Add dates

San Diego Sailing trips & boat tours

Our most recommended San Diego Sailing trips & boat tours

San Diego: Harbor Cruise

1. San Diego: Harbor Cruise

See San Diego's best sights. Learn about the city and enjoy a cruise on the bay. Depending on the option booked, this tour takes you under the Coronado Bridge, past military ships, waterfront landmarks, and marine life for a look at San Diego's scenic beauty and fascinating history. This tour’s luxury ships offer three levels with comfortable indoor and outdoor seating, 360-degree views, and an on-board snack bar serving snacks, soda, beer, wine and cocktails (available for purchase). This is a great way to experience San Diego from the water.

San Diego: Champagne Brunch Cruise

2. San Diego: Champagne Brunch Cruise

Sample a variety of breakfast and dinner dishes with fantastic views, and then head to the outdoor deck for fresh sea air and a narrated bay cruise. Enjoy private seating in the dining room to enjoy the food and the scenery with your friends. Try San Diego’s most popular and unique Sunday Champagne Brunch, with views that change with the courses. Enjoy breakfast and lunch entrees, carving stations, a salad and a dessert bar, and free-flowing champagne. Relax with light music to complete your cruise. Premier Buffet Brunch MenuEarly Riser:Assorted muffins and danishesScrambled eggsBreakfast meat and potatoesFrench toast Late Risers:Kale quinoa saladPasta saladHand-carved strip loinHand-carved oven-roasted turkeyPasta al Forno Dessert: CakesBrowniesSeasonal fruit

San Diego: Classic Yacht Sailing Experience

3. San Diego: Classic Yacht Sailing Experience

Immerse yourself in the lap of luxury as you set sail on a Liberty sailboat from the Sunset Resort Marina, and take a golden opportunity to spot stunning wildlife such as sea lions and dolphins. Choose from a daytime or sunset version of the tour that best suites your needs. Take a journey back to the early twentieth century on board this handsome boat, modeled on a 1914 'Friendship Sloop'. Get hands-on as you try out steering the boat yourself during the 2.5 hour tour! Admire the San Diego skyline shimmering away on the horizon, as you cruise alongside grand ships like the USS Midway and the USS Carl Vinson. Sit back and absorb the views while enjoying complimentary snacks and drinks, and get your camera ready to snap the twinkling lights of San Diego, from the Maritime Museum to the Old Point Loma Lighthouse.

San Diego: Sailing Tour with Open Bar

4. San Diego: Sailing Tour with Open Bar

Cruise past the most memorable sights in San Diego Bay on a 2-hour or 3-hour sailing trip. Pass the Maritime Museum, the USS Midway Museum, Downtown San Diego, and other famous landmarks. Choose to sail out in to the beautiful Pacific Ocean, along the beautiful southern California coastline. Enjoy a fun-filled trip as you discover San Diego Bay with a coast guard-certified captain. If you’re lucky, you may see seals, sea lions dolphins, and whales. Unlimited beer, white wine, non-alcoholic drinks and snacks are  provided throughout the tour. Sunscreen and sunglasses are provided, and in case it gets chilly, jackets, hats, and blankets are also available.

San Diego: Californian Tall Ship Sailing and Maritime Museum

5. San Diego: Californian Tall Ship Sailing and Maritime Museum

Don’t miss this one-of-a-kind adventure at sea aboard the Californian, the Official Tall Ship of the State of California. See San Diego from the water on a replica of a gold rush era revenue cutter, then continue the fun at the Maritime Museum with included admission. Become part of her crew in sailing a traditionally rigged tall ship. During this unique experience back in time, you’ll be invited to haul a line, man the helm, and watch the crew as they scamper up and down the rigging to set and furl the sails. Listen as the Californian’s crew relates the history of sailing and exploration in San Diego. Hear tales of whaling and sea otter trade, local sea battles, the art of ship’s gunnery, and life at sea. You can use your entry ticket to the Maritime Museum of San Diego before or after your trip at sea.

