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Top 10 Best USA Sailing Trips

Found 452 Sailing Trips activities in USA. Sort by Popularity. - Page 21
 

Moana’s Luxury semi-private Sunset Cruise on Nalu

(4.8 of 18 reviews)

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no additional cost. Dolphins, Sea turtle... More

Free Cancellation
Start From $149.99
 
Moana’s Luxury semi-private Sunset Cruise on Nalu

Moana’s Luxury semi-private Sunset Cruise on Nalu

  • USA
  • Superb18 reviews4.8

The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizabl....

    Free Cancellation
    Start From $149.99
 
 

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

(4.8 of 34 reviews)

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, will be showcased in this customizable experience. From November to May, Guests can look forward to Humpback Whale watching at no... More

Free Cancellation
Start From $249.99
 
Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

Moana’s VIP Waikiki Turtle Snorkeling Experience on Nalu

  • USA
  • Superb34 reviews4.8

Enjoy the Hawaiian Ocean, your way! The “MOANA” (moh-AH-nah), the Hawaiian word meaning Ocean, ....

    Free Cancellation
    Start From $249.99
 
 

Key West all Day Beach Pass from Miami

(4.8 of 34 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
Start From $169.99
 
Key West all Day Beach Pass from Miami

Key West all Day Beach Pass from Miami

  • USA
  • Superb34 reviews4.8

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

    Free Cancellation
    Start From $169.99
 
 

Charleston Catamaran Afternoon Party Sail with Bar Adults 21+

(4.8 of 34 reviews)

Charleston's Best Adults-Only 2 Hour Harbor Party Sail Leave the crowded bars behind and step aboard Charleston's largest sailing catamaran for a fun, laid-back afternoon on the water. Departing from beautiful Shem Creek, this 2... More

Free Cancellation
Start From $63.00
 
Charleston Catamaran Afternoon Party Sail with Bar Adults 21+

Charleston Catamaran Afternoon Party Sail with Bar Adults 21+

  • USA
  • Superb34 reviews4.8

Charleston's Best Adults-Only 2 Hour Harbor Party Sail Leave the crowded bars behind and step aboar....

    Free Cancellation
    Start From $63.00
 
 

All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg

(4.8 of 34 reviews)

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks,... More

Free Cancellation
Private Tour
Start From $1,100.00
 
All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg

All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg

  • USA
  • Superb34 reviews4.8

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and cr....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Private Half Day Sailing Charter in Portland Maine

(5 of 1 review)

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard Sasa, a family-run small business charter sailboat, with a coast... More

Free Cancellation
Private Tour
Start From $475.00
 
Private Half Day Sailing Charter in Portland Maine

Private Half Day Sailing Charter in Portland Maine

  • USA
  • Superb1 review5

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast.....

    Free Cancellation
    Private Tour
    Start From $475.00
 
 

San Diego Private Yacht Charter on a Classic Sailboat

(5 of 4 reviews)

Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Phil on San Diego Bay. Liberty is a classic 41-ft Friendship sloop skippered by a USCG-licensed captain with 55 years of sailing exp... More

Free Cancellation
Private Tour
Start From $810.00
 
San Diego Private Yacht Charter on a Classic Sailboat Likely to Sell Out

San Diego Private Yacht Charter on a Classic Sailboat

  • USA
  • Superb4 reviews5

Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Ph....

    Free Cancellation
    Private Tour
    Start From $810.00
 
 

Sailing Charter on san diego bay for up to 6 guests

(5 of 2 reviews)

While sailing on your private boat tour on the San Diego bay, enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea life including Sea Li... More

Free Cancellation
Private Tour
Start From $800.00
 
Sailing Charter on san diego bay for up to 6 guests Likely to Sell Out

Sailing Charter on san diego bay for up to 6 guests

  • USA
  • Superb2 reviews5

While sailing on your private boat tour on the San Diego bay, enjoy breathtaking views of downtown, ....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Sound of the Ocean Whale Watch Sail

(5 of 1 review)

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them too. With a partnership with the award-winning immersive experience “Sounds ... More

Free Cancellation
Private Tour
Start From $163.68
 
Sound of the Ocean Whale Watch Sail Likely to Sell Out

Sound of the Ocean Whale Watch Sail

  • USA
  • Superb1 review5

Step aboard a boat and experience whale watching like never before. On this special cruise, see hump....

    Free Cancellation
    Private Tour
    Start From $163.68
 
 

Midmorning Whale Watch from Lahaina Harbor

(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

Free Cancellation
Private Tour
Start From $100.22
 
Midmorning Whale Watch from Lahaina Harbor Likely to Sell Out

Midmorning Whale Watch from Lahaina Harbor

  • USA
  • Good3 reviews3.3

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

    Free Cancellation
    Private Tour
    Start From $100.22
 
 

San Diego's first ever Family Sailing Tours

(5 of 6 reviews)

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monke... More

Free Cancellation
Private Tour
Start From $975.00
 
San Diego's first ever Family Sailing Tours Likely to Sell Out

San Diego's first ever Family Sailing Tours

  • USA
  • Superb6 reviews5

We are based in San Diego and we are designed for families. Our whole mission is to bring families c....

