San Diego
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Viator
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. Whether you choose an afternoon sail or stay for sunset, the experience is calm, unhurried, and genuinely personal — less like a tour, more like being invited onto a private yacht. Take in the San Diego skyline, Coronado Bridge, and USS Midway from the water — no narration script, no rushing, just the bay at its best. Sunset sail — watch the sky change over the water as the city lights come on. Afternoon sail — open skies, warm sun, and the city in full view. Ideal for couples and travelers who want an authentic, uncrowded San Diego sailing experience. All sails are 2.5 hours. Included: craft beer, California white wine, soft drinks, and packaged snacks. Paid marina parking available. Gratuity for the captain is appreciated and not included.
5.0(82)
2h 30m
San Diego
- Free cancellation
- Likely to sell out
From
$125
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Viator
2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks
With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and lounging around watching sea life, and water rush by. The swift and stable ocean design ensures a comfortable, and exhilarating ride without the rolling and leaning that often causes seasickness on other boats. When you are welcomed aboard, you'll feel comfortable right away because we really do like people, and with such small groups, you've escaped the crowds.
5.0(100)
2h 30m
San Diego
- Free cancellation
- Likely to sell out
From
$119
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Viator
Small Group Sunset Sail in San Diego- Public Sail up to 6 guests
Join Sea Monkey Adventures for a 2-hour sailing tour on San Diego Bay. This small-group sail is perfect for solo travelers, couples, or friends looking to experience the bay from the water without booking a private charter. Relax while our licensed captain handles everything. You'll sail very close to the historic USS Midway, cruise past the world-famous Star of India, glide under the iconic Brigantine restaurant bridge, and explore the scenic waterfront of Seaport Village. On some evenings, you might even catch live music drifting over the water from the Rady Shell at Jacobs Park. Take in panoramic views of the city skyline, Coronado Bridge, and other local landmarks. With only 6 guests onboard, the atmosphere is laid-back and uncrowded.
5.0(73)
2 Hours
San Diego
- Free cancellation
- Likely to sell out
From
$495
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Viator
2.5-Hour Small-Group Catamaran Sail with Drinks
Experience the ultimate San Diego sailing adventure with a spacious catamaran cruise, offering your choice of a relaxing daytime sail or a breathtaking sunset sail. Designed for comfort and stability, these modern catamarans feature bow nets for sunbathing, cushioned seating with backrests, and a smooth ocean ride that minimizes rolling, perfect for guests of all ages. With small-group departures that avoid the crowds, this unforgettable San Diego harbor cruise lets you unwind, spot marine life, and enjoy the water without ever feeling like a typical tourist.
5.0(280)
2h 30m
San Diego
- Free cancellation
- Likely to sell out
From
$119
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Viator
Daytime Sailing Along San Diego's Skyline
Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights on thisfamily-friendly sailing experience. We'll set sail from Safeharbor Sunroad Marina on Harbor Island on San Diego Bay, we often see Sea Lions and occasionally Dolphins frolicking, and we always have a fantastic time! White wine, soda, water are available on board complimentary For a private sailing experience for you and your friends only, feel free to book all 6 seats If you don't see a date scheduled that your interested in, reach out! We sail daily and can usually accommodate you! Other things to note Smoking is not permitted on board.
4.9(149)
2 Hours
San Diego
- Free cancellation
- Likely to sell out
From
$79
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Viator
Small-Group San Diego Afternoon Sailing Excursion
This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, soft drinks and snacks as you soak in the warm sun and Bay sights. 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. If members in your group are booking their tickets separately, please call Sail San Diego so they can ensure you're on the same boat. If they don't know ahead of time, you may be seated on separate boats!
