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Top 10 Best North America Sailing Trips

Found 707 Sailing Trips activities in North America. Sort by Popularity. - Page 16
 

12pm Turtle Canyon Snorkel Adventure

(4.8 of 292 reviews)

What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim with amazing green sea turtles, beautiful tropical fish, and other incredible marine life? Our snorkel guides help you feel confid... More

Free Cancellation
Start From $96.49
 
12pm Turtle Canyon Snorkel Adventure

12pm Turtle Canyon Snorkel Adventure

  • North America
  • Superb292 reviews4.8

What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....

    Free Cancellation
    Start From $96.49
 
 

San Diego Afternoon Sail

(4.8 of 292 reviews)

Join Captain Doyle for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy wide-open views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military ves... More

Free Cancellation
Start From $120.00
 
San Diego Afternoon Sail Likely to Sell Out

San Diego Afternoon Sail

  • North America
  • Superb292 reviews4.8

Join Captain Doyle for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna.....

    Free Cancellation
    Start From $120.00
 
 

Tulum: Snorkeling and Private Sailing Tour

(4.9 of 153 reviews)

We will enjoy a wonderful catamaran tour, powered only by the wind, we will be able to enjoy a spectacular view of the Tulum ruins from the sea... More

Free Cancellation
Private Tour
Start From $59.80
 
Tulum: Snorkeling and Private Sailing Tour Likely to Sell Out

Tulum: Snorkeling and Private Sailing Tour

  • North America
  • Superb153 reviews4.9

We will enjoy a wonderful catamaran tour, powered only by the wind, we will be able to enjoy a spect....

    Free Cancellation
    Private Tour
    Start From $59.80
 
 

Private Morning Sail, Dolphin and History Tour on Mystique

(5 of 82 reviews)

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charter company in Charleston's history. For over 12 years, our sailing yachts are the highest quality and operated by two professional ... More

Free Cancellation
Private Tour
Start From $525.00
 
Private Morning Sail, Dolphin and History Tour on Mystique Likely to Sell Out

Private Morning Sail, Dolphin and History Tour on Mystique

  • North America
  • Superb82 reviews5

Welcome to Mystique, the beautiful 43ft sailing yacht operated by the longest running private charte....

    Free Cancellation
    Private Tour
    Start From $525.00
 
 

Private Luxury Yacht in Miami

(5 of 82 reviews)

️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s top destinations—Haulover Sandbar, Oleta River State Park, Biscayne Bay & Sands Key, and Raccoon Island—in style! This sleek 3... More

Free Cancellation
Private Tour
Start From $830.00
 
Private Luxury Yacht in Miami Likely to Sell Out

Private Luxury Yacht in Miami

  • North America
  • Superb82 reviews5

️ Luxury Sea Ray Sundancer 33’ – Miami’s Ultimate Boating Experience! ️ Cruise Miami’s ....

    Free Cancellation
    Private Tour
    Start From $830.00
 
 

2-Hour Sunset Sailing on San Diego Bay

(5 of 1 review)

Join Captain Doyle for an unforgettable 2-hour sunset sailing experience aboard our 35-foot sailboat, Luna. Enjoy wide-open views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and milit... More

Free Cancellation
Private Tour
Start From $120.00
 
2-Hour Sunset Sailing on San Diego Bay Likely to Sell Out

2-Hour Sunset Sailing on San Diego Bay

  • North America
  • Superb1 review5

Join Captain Doyle for an unforgettable 2-hour sunset sailing experience aboard our 35-foot sailboat....

    Free Cancellation
    Private Tour
    Start From $120.00
 
 

#1 eFoil 2 hr group + 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 $299.00
 
#1 eFoil 2 hr group + 2 hr wing foil or windsurf or kayak lesson Likely to Sell Out

#1 eFoil 2 hr group + 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 $299.00
 
 

Snorkeling Tour in Los Cabos

(2.5 of 2 reviews)

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Maria Bay, on the Pez Gato, part of Cabo’s premier snorkeling tour. You will swim in the azure waters with colorful tropical fish. O... More

Free Cancellation
Private Tour
Start From $123.00
 
Snorkeling Tour in Los Cabos Likely to Sell Out

Snorkeling Tour in Los Cabos

  • North America

Sail past Lover’s Beach, The Arch, and the Sea Lion Colony on your way to the beautiful Santa Mari....

    Free Cancellation
    Private Tour
    Start From $123.00
 
 

Sail 4hr in the most SECRET Spot of Bacalar and Beach Club.

(5 of 23 reviews)

WELCOME to Mayan Paradise We are Liz (Biologist) and Danny (Sustainable Sailing) and we will guide you on this wonderful route created for you and your companions (Adventure Tourism, Nature and more). You are looking for TRANQUI... More

Free Cancellation
Private Tour
Start From $190.28
 
Sail 4hr in the most SECRET Spot of Bacalar and Beach Club. Likely to Sell Out

Sail 4hr in the most SECRET Spot of Bacalar and Beach Club.

  • North America
  • Superb23 reviews5

WELCOME to Mayan Paradise We are Liz (Biologist) and Danny (Sustainable Sailing) and we will guide ....

    Free Cancellation
    Private Tour
    Start From $190.28
 
 

Let's Go Sail the York River in Gloucester Point, Virginia

(5 of 127 reviews)

Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern conveniences. Or sit back and relax in the cockpit or up on the bow of the boat for greater privacy. Great idea for engagement, bi... More

Free Cancellation
Private Tour
Start From $96.42
 
Let's Go Sail the York River in Gloucester Point, Virginia Likely to Sell Out

Let's Go Sail the York River in Gloucester Point, Virginia

  • North America
  • Superb127 reviews5

Couples and families enjoy a unique opportunity to sail their own 32-foot sloop with all the modern ....

