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Top 10 Best North America Sailing Trips

Found 754 Sailing Trips activities in North America. Sort by Popularity. - Page 26
 

Private New Orleans 2-Hour Sail Aboard a Luxury Yacht

(5 of 44 reviews)

Escape the ordinary, just 8 miles from the French Quarter! Relax and leave your cares behind while you explore the lake side of New Orleans on a private 2 hour sail. Hop aboard a 47' luxury Beneteau sailboat called "Roux Stir", na... More

Private Tour
Start From $219.00
 
Private New Orleans 2-Hour Sail Aboard a Luxury Yacht

Private New Orleans 2-Hour Sail Aboard a Luxury Yacht

  • North America
  • Superb44 reviews5

Escape the ordinary, just 8 miles from the French Quarter! Relax and leave your cares behind while y....

    Private Tour
    Start From $219.00
 
 

Sunset Sail Experience by Catamaran in Waikiki

(4.8 of 6 reviews)

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled catamaran. Take in the views of Honolulu skyline from offshore Waikiki and feel the warmth of the setting Hawaiian sun and tropical ... More

Free Cancellation
Private Tour
Start From $92.31
 
Sunset Sail Experience by Catamaran in Waikiki

Sunset Sail Experience by Catamaran in Waikiki

  • North America
  • Superb6 reviews4.8

Enjoy the end of your day on a relaxing 2-hour Waikiki Sunset Sail aboard a 38.6 foot twin-hulled ca....

    Free Cancellation
    Private Tour
    Start From $92.31
 
 

Day Sailing Adventure in the Florida Marine Sanctuary

(5 of 39 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
Private Tour
Start From $120.00
 
Day Sailing Adventure in the Florida Marine Sanctuary

Day Sailing Adventure in the Florida Marine Sanctuary

  • North America
  • Superb39 reviews5

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

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Spectacular Afternoon Sail on San Diego Bay

(5 of 17 reviews)

A unique small group two-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy spectacular views as your fun-loving, informative Captain shares his knowledge of sailing and San Diego. Get hands-on or sit back and enjoy ... More

Free Cancellation
Private Tour
Start From $120.00
 
Spectacular Afternoon Sail on San Diego Bay

Spectacular Afternoon Sail on San Diego Bay

  • North America
  • Superb17 reviews5

A unique small group two-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy spectacula....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

Waikiki Sail and Snorkel Adventure Best of Hawaii 2023

(4 of 4 reviews)

Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with an array of tropical fish. The clear waters of Turtle Canyons reveal a kaleidoscope of colors, from dazzling schools of fish to vi... More

Free Cancellation
Private Tour
Start From $695.00
 
Waikiki Sail and Snorkel Adventure Best of Hawaii 2023

Waikiki Sail and Snorkel Adventure Best of Hawaii 2023

  • North America
  • Very Good4 reviews4

Immerse yourself in a vibrant underwater wonderland as you snorkel through coral reefs teeming with ....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

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

Free Cancellation
Private Tour
Start From $85.00
 
Tall Ship Adventure aboard the Schooner Californian with General Admission Likely to Sell Out

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

  • North America
  • Exellent6 reviews4.3

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

    Free Cancellation
    Private Tour
    Start From $85.00
 
 

Private Sailing Tour -2 Hour (Up to 12 Passengers)

(4.3 of 6 reviews)

Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double ended ketch. Inspired by the original designs of famed naval architect Colin Archer (1832-1921), from Larvik, Norway, the Cloudia is... More

Free Cancellation
Private Tour
Start From $1,200.00
 
Private Sailing Tour -2 Hour (Up to 12 Passengers) Likely to Sell Out

Private Sailing Tour -2 Hour (Up to 12 Passengers)

  • North America
  • Exellent6 reviews4.3

Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double en....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
 

Private Luxury Sunset Dinner Cruise – 51' Leopard Yacht in Cancun

(4.4 of 9 reviews)

Revitalize and reconnect with your partner during this dreamy, romantic dinner, aboard one of our luxury vessels. Cozy up with that special someone in one of the most romantic settings in the Mexican Caribbean. With time to relax ... More

Free Cancellation
Private Tour
Start From $1,000.00
 
Private Luxury Sunset Dinner Cruise – 51' Leopard Yacht in Cancun Likely to Sell Out

Private Luxury Sunset Dinner Cruise – 51' Leopard Yacht in Canc....