4.9(549)
3 Hours
San Diego
- Free cancellation
- Likely to sell out
From
$116
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Viator
Top Rated San Diego Sunset Sail Classic Yacht 6 Guests
Skip the crowded tour boats. Liberty carries just six guests and that changes everything. Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. Whether you choose an afternoon sail or stay for sunset, the experience is calm, unhurried, and genuinely personal — less like a tour, more like being invited onto a private yacht. Take in the San Diego skyline, Coronado Bridge, and USS Midway from the water — no narration script, no rushing, just the bay at its best. Afternoon sail — open skies, warm sun, and the city in full view. Sunset sail — watch the sky change over the water as the city lights come on. Ideal for couples and travelers who want an authentic, uncrowded San Diego sailing experience. All sails are 2.5 hours. Included: craft beer, California white wine, soft drinks, and packaged snacks. Paid marina parking available. Gratuity for the captain is appreciated and not included.
4.9(347)
2h 30m
San Diego
- Free cancellation
- Likely to sell out
From
$125
No similar experiences found
Viator
Small-Group San Diego Sunset Sailing Excursion
Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, purchase all 6 tickets and grab five friends to have a completely private sail!). Sit back, relax and enjoy the complimentary beer, soft drinks and snacks as you watch the sun slowly drop behind the gentle contours of Point Loma with the glistening city lights behind you. 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. If members in your group are booking their tickets separately, please call Sail San Diego so they can ensure you're on the same boat. If they don't know ahead of time, you may be seated on separate boats!
4.9(617)
3 Hours
San Diego
- Free cancellation
- Likely to sell out
From
$127
No similar experiences found
Viator
Private Sailing Charter on San Diego Bay
San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing yacht with a knowledgeable and friendly Captain? This private charter includes the yacht plus Captain for your exclusive use. It's your vessel and you determine the itinerary. See detailed description for itinerary ideas or make up your own. You can participate in sailing the vessel as much or as little as you like. Complimentary bottled water, and snacks are included or bring your own food and drink (no red wine please).
4.9(45)
3 Hours
San Diego
- Free cancellation
- Private tour
- Likely to sell out
From
$475
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Viator
San Diego Whale/Dolphin Watching Cruise Aboard Luxury Vessel
Venture into the vibrant waters of San Diego with us, the premier destination for unforgettable whale and dolphin encounters. Aboard the comfortable 82-foot vessel, Peregrine, witness whales year-round like majestic blue whales in the summer and gray whales in the winter not to mention various species of playful dolphins , guided by an expert crew passionate about marine life. Each 3-3.5 hour tour is designed for families and ocean lovers alike, ensuring a smooth ride with modern stabilizers and amenities. Enjoy engaging insights from knowledgeable guides, creating lasting memories for all ages. This is more than a tour; it’s a commitment to marine conservation, education, and customer service.
4.9(182)
3h 30m
San Diego
- Free cancellation
From
$76
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Viator
Sunset Sail Along the San Diego Skyline
Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water. Our San Diego Bay Sunset Sailing Cruises provide an up-close and personal view of the scenic waterfront architecture, military crafts, historical ship's and landmarks, local sea life and spectacular photo opportunities.
4.9(627)
2 Hours
San Diego
- Free cancellation
- Likely to sell out
From
$99
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Viator
San Diego Harbor Cruise on the Largest Catamaran in San Diego
Enjoy a San Diego harbor cruise on San Diego's largest and newest catamaran yacht. We provide our guests with a unique way to splash by all of the amazing San Diego harbor monuments while enjoying the smooth sailing of San Diego's largest catamaran! Let our captain and crew guide you through the calm waters of San Diego Bay while our friendly bartenders whip up our famous custom cocktails and mocktails!
4.9(42)
2h 30m
San Diego
- Free cancellation
- Special offer
- Likely to sell out
From
$44
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Viator
Gondola Cruise through the Coronado Cays
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. - Gondola cruises are 50 minutes. - Each gondola can accommodate up to six passengers. - Each gondola cruise is private for only you and your guests. - Select wines, non-alcoholic beverages, and assorted chocolates are available for purchase. - We have a $10 corkage fee if you'd like to bring bring your own beverage and need ice, ice bucket, and glassware. - Same day reservations must be made directly.