    Free Cancellation
    Private Tour
    Start From $96.42
 
 

Tour to The Arch and Lover's Beach (optional) from Cabo

(4.8 of 8 reviews)

This is a tour in a boat that will take you to Divorce Beach, Lover's Beach, the Arch, Land's End, and through the Marina. See it all in one tour! During this awesome experience, you will be able to see a great variety of tropical... More

Free Cancellation
Private Tour
Start From $30.00
 
Tour to The Arch and Lover's Beach (optional) from Cabo Likely to Sell Out

Tour to The Arch and Lover's Beach (optional) from Cabo

  • North America
  • Superb8 reviews4.8

This is a tour in a boat that will take you to Divorce Beach, Lover's Beach, the Arch, Land's End, a....

    Free Cancellation
    Private Tour
    Start From $30.00
 
 

The Finest Private Yacht Experience in Cabo

(4.6 of 23 reviews)

This 3hrs activity is the epitome of what the visitors have been coming to Cabo San Lucas for for 30+ years, it consists of some of the best things to do in Cabo such as whale watching and bathing on soothing crystal waters... More

Free Cancellation
Private Tour
Start From $731.23
 
The Finest Private Yacht Experience in Cabo Likely to Sell Out

The Finest Private Yacht Experience in Cabo

  • North America
  • Superb23 reviews4.6

This 3hrs activity is the epitome of what the visitors have been coming to Cabo San Lucas for for 30....

    Free Cancellation
    Private Tour
    Start From $731.23
 
 

4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres

(5 of 3 reviews)

This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we take care of customer during the all the booking process, service and follow up after the tour is performed. Customer´s feedback is ... More

Free Cancellation
Private Tour
Start From $1,700.00
 
4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres Likely to Sell Out

4hrs / 46ft Catamaran Private Charter From Cancun to Isla Mujeres

  • North America
  • Superb3 reviews5

This catamaran has capacity up to 45 people. We provide a high quality service, nice boat and we tak....

    Free Cancellation
    Private Tour
    Start From $1,700.00
 
 

Deluxe Private Boats - 40 ft Catamaran

(5 of 109 reviews)

We are a company that understands privacy, attention to detail, and quality in everything we get our hands-on. We want you to feel relaxed and at home. We understand you are here to be pampered and have the nicest drinks and lunc... More

Free Cancellation
Private Tour
Start From $1,835.00
 
Deluxe Private Boats - 40 ft Catamaran Likely to Sell Out

Deluxe Private Boats - 40 ft Catamaran

  • North America
  • Superb109 reviews5

We are a company that understands privacy, attention to detail, and quality in everything we get our....

    Free Cancellation
    Private Tour
    Start From $1,835.00
 
 

Private Statue of Liberty Sailing Tour

(5 of 14 reviews)

Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with table seating for six, Bluetooth sound system, luxury wraps, lavatory, and curated amenities. Fully staffed by USCG licensed captain a... More

Free Cancellation
Private Tour
Start From $860.00
 
Private Statue of Liberty Sailing Tour Likely to Sell Out

Private Statue of Liberty Sailing Tour

  • North America
  • Superb14 reviews5

Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with tabl....

    Free Cancellation
    Private Tour
    Start From $860.00
 
 

Sunset Sailing Tour in Bacalar with Outdoor Bar and Lunch

(4.9 of 56 reviews)

Let yourself be carried away by the wind on an unforgettable adventure through the wonderful Lagoon of 7 Colors. A unique experience to enjoy with family or friends, open bar and lunch. Without engine noises, the sounds of nature... More

Free Cancellation
Private Tour
Start From $70.46
 
Sunset Sailing Tour in Bacalar with Outdoor Bar and Lunch Likely to Sell Out

Sunset Sailing Tour in Bacalar with Outdoor Bar and Lunch

  • North America
  • Superb56 reviews4.9

Let yourself be carried away by the wind on an unforgettable adventure through the wonderful Lagoon ....

    Free Cancellation
    Private Tour
    Start From $70.46
 
 

Luxury Catamaran tour to isla mujeres with transportation from Tulum

(3.5 of 62 reviews)

Excellent service on board Professional crew members Safety measures in all our activities Sanitary prevention protocols for all our guests and staff Once in a lifetime experience Delicious buffet lunch and drinks Beach club (beac... More

Free Cancellation
Private Tour
Start From $110.77
 
Luxury Catamaran tour to isla mujeres with transportation from Tulum Likely to Sell Out

Luxury Catamaran tour to isla mujeres with transportation from Tu....

  • North America
  • Good62 reviews3.5

Excellent service on board Professional crew members Safety measures in all our activities Sanitary ....

    Free Cancellation
    Private Tour
    Start From $110.77
 
 

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 $270.00
 
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 $270.00
 
 

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

(4.9 of 12 reviews)

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment to sustainability and having a minimal impact on the environment ! It is a wholesome adventure that will le... More

Free Cancellation
Private Tour
Start From $500.00
 
Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay Likely to Sell Out

Half-Day Private Guided Sailing Adventure of Miami's Biscayne Bay

  • North America
  • Superb12 reviews4.9

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We ....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Excursion to Reefs in a transparent boat from Cancun

(4.3 of 7 reviews)

It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine life, in addition, the colors of the blanquizal of Cancun are something spectacular and there is a great diversity of marine life... More

Free Cancellation
Private Tour
Start From $51.70
 
Excursion to Reefs in a transparent boat from Cancun Likely to Sell Out

Excursion to Reefs in a transparent boat from Cancun

  • North America
  • Exellent7 reviews4.3

It is the only tour that includes a visit to the lagoon, where we can appreciate 2 types of marine l....

    Free Cancellation
    Private Tour
    Start From $51.70
 
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