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Top 10 Best North America Sailing Trips

Found 674 Sailing Trips activities in North America. Sort by Popularity. - Page 25
 

Private Adellita Yacht rental in Mexico

(5 of 1 review)

Private yacht for your party to sailing around Puerto Vallarta Bay with drinks and meals included to have fun with your party.... More

Free Cancellation
Private Tour
Start From $1,471.00
 
Private Adellita Yacht rental in Mexico

Private Adellita Yacht rental in Mexico

  • North America
  • Superb1 review5

Private yacht for your party to sailing around Puerto Vallarta Bay with drinks and meals included to....

    Free Cancellation
    Private Tour
    Start From $1,471.00
 
 

3 Hour Luxury Private Sailing Catamaran for 7-12 People

(5 of 1 review)

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More

Free Cancellation
Private Tour
Start From $1,995.00
 
3 Hour Luxury Private Sailing Catamaran for 7-12 People

3 Hour Luxury Private Sailing Catamaran for 7-12 People

  • North America
  • Superb1 review5

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....

    Free Cancellation
    Private Tour
    Start From $1,995.00
 
 

Explore Turtle Canyons Waikiki Snorkel and Sail Adventure

(4.5 of 4 reviews)

Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience is amazing for you to relax and have fun. ... More

Free Cancellation
Private Tour
Start From $1,199.00
 
Explore Turtle Canyons Waikiki Snorkel and Sail Adventure Likely to Sell Out

Explore Turtle Canyons Waikiki Snorkel and Sail Adventure

  • North America
  • Exellent4 reviews4.5

Enjoy your best day in Hawaii and discover a new Adventure! This sailing with snorkeling experience ....

    Free Cancellation
    Private Tour
    Start From $1,199.00
 
 

BYOB Friday Night Fireworks Cruise

(4.2 of 5 reviews)

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki. You'll enjoy the view of the city lights and be in awe with this unobstructed view of fireworks from the water! With plenty of... More

Free Cancellation
Private Tour
Start From $138.95
 
BYOB Friday Night Fireworks Cruise Likely to Sell Out

BYOB Friday Night Fireworks Cruise

  • North America
  • Exellent5 reviews4.2

BYOB Fireworks Cruise! Relax and enjoy the views as you cruise along the beautiful coast of Waikiki....

    Free Cancellation
    Private Tour
    Start From $138.95
 
 

2 hours - Private Sunset Sail along Historic Bay Front

(4.9 of 26 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 $795.00
 
2 hours - Private Sunset Sail along Historic Bay Front Likely to Sell Out

2 hours - Private Sunset Sail along Historic Bay Front

  • North America
  • Superb26 reviews4.9

We would welcome an opportunity to host you and your guest aboard our luxury sailing yachts. Our sta....

    Free Cancellation
    Private Tour
    Start From $795.00
 
 

The Best Catamaran Tour to Isla Mujeres from Cancún

(4.8 of 5 reviews)

Discover Isla Mujeres and visit one of the beutiful beaches in the world, from incredible catamaran equipped with all the comforts! Enjoy with your family and your friends a quiet ride catamaran sailing on the crystal clear waters... More

Free Cancellation
Private Tour
Start From $68.00
 
The Best Catamaran Tour to Isla Mujeres from Cancún Likely to Sell Out

The Best Catamaran Tour to Isla Mujeres from Cancún

  • North America
  • Superb5 reviews4.8

Discover Isla Mujeres and visit one of the beutiful beaches in the world, from incredible catamaran ....

    Free Cancellation
    Private Tour
    Start From $68.00
 
 

Private Charter 6 Passenger Sandbar, Snorkel, Dolphins

(5 of 4 reviews)

Cowfish offers a smooth and comfortable ride, versatility, and ample space for 6 or fewer in a small package. Whether you want to lounge on the sandbar, snorkel at your own pace, or enjoy dolphin watching, Cowfish provides a great... More

Free Cancellation
Private Tour
Start From $950.00
 
Private Charter 6 Passenger Sandbar, Snorkel, Dolphins Likely to Sell Out

Private Charter 6 Passenger Sandbar, Snorkel, Dolphins

  • North America
  • Superb4 reviews5

Cowfish offers a smooth and comfortable ride, versatility, and ample space for 6 or fewer in a small....

    Free Cancellation
    Private Tour
    Start From $950.00
 
 

Cozumel Catamaran Experience with Snorkeling & Beach Club

(4.2 of 6 reviews)

Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cruise in a luxurious catamaran along the Cozumel coastline, and snorkel above the fascinating El Palancar Reef. The adventure conti... More

Free Cancellation
Private Tour
Start From $129.00
 
Cozumel Catamaran Experience with Snorkeling & Beach Club Likely to Sell Out

Cozumel Catamaran Experience with Snorkeling & Beach Club

  • North America
  • Exellent6 reviews4.2

Spend a fun-packed half day in paradise, snorkeling and swimming on one of Mexico's top beaches. Cru....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Friday Night Waikiki Fireworks Sail

(3 of 1 review)

Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a spectacular Hawaiian sunset and the Friday Night Fireworks onboard a luxury private yacht.... More

Free Cancellation
Private Tour
Start From $699.00
 
Friday Night Waikiki Fireworks Sail Likely to Sell Out

Friday Night Waikiki Fireworks Sail

  • North America

Sunset, Sailing and Fireworks! Highlights of Hawaii! Top Rated Sailing adventure in Waikiki. Enjoy a....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer

(3.7 of 3 reviews)

Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the trip in the town of Puerto Morelos. There you will be able to visit the 2nd biggest barrier reef in the world. Swim and explore the... More

Free Cancellation
Private Tour
Start From $115.00
 
Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer Likely to Sell Out

Super Combo ATV in Cancun with Zipline, Snorkel, Cenote, transfer

  • North America
  • Very Good3 reviews3.7

Welcome to the super combo tour, the best activity in Mexico and the Caribbean. You will start the t....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Private Sailing Charter in Brooklyn

(5 of 4 reviews)

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn Bridge Park against the breathtaking backdrop of Lower Manhattan, Tantara sails s... More

Free Cancellation
Private Tour
Start From $660.00
 
Private Sailing Charter in Brooklyn Likely to Sell Out

Private Sailing Charter in Brooklyn

  • North America
  • Superb4 reviews5

Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adv....

