....

    Free Cancellation
    Private Tour
    Start From $265.00
 
 

Private Swim and Sail Charter (Kewalo Harbor)

(5 of 3 reviews)

A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). This experience is customization in its duration and activity *Viewing marine life is not guaranteed but we do... More

Free Cancellation
Private Tour
Start From $1,800.00
 
Private Swim and Sail Charter (Kewalo Harbor) Likely to Sell Out

Private Swim and Sail Charter (Kewalo Harbor)

  • USA
  • Superb3 reviews5

A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and....

    Free Cancellation
    Private Tour
    Start From $1,800.00
 
 

Key West Private Romantic Sunset Sail for Couples

(5 of 3 reviews)

Cruise the iridescent waters of Florida Keys coast on a romantic 2-hour sailing trip at sunset. Enjoy the intimate atmosphere of this private sailing trip as you admire Florida Keys sparkling skyline at dusk . Allow your expert sk... More

Free Cancellation
Private Tour
Start From $999.00
 
Key West Private Romantic Sunset Sail for Couples Likely to Sell Out

Key West Private Romantic Sunset Sail for Couples

  • USA
  • Superb3 reviews5

Cruise the iridescent waters of Florida Keys coast on a romantic 2-hour sailing trip at sunset. Enjo....

    Free Cancellation
    Private Tour
    Start From $999.00
 
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