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Top 10 Best North America Sailing Trips

Found 694 Sailing Trips activities in North America. Sort by Popularity. - Page 34
 

Waikiki private Day Tour and Sunset sail for couples

(5 of 15 reviews)

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating ... More

Free Cancellation
Private Tour
Start From $300.00
 
Waikiki private Day Tour and Sunset sail for couples Likely to Sell Out

Waikiki private Day Tour and Sunset sail for couples

  • North America
  • Superb15 reviews5

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This privat....

    Free Cancellation
    Private Tour
    Start From $300.00
 
 

Private Luxury Sailboat Charters of Honolulu

(5 of 15 reviews)

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. While aboard this fully renovated 41' vessel, view the most treasured maritime life and landscapes of Oahu on a Day Sail and create gr... More

Free Cancellation
Private Tour
Start From $699.00
 
Private Luxury Sailboat Charters of Honolulu Likely to Sell Out

Private Luxury Sailboat Charters of Honolulu

  • North America
  • Superb15 reviews5

Oahu’s private luxury sailboat charter, Sailing Beauty, is operated by a mother and son team. Whil....

    Free Cancellation
    Private Tour
    Start From $699.00
 
 

Private Charter Day Sail For up to 6 People

(5 of 7 reviews)

Set sail in Beautiful Salem sound on your very own private sailing charter! When purchasing, you will get a private sailing trip for up to 6 people on the beautiful classic sailboat Wenonah. An hour and a half harbor day sail is t... More

Free Cancellation
Private Tour
Start From $225.00
 
Private Charter Day Sail For up to 6 People Likely to Sell Out

Private Charter Day Sail For up to 6 People

  • North America
  • Superb7 reviews5

Set sail in Beautiful Salem sound on your very own private sailing charter! When purchasing, you wil....

    Free Cancellation
    Private Tour
    Start From $225.00
 
 

Los Cabos Catamaran Private Sunset Sail with Snorkel Gear

(5 of 1 review)

Enjoy a fully private catamaran cruise where your group has the entire vessel to yourselves—no crowds, just personalized VIP service. Sail past Los Cabos’ most iconic landmarks, including El Arco, Lover’s Beach, and the Sea ... More

Free Cancellation
Private Tour
Start From $1,295.00
 
Los Cabos Catamaran Private Sunset Sail with Snorkel Gear Likely to Sell Out

Los Cabos Catamaran Private Sunset Sail with Snorkel Gear

  • North America
  • Superb1 review5

Enjoy a fully private catamaran cruise where your group has the entire vessel to yourselves—no cro....

    Free Cancellation
    Private Tour
    Start From $1,295.00
 
 

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

(3.5 of 2 reviews)

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with us. Our sa... More

Free Cancellation
Private Tour
Start From $600.00
 
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests Likely to Sell Out

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guest....

  • North America
  • Good2 reviews3.5

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San D....

    Free Cancellation
    Private Tour
    Start From $600.00
 
 

Beyond Bacalar: Pirate Route Exploration + River Float + Lunch

(5 of 1 review)

The Hidden Gem Tour! Explore Bacalar’s secret lagoons and the historic Pirate Route, float gently in peaceful currents, spot wildlife, and enjoy fresh snacks and authentic ceviche on a private 5-hour boat tour away from the crow... More

Free Cancellation
Private Tour
Start From $297.27
 
Beyond Bacalar: Pirate Route Exploration + River Float + Lunch Likely to Sell Out

Beyond Bacalar: Pirate Route Exploration + River Float + Lunch

  • North America
  • Superb1 review5

The Hidden Gem Tour! Explore Bacalar’s secret lagoons and the historic Pirate Route, float gently ....

    Free Cancellation
    Private Tour
    Start From $297.27
 
 

Half-Day Luxury Sailing in Puerto Morelos with Open Bar

(5 of 1 review)

Set sail on the tranquil turquoise waters of Puerto Morelos aboard a luxury catamaran for an unforgettable half-day adventure. This experience offers a guided snorkeling session at a vibrant reef in the Mesoamerican Barrier Reef, ... More

Free Cancellation
Private Tour
Start From $139.00
 
Half-Day Luxury Sailing in Puerto Morelos with Open Bar Likely to Sell Out

Half-Day Luxury Sailing in Puerto Morelos with Open Bar

  • North America
  • Superb1 review5

Set sail on the tranquil turquoise waters of Puerto Morelos aboard a luxury catamaran for an unforge....