4.9(224)
50 Minutes
San Diego
- Free cancellation
- Private tour
- Likely to sell out
From
$74
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Viator
2-Hour Morning Sail in San Diego
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. If members in your group are booking their tickets separately, please call Sail San Diego so they can ensure you're on the same boat. If they don't know ahead of time, you may be seated on separate boats!
4.9(29)
2 Hours
San Diego
- Free cancellation
From
$95
No similar experiences found
Viator
Paddle Pub San Diego Party Cruise: Drinks & Dancing for up to 26
Experience the ultimate party on the water with Paddle Pub San Diego! Our 26-passenger, pedal-powered pontoon boat is designed for endless fun and excitement. With a powerful sound system, 12 pedaling stations, a spacious sundeck, and vibrant party lighting, you and your friends are in for an unforgettable adventure. Mission Bay, just north of San Diego, offers stunning views and a lively atmosphere. Pack a cooler with your favorite snacks and drinks, and pedal your way around the beautiful lagoon. After the cruise, explore the iconic Mission Beach. Set sail with Paddle Pub and discover what sets us apart from other boat tours—a unique blend of fun, fitness, and scenic beauty!
4.8(46)
1h 30m
San Diego
- Likely to sell out
From
$50
No similar experiences found
Viator
San Diego Shore Excursion: San Diego Seal Tour
While you’re in port in San Diego, explore the city by both land and sea on the San Diego Seal Tour. On an amphibious vehicle that travels on land and in water, you’ll spend this independent shore excursion driving along the waterfront and splashing into San Diego Bay. It’s a fun-filled adventure for the whole family.
4.8(186)
1h 45m
San Diego
- Free cancellation
From
$56
No similar experiences found
Viator
San Diego Harbor Speed Boat Adventure
Rev up your excitement with a one-of-a-kind San Diego Speed Boat Adventure! Experience the thrill of captaining your own speed boat on a guided and narrated tour of San Diego’s Harbor! Follow an expert guide in a separate boat and stay connected with our two-way communication system, hearing fascinating stories about the city’s maritime past and iconic landmarks like the USS Midway and Coronado Bridge. Feel the rush as you glide across shimmering waters, capturing panoramic views of San Diego’s skyline. This unique adventure combines high-speed excitement with fun facts about the harbor’s rich history. If booking multiple boats, please make separate reservations for each. Don’t miss one of the most exciting things to do in San Diego—Reserve now and create unforgettable memories!
4.8(743)
2 Hours
San Diego
- Free cancellation
From
$89
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Viator
San Diego Seal Tour
Hop aboard San Diego’s only amphibious Sea and Land Adventure for an unforgettable 1 hour and 45 minute tour that combines city sights with aquatic enchantment. Begin your journey on the vibrant streets of downtown, taking in the urban atmosphere before making a spectacular splash into the waters of San Diego Bay. Aboard the unique Hydra Terra vehicle, you'll explore the bay’s dynamic ecosystem and rich military heritage, cruising past playful California sea lions and iconic naval landmarks. The narrated tour offers insights into the ecological and historical significance of the area, providing an educational and entertaining experience for all ages. This amphibious tour is the perfect way to see "America’s Finest City" from both land and sea, making it an essential experience for visitors and locals alike. Select one of these two departure points during purchase: Seaport Village 825 W. Harbor Drive, San Diego, CA 92101 or Embarcadero 1004 N. Harbor Drive, San Diego, CA 92101
4.7(1292)
1h 45m
San Diego
- Free cancellation
From
$56
No similar experiences found
Viator
Catamaran Sailing Cruise on San Diego Bay for up to 6 Guests
While sailing on your private catamaran tour on the San Diego bay, enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundance of sea life including Sea Lions, Dolphins and Whales. Whether you need a classic sailboat or catamaran for your corporate event, a sailing lesson, a whale watching tour, we can provide private boat charters and boat tours, private parties, bachelorette parties, proposals, anniversaries, birthdays, or simply a romantic sunset sail. The catamaran is a 1997 Renaissance 320 named Sea Esta. This 32′ is roomy, comfortable and stable. Much heavier than traditional boats today, Sea Esta will provide a steady, smooth sail no matter what the conditions. This large and stable catamaran is perfect for sight seeing around san diego bay and the coastal waters beyond.