    Free Cancellation
    Private Tour
    Start From $975.00
 
 

Palm Beach Pink Boat Charter with Captain

(5 of 6 reviews)

Experience the ultimate luxury bachelorette party boat in Palm Beach and Jupiter with Boat Bach — South Florida’s pink party boat for unforgettable girls’ trips, birthdays, bridal showers, and sunset cruises. Cruise the beau... More

Free Cancellation
Private Tour
Start From $1,800.00
 
Palm Beach Pink Boat Charter with Captain Likely to Sell Out

Palm Beach Pink Boat Charter with Captain

  • USA
  • Superb6 reviews5

Experience the ultimate luxury bachelorette party boat in Palm Beach and Jupiter with Boat Bach — ....

    Free Cancellation
    Private Tour
    Start From $1,800.00
 
 

1 Hour Lake Union Cruise - up to 8 people

(5 of 6 reviews)

Semi-Private charter (up to 8 people) Whether you’re looking for a date night/friends’ night out on the water, team building event or family gathering, Mocha is the perfect boat for all occasions. Pack a picnic and join us on... More

Free Cancellation
Private Tour
Start From $300.00
 
1 Hour Lake Union Cruise - up to 8 people Likely to Sell Out

1 Hour Lake Union Cruise - up to 8 people

  • USA
  • Superb6 reviews5

Semi-Private charter (up to 8 people) Whether you’re looking for a date night/friends’ night ou....

    Free Cancellation
    Private Tour
    Start From $300.00
 
 

North Shore Catamaran Charters

(5 of 6 reviews)

Perfect for families, couples, and ocean lovers seeking an unforgettable Hawaiian experience. Witness the majestic whales and stunning sunsets on the North Shore of Oahu. Explore the crystal-clear waters aboard your Summer snorkel... More

Free Cancellation
Private Tour
Start From $84.00
 
North Shore Catamaran Charters Likely to Sell Out

North Shore Catamaran Charters

  • USA
  • Superb6 reviews5

Perfect for families, couples, and ocean lovers seeking an unforgettable Hawaiian experience. Witnes....

    Free Cancellation
    Private Tour
    Start From $84.00
 
 

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 Daytime Sailing Cruise on Lake Champlain 12 Passengers

(5 of 1 review)

Set sail on Lake Champlain aboard the classic Friendship Sloop, where stunning views of the Adirondack and Green Mountains await. This private two-hour cruise accommodates groups of 2 to 12, allowing you to share the experience wi... More

Free Cancellation
Private Tour
Start From $800.00
 
Private Daytime Sailing Cruise on Lake Champlain 12 Passengers Likely to Sell Out

Private Daytime Sailing Cruise on Lake Champlain 12 Passengers

  • USA
  • Superb1 review5

Set sail on Lake Champlain aboard the classic Friendship Sloop, where stunning views of the Adironda....

    Free Cancellation
    Private Tour
    Start From $800.00
 
 

Private Daytime Sailing Cruise on Lake Champlain (6 Passengers)

(5 of 3 reviews)

Enjoy a sailing experience like no other as you cruise Lake Champlain guided entirely by the wind—making every journey unique. Along the way, your captain shares local stories while navigating scenic routes that may include land... More

Free Cancellation
Private Tour
Start From $550.00
 
Private Daytime Sailing Cruise on Lake Champlain (6 Passengers) Likely to Sell Out

Private Daytime Sailing Cruise on Lake Champlain (6 Passengers)

  • USA
  • Superb3 reviews5

Enjoy a sailing experience like no other as you cruise Lake Champlain guided entirely by the wind—....

    Free Cancellation
    Private Tour
    Start From $550.00
 
 

Private Sailing Trip on Monterey Bay

(5 of 1 review)

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experience caters to all ages and interests. Venture along the coastline, soak in the vibrant wildlife, and enjoy the serene ocean atmosphe... More

Free Cancellation
Private Tour
Start From $965.00
 
Private Sailing Trip on Monterey Bay Likely to Sell Out

Private Sailing Trip on Monterey Bay

  • USA
  • Superb1 review5

Discover the stunning beauty of Monterey Bay aboard your own private sailing charter. This experienc....

    Free Cancellation
    Private Tour
    Start From $965.00
 
 

Casco Bay Sailing Escape: Half Day Custom Boat Charter

(5 of 1 review)

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully ... More

Free Cancellation
Private Tour
Start From $199.00
 
Casco Bay Sailing Escape: Half Day Custom Boat Charter Likely to Sell Out

Casco Bay Sailing Escape: Half Day Custom Boat Charter

  • USA
  • Superb1 review5

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, r....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Kona Coast Luxury Private Yacht Charter

(5 of 1 review)

Indulge in a personalized sailing experience aboard the luxurious 51-ft Lagoon catamaran, No Wiki. This private charter offers an unforgettable journey along the stunning Kona Coast, where you can snorkel vibrant reefs or simply r... More

Free Cancellation
Private Tour
Start From $1,195.00
 
Kona Coast Luxury Private Yacht Charter Likely to Sell Out

Kona Coast Luxury Private Yacht Charter

  • USA
  • Superb1 review5

Indulge in a personalized sailing experience aboard the luxurious 51-ft Lagoon catamaran, No Wiki. T....

    Free Cancellation
    Private Tour
    Start From $1,195.00
 
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