Top San Diego Cruises & Sailing - page 3

Cruise around San Diego Bay aboard a spacious sailboat with great views of the city skyline and Pacific Ocean during this 2-hour evening cruise. From your perch on the sailboat, take in views of downtown San Diego, Point Loma, and Coronado Island, and watch the sky change colors during the sunset. Your cruise includes commentary from your captain about the region, as well as snacks and a glass of wine, champagne, or beer.

Take a private boat trip out into the sunset with this private, romantic cruise. Your skipper will take you out into Mission Bay in a private boat, complete with its own observation tower for 360-degree views of your surroundings. Cheese and crackers will be provided and you are welcome to bring a bottle of wine on board.

See San Diego with a local guide who has a fantastic itinerary planned for you. You’ll get around the city, from Old Town to Coronado Island, not missing anything. Your guide will drive you from place to place, explain the history, culture, and more. Plan on having fun, seeing the sights, and then having the rest of the day free.

When visiting San Diego, take a trip south of the border to Baja California on a private tour that makes it easy to experience the culture and flavor of Mexico. Border crossing on your own can be tricky, and there is no direct public transit connection, but your private driver and guide will get you there easily and safely. Enjoy a coastal lobster lunch with margaritas or craft beer tastings, accompanied by live, authentic Mariachi music.

Set sail from America's Cup Harbor on your morning sailing tour, and enjoy the sights of Point Loma, San Diego Bay and the downtown waterfront. This two-hour adventure on a Catalina sailboat is limited to a maximum of six (6) guests allowing you a comfortable semi-private experience (or, purchase all 6 tickets to make it a private sail for you and your friends/family!). Sit back and relax into the slower pace of your morning as you watch the sights of San Diego Bay, all while enjoying the complimentary drinks and snacks. Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time. Please note this activity does require a minimum of 3 guests total in order to sail.

Explore beautiful Coronado Island at your own pace astride an electric scooter on this GPS-guided tour that helps you see more of the historic island than a walking tour. Cross the San Diego Harbor on a ferry, and then scoot around to the island's can't-miss locations like the Hotel del Coronado, the best beaches, and the Naval Air Station. A pre-recorded GPS guide leads the way and shares interesting trivia as you ride.

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. During the warm summer months, we'll anchor off of Coronado Island and you and your friends can dive into the bay for a swim. In late winter and spring, we can take to the Pacific Ocean and watch for whales, dolphins and seals off the coast of San Diego. Our Captain and crew are fun, experienced and knowledgeable. The yacht is flawless, comfortable and very well appointed. When we return to the dock, you won't want to leave.

This Mother’s Day, create family memories that will be treasured forever with an amazing day on the water! Treat the mom in your life to a special Mother's Day Premier Brunch Cruise on the San Diego Bay. While onboard, your family will enjoy a chef-inspired buffet with a selection of wine, champagne, and classic cocktails. Celebrate with drinks and dining from our climate-controlled interior, or soak in the picturesque backdrop of San Diego’s skyline from our outdoor decks. Start a new tradition the whole family will enjoy and celebrate Mother’s Day on the water!

Help to steer and sail one of San Diego’s iconic tall ships, the Schooner Califonian, on this group tour. Not many people can say they’ve sailed a tall ship, but you will be able to make that claim. Besides the chance to help sail this ship, this tour also includes a self-guided tour of the Maritime Museum of San Diego to enrich your seafaring knowledge.

WE PROVIDE A True Sailing Experience Our goal is to give you, your family, friends, and loved ones an amazing experience that you’ve never had before. We do this by showing what it is like to truly sail. You’ll go underway to unforgettable sites, gain knowledge of our beautiful San Diego City, and gain inside tips with local knowledge to keep your trip unique and anchored in your memory for a lifetime.

Explore the wonderful coast outside of San Diego with a local expert and discover some the beautiful coast and its wonderful beaches. Your drive/guide will show you the most beautiful beaches and its villages. Learn the history of the area, see the beach lifestyle and marine life of San Diego.

Take your bachelorette party up a notch--by renting a private catamaran. With this package for up to 12 guests, you'll get the chance to sail out on the San Diego Bay aboard the sturdy Sea Esta for fantastic views of the cityscape. Snacks and bottled water will be provided on board and you're welcome to bring your own additional food and alcohol.