    Free Cancellation
    Private Tour
    Start From $660.00
 
 

Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks

(5 of 11 reviews)

Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel at the beauty that makes Los Cabos a unique destination and enjoy this adventure aboard our luxurious French-made sailboats and cat... More

Free Cancellation
Private Tour
Start From $175.00
 
Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Drinks Likely to Sell Out

Luxury Sailboat Tour at Sunset in Los Cabos + Snacks + Premium Dr....

  • North America
  • Superb11 reviews5

Sail along the coast, enjoying the refreshing breeze in this exclusive sailing experience. Marvel a....

    Free Cancellation
    Private Tour
    Start From $175.00
 
 

Half-Day Private Snorkel Sailing Adventure in Cabo San Lucas

(5 of 11 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 $940.00
 
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
  • Superb11 reviews5

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

    Free Cancellation
    Private Tour
    Start From $940.00
 
 

Private Cabo San Lucas Sunset Cruise

(4.9 of 52 reviews)

You will enjoy watching the sun set on the horizon from your very own private boat with our accommodating and knowledgeable crew. Every tour includes sightseeing along the spectacular Finisterra Rocky point where you will see the ... More

Free Cancellation
Private Tour
Start From $600.00
 
Private Cabo San Lucas Sunset Cruise Likely to Sell Out

Private Cabo San Lucas Sunset Cruise

  • North America
  • Superb52 reviews4.9

You will enjoy watching the sun set on the horizon from your very own private boat with our accommod....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

(4.3 of 20 reviews)

Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a 2hr. day sail on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we set a c... More

Free Cancellation
Private Tour
Start From $54.95
 
Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor Likely to Sell Out

Schooner Apple Jack 2-Hour Day Sail from Boothbay Harbor

  • North America
  • Exellent20 reviews4.3

Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Scho....

    Free Cancellation
    Private Tour
    Start From $54.95
 
 

Private Sunset Sailing

(5 of 1 review)

A private and exclusive Sunset Sailing Adventure discovering a Sunset that will never repeat. Premium Open Bar and a Cheese and Cold Cuts table as snacks. Go in style and go Private. Since Covid-19 additional measures and precauti... More

Free Cancellation
Private Tour
Start From $999.00
 
Private Sunset Sailing Likely to Sell Out

Private Sunset Sailing

  • North America
  • Superb1 review5

A private and exclusive Sunset Sailing Adventure discovering a Sunset that will never repeat. Premiu....

    Free Cancellation
    Private Tour
    Start From $999.00
 
 

2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)

(5 of 1 review)

This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG licensed captain and crew where you'll sail past the Golden Gate Bridge, Alcatraz and Angel Islands and across the San Francisco w... More

Free Cancellation
Private Tour
Start From $795.00
 
2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests) Likely to Sell Out

2hr. PRIVATE Sailing Experience on San Francisco Bay (6 Guests)

  • North America
  • Superb1 review5

This is a "Private Charter" Sailing Experience on San Francisco Bay for up to 6 guests, with a USCG ....

    Free Cancellation
    Private Tour
    Start From $795.00
 
 

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii

(4.9 of 10 reviews)

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expectations on the pristine waters of the Kona coast. Immerse yourself in a unique and unforgettable experience as we invite you to j... More

Free Cancellation
Private Tour
Start From $125.00
 
Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii Likely to Sell Out

Hawaiian Sail and Snorkel in Kailua-Kona, Hawaii

  • North America
  • Superb10 reviews4.9

Welcome to the only place in Hawaii where the spirit of ancient Hawaiian seafaring meets modern expe....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

JFarwell Sip & Sail aboard the Reverie

(5 of 18 reviews)

This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding in luxury with friends, family or colleagues. Step aboard our 50’ Catamaran and be greeted with a perfect locally crafted bevera... More

Free Cancellation
Private Tour
Start From $821.33
 
JFarwell Sip & Sail aboard the Reverie Likely to Sell Out

JFarwell Sip & Sail aboard the Reverie

  • North America
  • Superb18 reviews5

This private day sail allows you to enjoy happy hour on your own time! Enjoy 1.5 hours of unwinding ....

    Free Cancellation
    Private Tour
    Start From $821.33
 
 

Private Whale Watching Sailing Adventure

(3.5 of 2 reviews)

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback whales. Departing near Waikiki, enjoy a leisurely sail against the majestic backdrop of Diamond Head as you scan the water for maj... More

Free Cancellation
Private Tour
Start From $695.00
 
Private Whale Watching Sailing Adventure Likely to Sell Out

Private Whale Watching Sailing Adventure

  • North America
  • Good2 reviews3.5

From the comfort of your private luxury yacht, enjoy an amazing experience with Hawaii’s humpback ....

    Free Cancellation
    Private Tour
    Start From $695.00
 
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