Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 642 Sailing Trips activities in North America. Sort by Popularity. - Page 28All Inclusive Luxury Isla Mujeres Catamaran 51¨Leopard 4hrs
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
Private Tour
Discover Catamaran CaboMar: Authentic Mexican Flavor!
Embark on a serene journey aboard the CaboMar Catamaran, where each moment unfolds in tranquility, with approximately 40 minutes spent at each captivating point along the route. As you glide through the stunning landscapes of Cab... More
Private Tour
Sunset Boat Tour Includes Open Bar and Dinner
No trip to Cabo is complete with a sunset boat tour of the world famous arch. This is the sunset boat tour that covers all of your bucket list checks! Open bar, light food, a sunset boat tour and memories to last a lifetime!... More
Free Cancellation
Private Tour
(Saving 10% )
Skagway Trail and Sail
This eco-friendly tour of Skagway is like no other experience around! Your tour starts at Klondike Electric Bicycles where you will join us for a self-guided ride to some of Skagway's best sites! You will visit a waterfall, scenic... More
Private Tour
Private Swim and Sail Charter (Kewalo Harbor)
A beautiful ride along the south shore of Oahu, potentially viewing sea turtles, dolphins, fish, and whales (seasonal). This experience is customization in its duration and activity *Viewing marine life is not guaranteed but we do... More
Private Tour
Key West Private Romantic Sunset Sail for Couples
Cruise the iridescent waters of Florida Keys coast on a romantic 2-hour sailing trip at sunset. Enjoy the intimate atmosphere of this private sailing trip as you admire Florida Keys sparkling skyline at dusk . Allow your expert sk... More
Private Tour
Romantic Sunset Sailing in Cabo
Designed with couples in mind, the tour provides a romantic setting aboard a sailboat, where you can enjoy the gentle breeze of Los Cabos while savoring a glass of wine and a gourmet picnic basket. Unlike other tours, this experie... More
Private Tour
Private Luxurious Sailing Cruise in San Diego Bay
This is the best most luxurious sailing tour in Southern California. Limited to you and 5 guests, and based on your most specific preferences, we'll make sure your time on the sailing vessel RIVIERA is the highlight of your visit.... More
Private Tour
Key West Guided Stargazing Cruise aboard Schooner America 2.0
Join us aboard Schooner America 2.0 in Key West and learn about the night’s sky with live narration from a seasoned astronomer! During this stargazing cruise, enjoy narration led by NASA Solar System Ambassador and Key West resi... More
Private Tour
Combo Tour: Sunset Fiesta Dinner Cruise + Camel Ride
Enjoy a spectacular camel ride along the crystalline waters and majestic waves of the Pacific Ocean. Immerse yourself in camel culture and learn about its history, anatomy, personality, keeping and training. At the end of your day... More
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 20% )
Private 3-Hour Sailing, Snorkeling or Whale Watching Tour in Cabo San Lucas
It's a special experience to enjoy an exciting whale watching tour on board your very own private boat with delicious food, premium open bar and our fun and knowledgeable crew. You enjoy your own boat away from the crowds and you ... More
Private Tour
2-hour Customizable Private Day Sail in Key West
This 2-hour, customizable day sail allows for you to experience the pristine Florida Keys water upon one of our historic schooners. This trip has a capacity of up to 26 people, and a selection of sodas, beer, and wine are included... More
Private Tour
Luxury Sailboat 50 feet in Private for up to 9 People 4 hrs
Welcome to the coast of Puerto Vallarta, a luxury destination known for its variety of exciting nautical activities! If you are looking to live a unique and unforgettable experience with family or friends, this is the perfect plac... More
Private Tour
Sailing Experience to Isla Mujeres with lunch and Premium Open Bar
Sail off on a sun-and-fun packed day trip to gorgeous Isla Mujeres, a natural attraction with beautiful views. Cruise on a luxury catamaran while sipping a drink or two from the open bar on your way to and from this scenic island.... More
Private Tour
Full-Day Sailing Adventure to Isla Mujeres
This 7-hour tour is the best way to enjoy "the life aquatic" of the Cancun coast. Sail from Cancun to Isla Mujeres aboard a wind-powered catamaran with an experienced and friendly captain and crew. Lounge, swim, eat, and drink at ... More
Private Tour
Cozumel Primetime
Travel through the waters of the Caribbean aboard a ferry to the remarkable island of Cozumel also known as "the land of the swallows" due to its translation from the Mayan language. After disembarking, a friendly guide will take... More
Private Tour
Themed and Special Event Cruise in Chesapeake Bay
This cruise is a unique way to celebrate that special event in your life while cruising on your very own private sailing yacht. You and a guest or you and 5 of your best friends will all help you celebrate that birthday, anniversa... More
Private Tour
Sail into Serenity Tropical Jazz & Wine Aboard a Catamaran
Sail Away on a Serene Tropical Jazz and Wine Cruise Embark on a leisurely journey, taking in the picturesque scenery at each stop for approximately 40 minutes. Join us aboard the Tropicat as we sail gracefully into the Pacific, p... More
Private Tour