    Free Cancellation
    Private Tour
    Start From $139.00
 
 

Private all inclusive party on the water!

(5 of 1 review)

First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew will make sure that you have a drink in your hand within minutes. You will get to see the world famous Arch, Lover's Beach, Divorce... More

Special Offer
Free Cancellation
Private Tour
Start From $2,250.00
(Saving 10% ) $2,500.00
 
-10% Private all inclusive party on the water! Likely to Sell Out

Private all inclusive party on the water!

  • North America
  • Superb1 review5

First, you meet on the dock to meet the best crew that Cabo has! You will get boarded and the crew w....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $2,250.00
    (Saving 10% ) $2,500.00
 
 

Private Cruise Swim with Dolphin

(5 of 1 review)

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and anniversaries. An Impressive Swimming Experience with Wild Dolphins at the West Coast of Oahu. Learning about the ecosystem of wil... More

Free Cancellation
Private Tour
Start From $3,769.63
 
Private Cruise Swim with Dolphin Likely to Sell Out

Private Cruise Swim with Dolphin

  • North America
  • Superb1 review5

Exclusive private cruise for up to 20 guests on a 40 passenger catamaran boat ideal for parties and ....

    Free Cancellation
    Private Tour
    Start From $3,769.63
 
 

Cancun to Isla Mujeres Full Day Tour with Snorkeling

(5 of 1 review)

Live a fun and relaxed day aboard a catamaran with open bar on board meeting the pearl of the Caribbean – Isla Mujeres, with its paradise beaches. We start the catamaran tour with national open bar included on board throughout ... More

Free Cancellation
Private Tour
Start From $70.00
 
Cancun to Isla Mujeres Full Day Tour with Snorkeling Likely to Sell Out

Cancun to Isla Mujeres Full Day Tour with Snorkeling

  • North America
  • Superb1 review5

Live a fun and relaxed day aboard a catamaran with open bar on board meeting the pearl of the Carib....

    Free Cancellation
    Private Tour
    Start From $70.00
 
 

Public Schooner Sail in Greenport

(5 of 1 review)

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands down the best ways to see the East End of Long Island, and sailing aboard our unique schooner makes the experience extra special. U... More

Free Cancellation
Private Tour
Start From $130.00
 
Public Schooner Sail in Greenport Likely to Sell Out

Public Schooner Sail in Greenport

  • North America
  • Superb1 review5

You haven't truly visited the North Fork if you haven't been on the water! A sailing trip is hands d....

    Free Cancellation
    Private Tour
    Start From $130.00
 
 

NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers

(5 of 4 reviews)

- VIP access to "The Haute Couture Boat" event. - Firsthand viewing of Empório Aragão's new collection launch. - Showcase of 7 other international designers' collections. - Access to "Art Biennale sur Mer" art exhibition by São... More

Free Cancellation
Private Tour
Start From $298.51
 
NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers Likely to Sell Out

NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers

  • North America
  • Superb4 reviews5

- VIP access to "The Haute Couture Boat" event. - Firsthand viewing of Empório Aragão's new collec....

    Free Cancellation
    Private Tour
    Start From $298.51
 
 

2 Hours Small Group Fireworks Night in Waikiki

(5 of 4 reviews)

Enjoy a relaxing sail to Diamond head and Experience an unforgettable evening with Friday fireworks in small intimate group . See this vibrant display from a whole new perspective as the colorful lights reflect off the sea. Kick b... More

Free Cancellation
Private Tour
Start From $549.00
 
2 Hours Small Group Fireworks Night in Waikiki Likely to Sell Out

2 Hours Small Group Fireworks Night in Waikiki

  • North America
  • Superb4 reviews5

Enjoy a relaxing sail to Diamond head and Experience an unforgettable evening with Friday fireworks ....

