Top San Diego Cruises & Sailing - page 2

The Gondola Company is your Passport to Italy. Indulge in all the magic and tradition of Venice right here in San Diego as you gently cruise in a private gondola through the enchanting canals of the Coronado Cays. Whether it’s a relaxing journey or a romantic adventure, each cruise is A Truly Memorable Experience.

Explore the stunning marine life off the coast of San Diego with premier whale watching tours. Witness majestic whales in their natural habitat while enjoying an eco-friendly experience that emphasizes sustainability. The knowledgeable guides provide insights into the local ecosystem and the species you encounter, making the tour both educational and captivating. Perfect for families, nature lovers, and adventure seekers alike, this tour ensures an unforgettable day on the water. All tours depart from Seaforth Marina, offering a comfortable and accessible starting point for your adventure. - Eco-friendly whale watching tours departing from Seaforth Marina - Expert guides share insights on marine life and ecology - Family-friendly activities suitable for all ages - Enjoy a memorable day at sea while supporting sustainable tourism

Watch the sunset over San Diego and admire the city and ocean views during a small-group cruise on a classic 1904-styled sailboat. Pass landmarks such as the Maritime Museum, Coronado Bridge, and the USS Midway. Look out for sea lions, dolphins, and other wildlife around San Diego Harbor while relaxing and sipping on the provided wine, beer, or non-alcoholic drinks.

Explore San Diego at your own pace with a full-day ticket to ride a hop-on, hop-off trolley through the city. Simply board the trolley at your cruise ship’s port of call and visit historic landmarks and vibrant neighborhoods at eleven centrally-located stops. Get a glimpse of California’s past in Old Town, grab a spot on a beach to watch surfers catch breaking waves, and more.

A boat ride in San Diego Bay offers the perfect vantage point from which to view the city’s Skyline. This luxury sailing adventure on a 40-foot yacht lets visitors take in the sights in comfort and privacy, the perfect activity for those seeking an extra special addition to their San Diego trip.

Sail the lovely waters off San Diego in style on a private yacht charter. The itinerary is up to you, or your captain can suggest some places to go. You can opt for a whale watching tour (seasonal), or lay anchor and go for a swim. If you prefer, choose a bay tour; seeing sights like Hotel del Coronado, Point Loma Lighthouse, Tijuana, and the San Diego skyline.

Make the most of limited time in San Diego by combining two experiences in one—a food–themed walking tour and a trip to Coronado Island. Led by a guide, discover local eateries and foodie hot spots you might miss otherwise—such as a taco shop and bites at a fish market. Conveniently, round-trip ferry transfers to Coronado Island are included, as well as all your food tastings along the way.

Enjoy a thrilling new way to explore San Diego Bay—and enjoy speed, splashes, and spins along the way—on this high-speed jet boat tour. As you race along the scenic waterway, spot landmarks including the USS Midway, Coronado Island, Seaport Village, the Embarcadero, and the city skyline. Then, hang on as your captain takes your boat into power slides, 360-degree spins, and other high-octane maneuvers.

San Diego looks spectacular from the water and with this sailing tour, you can sit back, relax, and enjoy having a crew to take the lead. During your sailing trip, you can enjoy onboard perks, such as alcoholic and soft drinks as you enjoy the panoramic views of San Diego Bay.

Put your sea legs to good use while in port and see San Diego’s sights by both land and water on a shore excursion by amphibious vehicle. Listen to stories that bring San Diego’s history to life as you travel along the water’s edge, then steer straight into San Diego Bay. Take in sweeping views of SeaWorld, watch for the seals and sea lions that play, eat and bask at Quivira Basin, and return to your ship along the scenic Harbor Drive.

Experience a luxury private wine tour in Valle de Guadalupe, Mexico’s premier wine region, with a fully customized itinerary featuring three to four amazing wineries, stunning vineyard views, and authentic Baja charm. Guests travel in style by BMW X3 (up to 4 people), XL SUV (5-8 people), or passenger van (up to 12 people) while enjoying curated tastings, boutique wineries, and the option to visit just wineries or pair their day with a Michelin-recognized lunch at Deckman’s en el Mogor, Finca Altozano, or Envero en el Valle. Perfect for romantic getaways, group celebrations, and serious food and wine lovers, this owner-curated Valle de Guadalupe wine tour delivers a personalized, seamless, and unforgettable Baja wine country experience.