  • North America
  • Exellent9 reviews4.4

Revitalize and reconnect with your partner during this dreamy, romantic dinner, aboard one of our lu....

    Free Cancellation
    Private Tour
    Start From $1,000.00
 
 

Tulum: Leopard 51′ Yacht with Gourmet Dining & Water Toys

(5 of 239 reviews)

It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and delicious dishes and our host will serve you 'refreshing cocktails.... More

Free Cancellation
Private Tour
Start From $3,150.00
 
Tulum: Leopard 51′ Yacht with Gourmet Dining & Water Toys Likely to Sell Out

Tulum: Leopard 51′ Yacht with Gourmet Dining & Water Toys

  • North America
  • Superb239 reviews5

It is a private experience, where you can enjoy the Caribbean Sea while our chef cooks exclusive and....

    Free Cancellation
    Private Tour
    Start From $3,150.00
 
 

4 hours Sailboat Tour for 2 people along the Los Angeles Coastline

(3.7 of 3 reviews)

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venice Beach, Airport, Malibu beach, go into the open ocean, anchor (if desired) and return back to Marina Del Rey.... More

Free Cancellation
Private Tour
Start From $599.00
 
4 hours Sailboat Tour for 2 people along the Los Angeles Coastline Likely to Sell Out

4 hours Sailboat Tour for 2 people along the Los Angeles Coastlin....

  • North America
  • Very Good3 reviews3.7

The coastal line of Los Angeles. You will see Marina Del Rey, head for Santa Monica, sail past Venic....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Waikiki Private Sunset Sail Romantic and Private

(3.7 of 3 reviews)

Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a spectacular Hawaiian sunset on your private yacht. Get a chance to see whales, dolphins and sea turtles. Immerse yourself in a bucke... More

Free Cancellation
Private Tour
Start From $799.00
 
Waikiki Private Sunset Sail Romantic and Private Likely to Sell Out

Waikiki Private Sunset Sail Romantic and Private

  • North America
  • Very Good3 reviews3.7

Adventure Awaits aboard our Fabulous 48' private yacht. Bring along your family and friends for a sp....

    Free Cancellation
    Private Tour
    Start From $799.00
 
 

Private Day Sailing Experience in San Diego up to 12 guests

(5 of 67 reviews)

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San Diego landmarks along downtown where we will see the US Midway, Sea port Village, the Rady shell and we might... More

Free Cancellation
Private Tour
Start From $235.00
 
Private Day Sailing Experience in San Diego up to 12 guests Likely to Sell Out

Private Day Sailing Experience in San Diego up to 12 guests

  • North America
  • Superb67 reviews5

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is be....

    Free Cancellation
    Private Tour
    Start From $235.00
 
 

Sea Daddy Private Yacht - 50 ft

(5 of 1 review)

Enjoy a day cruising with friends and family on the open water, explore local scenery, and experience the beautiful Cancun weather! Charter this amazing luxury Sea Ray Flybridge combining comfort & style for up to 16 people. Cab... More

Free Cancellation
Private Tour
Start From $899.00
 
Sea Daddy Private Yacht - 50 ft Likely to Sell Out

Sea Daddy Private Yacht - 50 ft

  • North America
  • Superb1 review5

Enjoy a day cruising with friends and family on the open water, explore local scenery, and experienc....