    Free Cancellation
    Private Tour
    Start From $549.00
 
 

Private Monohull Sailboat

(5 of 4 reviews)

Take your sailing adventures to the next level with a guided private tour on a trusty Monohull boat. This tour features top of the line service from fresh fruits and a bottle of wine to breathtaking views and complete privacy. Ta... More

Free Cancellation
Private Tour
Start From $200.93
 
Private Monohull Sailboat Likely to Sell Out

Private Monohull Sailboat

  • North America
  • Superb4 reviews5

Take your sailing adventures to the next level with a guided private tour on a trusty Monohull boat.....

    Free Cancellation
    Private Tour
    Start From $200.93
 
 

Private Sightseeing Charter in Frenchman Bay

(3 of 2 reviews)

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore the Porcupine Islands and Egg Rock. See beautiful views of Acadia National Park from the sea. Learn some history of coastal Maine a... More

Free Cancellation
Private Tour
Start From $700.00
 
Private Sightseeing Charter in Frenchman Bay Likely to Sell Out

Private Sightseeing Charter in Frenchman Bay

  • North America

Enjoy a 2-hour tour of Frenchman Bay with eagle, seabird and porpoise sightings plus more. Explore t....

    Free Cancellation
    Private Tour
    Start From $700.00
 
 

SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Must Do Activity

(3 of 2 reviews)

Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other face of the Caribbean with the Jungle Tour. On this activity we will drive our speedboat through the calm waters of the Nichupteâ... More

Free Cancellation
Private Tour
Start From $59.00
 
SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Must Do Activity Likely to Sell Out

SSS Experience. Speedboat, Snorkel, and Sightseeing in Cancun, Mu....

  • North America

Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other f....

    Free Cancellation
    Private Tour
    Start From $59.00
 
 

It doesn't get better than this all inclusive 95ft luxury yacht

(3 of 2 reviews)

This all inclusive Baller Package isn't for everyone. If you want THE luxury yacht in Cabo this 95ft is THE one. Hot tub, bedrooms, bathrooms, we are talking 95ft baller baby! Contact us directly to make sure we can get you the ex... More

Free Cancellation
Private Tour
Start From $9,999.00
 
It doesn't get better than this all inclusive 95ft luxury yacht Likely to Sell Out

It doesn't get better than this all inclusive 95ft luxury yacht

  • North America

This all inclusive Baller Package isn't for everyone. If you want THE luxury yacht in Cabo this 95ft....

    Free Cancellation
    Private Tour
    Start From $9,999.00
 
 

Lowcountry Boil Dinner Cruise

(3 of 2 reviews)

Step aboard Bonjour for a one of a kind dinner cruise where Southern flavor meets coastal charm. Feast on a hearty Lowcountry Boil—piled high with fresh shrimp, sausage, corn, and potatoes—all while cruising the scenic waters ... More

Free Cancellation
Private Tour
Start From $127.86
 
Lowcountry Boil Dinner Cruise Likely to Sell Out

Lowcountry Boil Dinner Cruise

  • North America

Step aboard Bonjour for a one of a kind dinner cruise where Southern flavor meets coastal charm. Fea....

    Free Cancellation
    Private Tour
    Start From $127.86
 
 

Lana'i Coast Snorkel and Sail

(3 of 2 reviews)

Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as we explore and snorkel the incredible coastline of Maui. We'll check the conditions for the day and take off across the channel o... More

Free Cancellation
Private Tour
Start From $227.03
 
Lana'i Coast Snorkel and Sail Likely to Sell Out

Lana'i Coast Snorkel and Sail

  • North America

Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as....

    Free Cancellation
    Private Tour
    Start From $227.03
 
 

Two Hour Private Sailing Charter

(5 of 3 reviews)

Escape the city on a two hour private sailing charter for up to 6 guests. Our two hour charter option is available morning, afternoon, and evening, and it is a great option for a quick getaway. We sail you around lower Manhattan w... More

Free Cancellation
Private Tour
Start From $625.00
 
Two Hour Private Sailing Charter Likely to Sell Out

Two Hour Private Sailing Charter

  • North America
  • Superb3 reviews5

Escape the city on a two hour private sailing charter for up to 6 guests. Our two hour charter optio....

    Free Cancellation
    Private Tour
    Start From $625.00
 
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