4.7(7)
2 Hours
San Diego
- Private tour
From
$800
No similar experiences found
Viator
PCF 816 Swift Boat Naval History Bay Tour with General Admission
PCF 816 is a tangible reminder of the service and dedication of so many Swift Boat sailors and allows visitors the opportunity to better understand what they sacrificed. The Swift Boat Sailors Association brought the PCF 816 Swift Boat to the Maritime Museum of San Diego to be restored and operated on San Diego Bay. Museum visitors now can experience the sound and throbbing vibration from two V12 diesels delivering 980 horsepower for high speed runs through the Bay while retired Swift Boat Sailors and docents talk about what it was like to be a crewman in Vietnam, serving as a Quartermaster, Gunner’s Mate, Engineman, Radarman, Bosun’s Mate or Skipper. The Navy first used them on coastal patrol as a part of Operation Market Time to interdict seaborne supplies on their way to the Viet Cong and the North Vietnamese Army in South Vietnam. Later, the boats moved into the rivers and canals of the Mekong Delta and the Ca Mau peninsula to conduct special operations.
4.7(6)
1h 15m
San Diego
- Free cancellation
- Likely to sell out
From
$48
No similar experiences found
Viator
San Diego: 3 Hour Whale Watch Cruise with Legacy Whale Watch
You’ll experience one of the best San Diego whale watching tours aboard the spacious 80-foot Legacy, departing from Mission Bay just minutes from the open Pacific for faster access to whale sightings. You’ll begin spotting seabirds, sea lions, and coastal wildlife before you even leave the bay, then head offshore to watch California gray whales, humpbacks, and playful dolphins with guidance from our expert crew. You’ll also learn from San Diego Natural History Museum–certified naturalists who join every trip to share biofacts, answer questions, and bring the marine life of Southern California to life during this family-friendly 3-hour adventure.
4.7(236)
3 Hours
San Diego
- Free cancellation
From
$34
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Viator
City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise
The most popular cruise in San Diego is the Champagne Brunch Cruise. Sparkling waves and soft breezes set the mood for this relaxing mid-day brunch cruise, featuring free-flowing bubbly, and unbeatable views of San Diego’s sights. Sail past amazing San Diego sights including the Coronado Bay Bridge, the USS Midway Aircraft Carrier Museum, the Star of India, and Naval Air Station North Island. So sit back, relax, and enjoy the ideal way to see the Bay with a brunch cruise in San Diego. This is the perfect brunch cruise for fresh air, sunshine, and sightseeing.
4.6(320)
2 Hours
San Diego
- Free cancellation
From
$100
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Viator
GoCar & Speedboat Land and Sea Adventure in San Diego
THIS TOUR CAN ACCOMMODATE LARGER PARTIES - ALL YOU NEED TO DO IS MAKE SEPARATE RESERVATIONS FOR PARTIES OF 3 OR MORE. GoCar SpeedBoat Combo where you get to explore the bay in your very own speedboat then explore San Diego in your very own GPS guided storytelling car. This combo land sea adventure makes for the perfect day in San Diego. The day and time selected is for the GoCar portion of your tour. Please call 619-294-5852 to choose the day and time for your Speed Boat Adventure. Both tours do not need to be taken on the same day.
4.6(16)
2 Hours - 4 Hours
San Diego
- Free cancellation
- Private tour
From
$164
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