Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 694 Sailing Trips activities in North America. Sort by Popularity. - Page 34Waikiki private Day Tour and Sunset sail for couples
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
Private Tour

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....
Private Tour
Private Luxury Sailboat Charters of Honolulu
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
Private Tour

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....
Private Tour
Private Charter Day Sail For up to 6 People
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
Private Tour

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....
Private Tour
Los Cabos Catamaran Private Sunset Sail with Snorkel Gear
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
Private Tour

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

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....
Private Tour
Beyond Bacalar: Pirate Route Exploration + River Float + Lunch
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
Private Tour

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 ....
Private Tour
Half-Day Luxury Sailing in Puerto Morelos with Open Bar
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
Private Tour

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....
Private Tour

Private all inclusive party on the water!
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
Free Cancellation
Private Tour
(Saving 10% )

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....
Free Cancellation
Private Tour
(Saving 10% )
Private Cruise Swim with Dolphin
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
Private Tour

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 ....
Private Tour
Cancun to Isla Mujeres Full Day Tour with Snorkeling
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
Private Tour

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....
Private Tour
Public Schooner Sail in Greenport
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
Private Tour

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....
Private Tour
NY Yacht Cruise with High Couture Show, Art Exhibit & Appetizers
- 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
Private Tour

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....
Private Tour
2 Hours Small Group Fireworks Night in Waikiki
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
Private Tour

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 ....
Private Tour
Private Monohull Sailboat
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
Private Tour

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.....
Private Tour
Private Sightseeing Charter in Frenchman Bay
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
Private Tour

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

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

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....
Private Tour
Lowcountry Boil Dinner Cruise
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
Private Tour

Lowcountry Boil Dinner Cruise
-
North America
Step aboard Bonjour for a one of a kind dinner cruise where Southern flavor meets coastal charm. Fea....
Private Tour
Lana'i Coast Snorkel and Sail
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
Private Tour

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....
Private Tour
Two Hour Private Sailing Charter
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
Private Tour

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....
Private Tour