If it's your first time in San Diego, get a personalized orientation with a private, half-day driving tour that showcases the best of the city. San Diego freeways can be difficult to navigate, so sit back and let a professional guide and driver handle the roads as you ride to must-see spots like Balboa Park, Little Italy, the Gaslamp Quarter, and top beaches. You'll cover much more ground than a walking tour, and can make any stops you like along the way.

This is an all-inclusive private luxury day trip to Mexico's Valle de Guadalupe. The top wine destination in Mexico. The region grows everything from Syrah to Tempranillo. This wonderful valley has been dubbed "The Napa of Mexico". When taking this tour, you will not have to wait in the long border line! I have a special entry pass and crossing the border should take no more than 20 minutes! If you have Global Entry or SENTRI, please let me know!

What makes our experience truly distinctive is our dedication to responsible wildlife encounters aboard our comfortable Zodiac boat. With a 100% success rate, we guarantee you the chance to snorkel alongside captivating pelagic fish, like the rare Mola Mola, in their ocean environment, all while adhering to California's wildlife regulations.

This private excursion allows a party of six passengers to cruise the San Diego Bay and Coast on a customizable charter. Create your own adventure on a vintage sailing yacht for 4 hours with an experienced captain.

Our Whale Guarantee We’d love to be able to show you real whales on every trip but sometimes these big beautiful animals just don’t want to be seen. So our promise to you is this, if you don’t see a whale or dolphin then you’ll receive a free pass to join us again for another whale watching trip.

Christened in 1934, Cloudia is a beautifully restored, rare example of a classic Norwegian double ended ketch. Inspired by the original designs of famed naval architect Colin Archer (1832-1921), from Larvik, Norway, the Cloudia is a Listerskøyte. The top-sail ketch is notable for durability and safety. Archer’s shipyard designed and constructed the famed Fram, which participated in a number of expeditions to the North Pole and later supported Roald Amundsen’s historic first expedition to the South Pole. The Cloudia is rigged as a topsail ketch in the British or American style, which means there are 2 two-piece masts which allow her to carry more sail than a traditional Norwegian rig with shorter single masts. Cloudia’s main mast is 85 feet high including the top-jack. Many different woods were used to craft the ship, including Norwegian white oak, sapele hardwood, Douglas fir, Alaskan yellow cedar, and Ipe Brazilian hardwood. Come experience History!

A Romantic Private Sail for Two on the San Diego Bay offers a Beautiful Sunset and Downtown City Skyline.

Spend a romantic evening with your special someone onboard a private chartered sailboat. Your skipper will sail you past San Diego’s lovely shoreline, with views of Point Loma, Coronado Island, Shelter Island and Harbor Island while you relax on the deck. Watching the sun set over Point Loma with a glass of champagne is the perfect way to top off a day with the one you love.

Experience a private group charter with up to six passengers while sailing along the San Diego Bay. If you’re looking for a night of family fun, or to celebrate with your friends look no further. Leave your worries behind as you cruise along the vibrant waterfront and marvel at the cityscape. Create a memory of a lifetime while sailing past Downtown, Point Loma, and Coronado Island. Watch the setting sun cast its brilliant colors across the ocean and reflecting from the city as it lights up for the nightlife.

The Private San Diego Highlights Tour introduces our guests to a private VIP guided experience that is unparalleled in its detail and scope. No other tour can include so much fun sightseeing and at so leisurely a pace. In five hours, you will see the best of America’s Finest City! Our tour begins daily at your desired pick-up location and from there we transport you throughout the loveliest and most renowned parts of our city.

Our private afternoon and sunset cruises offer an exclusive adventure for up to six individuals. Immerse your family and friends in the many sights of San Diego Bay, while enjoying the personalized touch of a family-owned venture. Our meticulously crafted sailing yacht, a faithful reproduction of a 1904 vessel, guarantees an unforgettable journey filled with sophistication and charm. Revel in the unmatched beauty of the San Diego skyline while enjoying unlimited refreshments, including beer, white wine, sodas, water, and snacks. With personalized service and a commitment to creating lasting memories, Sail Liberty offers a unique and intimate experience. Book your private voyage with Sail liberty for an unparalleled sailing adventure that combines elegance, history, and breathtaking San Diego views! We also offer individual tickets to join other travlers in small group sailing experiences aboard Sail Liberty. Discover our shared afternoon and sunset adventures on this platform.