San Diego: San Salvador Boat Tour and Maritime Museum Ticket

6. San Diego: San Salvador Boat Tour and Maritime Museum Ticket

Discover what it was like to sail during the golden age of exploration as you sail from San Diego's port aboard a wooden galleon ship. View one of the world’s finest collections of historic ships with a ticket to the Maritime Museum of San Diego. Board the San Salvador, a rare replica of the galleon ship of Juan Rodriguez Cabrillo which arrived at San Diego's port on September 28, 1542. Admire views of the city from the water while aboard a wooden 16th-century style galleon ship. Take a selfie while on the deck of this classic vessel. Listen as the ship's crew transports you back in time with facinating tales about the crew of the real San Salvador ship. Have the option of visiting the Maritime Museum of San Diego before or after your sailing adventure. Explore the exhibits at the Maritime Museum of San Diego. See a collection of ship which includes the one of the world’s oldest active ships the 'Star of India.' Learn about topics like San Diego's Navy, the Age of Sail, and the Age of Steam with a variety of facinating exhibits.

San Diego Bay: Signature 2-Hour Sailing Tour

7. San Diego Bay: Signature 2-Hour Sailing Tour

Cruise San Diego Bay in comfort and luxury during this signature 2-hour sailing tour. Set sail from Harbor Island to see the great San Diego Bay and all its beauty. Sit back and enjoy two full hours of pleasure aboard a beautiful classic sailing yacht. Marvel at breathtaking views of the San Diego skyline. See incredible sights such as giant ships that line the harbor, the majestic Coronado Bridge, and full-sized aircraft carriers. Maybe even catch a glimpse of harbor seals, seagulls, pelicans, dolphins, whales, and all sorts of other marine wildlife that call San Diego Bay their home.

San Diego: Private 2-Hour Sailing Tour for 3-6 People

8. San Diego: Private 2-Hour Sailing Tour for 3-6 People

Enjoy a private sailing tour on San Diego Bay with the opportunity to customize your tour to your personal desires. On your 2-hour trip, you will be able to bring along up to 5 other passengers as you relax and cruise along the water in style. Once out on the bay, you have the option of choosing the sights you want to see or simply trusting the captain to take you to the best spots. As you travel along, either the captain or a crew member will inform you of what you are seeing. Meanwhile, you will be able to simply relax and enjoy a variety of light snacks and drinks on board. You may also take the opportunity to learn about sailing and get a chance at the helm, where you can hear the sound of water along the hull as you pass the city in silence and tranquility.

San Diego: 2 Person Private Sailing Cruise with Snacks

9. San Diego: 2 Person Private Sailing Cruise with Snacks

Step aboard a classic sailing yacht on this private excursion and feel the outside world melt away on a cruise from San Diego's Harbor Island. Have the option to purchase drinks like beer, white wine, and champagne as you sail along. Look for local wildlife like seals as you glide across the water with the city skyline as your backdrop.  Meet your captain at the marina and climb aboard a spacious and comfortable yacht. Depart from shore and breathe in the fresh sea air. Listen to the wind fill the sails and feel the waves slap against the hull. Keep an eye out for dolphins and sea lions. Hear about local history from your captain as you sail. See San Diego from a new perspective as you capture the views from the calm waters of the Bay while partaking in light refreshments. Choose to enhance your experience by buying a boxed sandwich lunch or some extra drinks. Return to the marina refreshed after your water adventure. 

Frequently asked questions about San Diego

What top attractions are a must-see in San Diego?

What are the best deals and discounts on activities and attractions in San Diego?

Other Sightseeing Options in San Diego

Want to discover all there is to do in San Diego? Click here for a full list.

What people are saying about San Diego

Overall rating

4.6 / 5

based on 467 reviews

Very nice harbor cruise. Host was very knowledgable about San Diego and the harbor. Got to see seals and sea lions on the north tour so that was cool. Definitely worth doing the cruise.

Totally worth the experience! Had a great time. Staff was super friendly. We went on the latest ride and we got to catch the sunset. Buy your picture afterwards!

Very relaxing. Clean decks. Spacious enough to enjoy family in comfort. highly recommend 2 hour cruise.

chilly wind dress for cooler weather. Max was a great host.

So relaxing! Beautiful sunset colors and festive coastline.