With this San Diego boat trip, you don’t have to worry about encountering crowds as the group size is kept small to ensure a more personalized experience. During the tour, soak up the views of San Diego Bay, while enjoying onboard perks—such as complimentary snacks, soft drinks, and alcoholic drinks. As well as great views, the experience is the perfect way to relax on the water and see the city from a different perspective.

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your hair, the sun on your skin, and the pure exhilaration of sailing. Explore hidden gems, soak in panoramic skyline views, and hear incredible stories from our expert guides. Whether you’re seeking excitement, relaxation, or unforgettable memories, this journey delivers it all. Don’t miss your chance to experience the magic of the ocean—book your adventure today!

This intimate, small-group tour in San Diego lets you get up close and personal to whales and dolphins. You’re not on a huge tour boat. Rather there is a maximum of six guests, where you have plenty of space for viewing marine life. Your captain takes you to the best spots while you relax aboard your boat.

Set sail on the San Diego Harbor without spending a fortune on this dreamy small-group sailing tour. Climb aboard a replica 1904 yacht that's unlike any other in San Diego, and enjoy several hours of cruising the bay and harbor, from Seaport Village past the USS Midway Museum and other shoreline attractions. No sailing experience is required, as a captain handles the navigation so you can enjoy the voyage.

Discover some of San Diego’s most incredible marine wildlife with the help of a local guide who knows the water like the back of their hand on this small-group boat tour. Try your luck spotting whales, dolphins, sea lions, and more while you enjoy the smooth ride on a former military boat.

California is where some of the US’s best wines are grown. Avoid the hassle of self-driving and set out on a guided tour to several San Diego vineyards that includes comfortable transportation by an expert driver. Enjoy a behind-the-scenes tour of several establishments and sample some of the region’s most popular vintages before stopping for an included dinner at a local winery.

Throughout December, Flagship’s fleet of yachts set the stage for unforgettable holiday celebrations. Step aboard for a festive evening filled with twinkling lights, elegant decor, and warm hospitality. Whether it’s a romantic date, family gathering, or company party, December Nights Dinner Cruises blend fine dining with stunning San Diego Bay views for the ultimate seasonal experience.

This private day sail, is a excellent if you are looking for a more exciting sail! Day sailing is best to go see our San Diego landmarks along downtown where we will see the US Midway, Sea port Village, the Rady shell and we might even pass under the Coronado Bridge! The bay will most likely have stronger winds, allowing us to open the sails and haul forward! And if you are up for it, you can take charge of the helm and lean the vessel with the help of our captain! We provide Family oriented sailing tour that places quality family time in its core mission. We aim to help families set aside time to prioritize time together, where they can talk, laugh, catch up with each other and create lasting memories.

Private 10 hour tour from San Diego to see some great places in LA. First stop is the famous Griffith Observatory with fantastic views across LA. Next stop is to see the iconic Hollywood Sign then to see all the stars at the Hollywood Walk of Fame, Beautiful Beverley Hills and Venice Beach will top off a fabulous day out that you won’t forget.

Avoid the typical crowded boat cruises and sail through San Diego Bay on this small-group sailboat ride. Sit back and enjoy the views as you sail along the city skyline and past other ships and mega-yachts. The expertly planned route also takes you to areas where whales, dolphins, sea lions, and pelicans are often spotted, with views you wouldn’t get from the mainland.

San Diego provides the perfect launching point for a whale-watching tour in California. Cruise on the Pacific Ocean in a sturdy boat with a professional crew, looking for gray whales as they migrate along the coast of North America. Dolphins, seals and seabirds are often spotted during this whale-watching tour and the crew provides informative commentary about the marine animals and environment. Bonus: if the crew does not find any whales during your cruise, you receive a complimentary ticket for another trip.

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.

Take a trip through American naval history when you go for a self-led tour of the USS Midway Museum in San Diego, with the benefit of prebooked admission tickets. This enormous ship, the longest-serving aircraft carrier of the 20th century, now offers a range of interactive exhibits, an audio tour, and numerous restored aircraft across its 4 acres (1.6 hectares). It’s an essential piece of the country's military history.