    Free Cancellation
    Private Tour
    Start From $899.00
 
 

#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson

(5 of 4 reviews)

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed so you learn faster and safer. We will share with you the best locations to launch f... More

Free Cancellation
Private Tour
Start From $450.00
 
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson Likely to Sell Out

#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson

  • North America
  • Superb4 reviews5

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets he....

    Free Cancellation
    Private Tour
    Start From $450.00
 
 

Discover Maine's Coastal Charms: Half-Day Scenic Sail

(5 of 3 reviews)

Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day excursion. Traverse the serene waters of the Saco River and Saco Bay with its eight gorgeous islands as you uncover their hidden sec... More

Free Cancellation
Private Tour
Start From $259.00
 
Discover Maine's Coastal Charms: Half-Day Scenic Sail Likely to Sell Out

Discover Maine's Coastal Charms: Half-Day Scenic Sail

  • North America
  • Superb3 reviews5

Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day ex....

    Free Cancellation
    Private Tour
    Start From $259.00
 
 

2 Hour Sunset Sailing Tour in Wrightsville Beach

(5 of 3 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.... More

Free Cancellation
Private Tour
Start From $95.00
 
2 Hour Sunset Sailing Tour in Wrightsville Beach Likely to Sell Out

2 Hour Sunset Sailing Tour in Wrightsville Beach

  • North America
  • Superb3 reviews5

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

    Free Cancellation
    Private Tour
    Start From $95.00
 
 

Catamaran in Cozumel with snorkeling at El Cielo and open Bar

(3.9 of 19 reviews)

Snorkel, Sip & Celebrate in Cozumel’s Caribbean Paradise Your captain and crew welcome you aboard with open arms—and an open bar. Margaritas, beer, soft drinks, and bottled water flow as music fills the air and the sea sets t... More

Free Cancellation
Private Tour
Start From $38.50
 
Catamaran in Cozumel with snorkeling at El Cielo and open Bar Likely to Sell Out

Catamaran in Cozumel with snorkeling at El Cielo and open Bar

  • North America
  • Very Good19 reviews3.9

Snorkel, Sip & Celebrate in Cozumel’s Caribbean Paradise Your captain and crew welcome you aboard....

    Free Cancellation
    Private Tour
    Start From $38.50
 
 

90 Minute Sailing Tour of Portland

(3.8 of 5 reviews)

Our tour begins with a cruise across the river to the most expensive floating homes on the Willamette. We then usually head down the historic Holgate channel on Portland's own "Jungle Cruise" to the spectacular city riverfront wh... More

Free Cancellation
Private Tour
Start From $99.00
 
90 Minute Sailing Tour of Portland Likely to Sell Out

90 Minute Sailing Tour of Portland

  • North America
  • Very Good5 reviews3.8

Our tour begins with a cruise across the river to the most expensive floating homes on the Willamet....

    Free Cancellation
    Private Tour
    Start From $99.00
 
 

Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas

(3.8 of 5 reviews)

A Private Adventure with a scent of exclusivity. Go snorkeling in style with Premium Open bar and fine exquisite snacks. Discover Marine Life or bath in the Sea of Cortes. A fantastic Private Adventure.... More

Free Cancellation
Private Tour
Start From $990.00
 
Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas Likely to Sell Out

Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas

  • North America
  • Very Good5 reviews3.8

A Private Adventure with a scent of exclusivity. Go snorkeling in style with Premium Open bar and fi....

    Free Cancellation
    Private Tour
    Start From $990.00
 
 

Private sunrise sailboat with breakfast on board

(5 of 52 reviews)

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at dawn, guided by a team of professionals who will make this adventure a magical memory.... More

Special Offer
Free Cancellation
Private Tour
Start From $171.00
(Saving 10% ) $190.00
 
-10% Private sunrise sailboat with breakfast on board Likely to Sell Out

Private sunrise sailboat with breakfast on board

  • North America
  • Superb52 reviews5

A unique activity in Bacalar that you won't find with anyone else. Enjoy an incredible breakfast at ....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $171.00
    (Saving 10% ) $190.00
 
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