Sailing Trips in North America
Top 10 Best North America Sailing Trips
Found 641 Sailing Trips activities in North America. Sort by Popularity. - Page 11Luxury Catamaran tour to isla mujeres with transportation from Tulum
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
Yo Ho Pirate Show at Sunset, Dinner and Legends on the High Seas
Go back in time, to the days when Cabo was home to pirates A fantastic sunset cruise with a show which is the joy of children and adults alike. Our pirates dance, sing, climb the ropes, while you enjoy the beautiful sunset and li... More
Romantic Dinner on a Spanish Galeon in Cancun
Live this unique experience in one of the most romantic cities in the world! Enjoy a magical dinner with the most wonderful scenary. This is the perfect opportunity to enjoy a delicious dinner while you fall in love with the liv... More
Key West Sunset Sail aboard legendary Schooner Appledore
Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comf... More
Free Cancellation
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Banderas Bay Sailing Adventures
You will spend your day on the most modern sailboat offering a real sailing experience in Bandera's Bay. We take you from Paradise Village and bring you out on the Bay to offer you a real sailing experience on a modern 40-foot sai... More
Free Cancellation
Private Tour
(Saving 30% )
Waikiki Fireworks Cruise
Our boat is designed for a maximum of 12 people, ensuring an intimate and private experience for all our guests. Our small group size allows for more personalized and attentive service from our crew, ensuring that you have a memor... More
Private Tour
2-Hour Seattle Sailing Harbor Tour
Seattle's Tall Ship welcomes you aboard for a day sail on our classic schooner! Our Harbor Sailing tour is family-friendly and is an excellent way to see the Seattle skyline, the beauty of the Puget Sound, even mountain views! We ... More
Private Tour
San Francisco Bay 2-hour Sailing Adventure from Sausalito
Sail under the spectacular Golden Gate Bridge, and view the Marin Headlands, Alcatraz and the SF skyline. This is a Private Trip on a sailing yacht! Get a taste for what an experience living, working and voyaging on a sailboat c... More
Private Tour
Boat ride to the Arch and Snorkel
Check these must-do Cabo activities off your list and spend a proper day in the sun, relaxing on a smooth ride through the Sea of Cortez Our guide and captain who are biologists will share interesting and professional infor... More
Private Tour
Waikiki small group turtle snorkeling & sailing
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More
Private Tour
Sunset Luxury Sail on Tampa Bay
Set sail aboard Hawkeye, a brand-new 47-foot luxury sailboat made locally by Island Packet Yachts. Cruise along Downtown St. Petersburg’s scenic waterfront and watch the city glisten in the setting sun. This is a luxury, two-ho... More
Private Tour
2-Hour Sunset Sailing With Wine In Stock Island
Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indulge in a variety of IPA, Import or domestic beers. Taste an assortment of appetizers. Enjoy a beautiful sunset while on the water.... More
Free Cancellation
Private Tour
(Saving 15% )
FROM FLORIDA: Bimini Bahamas Day Trip By Fast Ferry
Take advantage of the vicinity of the Bahamas Islands during your Florida visit to experience the world's best beaches. The ocean crossing is provided with our comfortable Express-Ferry featuring restrooms, comfortable seats, air ... More
Free Cancellation
Private Tour
(Saving 5% )
Cabo Snorkeling and Sailboat Tour with Lunch and Open Bar
Embark on a 3-hour sailing & snorkeling expedition to Land’s End and Pelican’s Rock. Take your picture at The Arch, one of Cabo’s main landmarks, and get a glimpse of Lover’s Beach and the Sea Lion Colony. Known as the a... More
Private Tour
Sailing Experience on a 50’ sailboat
I have been living aboard full time for the past 12 years, sailing the Vancouver waterways for over 45 years. I have raced competitively for 20 of those, have extensive sailing and local knowledge, 12 years experience volunteering... More
Private Tour
San Salvador Spanish Galleon Adventure Day Sail with General Admission
Your 4-hour San Salvador Adventure Day Sail is your opportunity to step back into time as you step on board this 16th century Spanish galleon. The San Salvador is a replica of Juan Rodriguez Cabrillo’s ship that arrived at the ... More
Private Tour
Small-Group San Diego Sailing Trip
Leave the streets behind as you cruise the San Diego Bay and marvel at the cityscape. The vibrant waterfront offers expansive views of Downtown, Point Loma, and Coronado Island. Whether you’re looking for an intimate adventure, ... More
Private Tour
NYC Statue of Liberty Tall Ship Sail aboard Clipper City
Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of this grand city by day. You will enjoy breathtaking views of New York City and see the Statue of Liberty, Ellis Island, the Manh... More
Private Tour