Viator Rating : 5 (12 reviews)
La Jolla
Luxury Sailing in San Diego Bay: Private Cruise
120
Overview
Private Luxurious Sailing Cruise in San Diego Bay offers an unforgettable experience on the waters of Southern California. More than just a boat ride, this is a personalized adventure tailored for a small group of up to six guests.
Imagine an afternoon sailing and swimming in Glorietta Bay or a romantic sunset cruise, all on a private yacht. This experience allows guests to relax and enjoy cocktails while the crew takes care of every detail. Whether it's a first time visit to San Diego or a local getaway, this private sailing tour is crafted to exceed expectations. Guests can explore iconic landmarks from a unique vantage point.
This tour includes alcoholic beverages and excludes other items. The expert captain and crew ensure a seamless and luxurious journey. 
Highlights
Exclusive Private Experience: Enjoy a luxurious sailing cruise limited to just you and your group (up to 6 guests).
Customizable Itinerary: Tailor the sailing experience to your preferences, whether it's swimming or whale watching.
Expert Captain and Crew: Relax and let the experienced crew cater to your needs.
Stunning San Diego Views: See the best of San Diego Bay from the comfort of a private yacht.
Sentiment Analysis
Guests loved the personalized attention from the captain and crew.
-
Many enjoyed the comfortable and well-maintained yacht.
-
Customers appreciated the flexibility to customize the itinerary.
-
Several reviewers highlighted the beautiful views and relaxing atmosphere.
Some guests wished for more swimming time.
-
A few found the provided beverages limited.
Know Before You Go
This luxurious sailing experience includes alcoholic beverages. Food and other drinks are not included, so guests are encouraged to bring their own. Please confirm meet-up location with the tour operator after booking.
Hot Tip
Many past guests suggest bringing extra snacks and drinks to personalize your experience. Don't forget sunscreen and a hat!
Review Summary
People usually say the cruise offers stunning sunset views, knowledgeable crew, and a luxurious yacht experience, with frequent praise for wildlife sightings and smooth sailing. Some mention occasional weather dependencies affecting swims, but overall high satisfaction with the intimate private format.
This page is synthesized and developed by Dyvarcity Team
More like this
La Jolla
$99
Effortless Coastal Views: La Jolla & Pacific Beach E-Bike Adventure
5.0
(384 reviews)
Duration: 130
minutes
Cali Dreaming Electric Bike Tour offers a relaxing coastal ride through La Jolla and Pacific Beach, avoiding steep hills. Discover sea lions, harbor seals, and famous surf spots. Enjoy scenic bike paths, stunning real estate, and San Diego's beautiful shoreline. Personalized pace by an expert guide ensures a memorable experience.
San Diego
$116
San Diego Sailing: An Intimate Bay Adventure
5.0
(531 reviews)
Duration: 180
minutes
The Small-Group San Diego Afternoon Sailing Excursion offers a personal sailing experience. Limited to six guests, enjoy complimentary refreshments while soaking up the San Diego Bay views. Departure times vary, requires minimum 3 guests. Perfect for friends or a semi-private cruise on a modern sailboat, offering relaxation and scenic beauty.
San Diego
$127
San Diego Sunset Sailing: Small-Group Ocean Adventure
4.9
(586 reviews)
Duration: 180
minutes
Small-Group San Diego Sunset Sailing Excursion sets sail from San Diego for a relaxing evening on the water. This three-hour sailing tour takes place on a comfortable Catalina sailboat, with a small group of just six people. Or grab five friends to make this a private sailing experience!
Guests can relax and watch the sunset over Point Loma. As the sun goes down, the city lights twinkle in the background. This tour sails in the San Diego Bay and Pacific Ocean, near Point Loma / Shelter Island Marina, Point Loma Lighthouses, USS Midway Museum, Coronado Bridge, and Coronado Island.
The experience includes complimentary beer, soft drinks, and snacks to enhance enjoyment of the beautiful scenery. Please note that hotel pickup and drop-off are not included. Gratuities are also not included in the price of the tour. Guests should contact Sail San Diego after booking to confirm the exact departure time. A minimum of three guests are required for the sail to proceed.
Dana Point
$99.99
Thrill-Seeker's Whale Watch: Zodiac Safari in Dana Point!
4.9
(349 reviews)
Duration: 120
minutes
High Speed Zodiac Whale Watching Safari from Dana Point offers an exhilarating two-hour wildlife adventure. Aboard a zodiac-style boat, get up close to whales and dolphins with speeds up to 30 knots. Enjoy live commentary, expert crew, and a delicious Triple Fudge Brownie. A thrilling experience for wildlife enthusiasts!
San Diego
$125
San Diego Sunset Sail: Beer & Wine on Vintage Yacht
4.9
(330 reviews)
Duration: 150
minutes
Sunset or Afternoon Sail On A Vintage Yacht Beer & Wine Included, offers an unforgettable journey on San Diego Bay aboard Liberty, a beautiful replica of a 1904 gaff-rigged friendship sloop. This isn't just a boat ride; it's a step back in time, experiencing the elegance of classic sailing with modern comforts.
Captain Phil, a seasoned sailor with over 50 years of experience, guides this tour, sharing his deep knowledge of local history and pointing out the best spots for stunning photographs. Passengers can expect to glide past iconic landmarks such as the Maritime Museum of San Diego, home to a remarkable collection of historic ships; the impressive San Diego–Coronado Bridge, a symbol of the city; and the USS Midway Museum, an aircraft carrier turned interactive museum. The tour also offers views of Naval Air Station North Island, Seaport Village, and the North Embarcadero.
While onboard, guests can relax and enjoy unlimited refreshments, including craft beer, white wine, sodas, water, and packaged snacks. This sailing tour provides a personalized and beautiful experience unmatched on the bay. It includes alcoholic beverages, water, soft drinks, and packaged snacks. Gratuities are not included.
Dana Point
$99.99
Dana Point Whale Watching: Underwater Pods & Brownies!
4.9
(777 reviews)
Duration: 150
minutes
Dana Point Dolphin and Whale Watching Eco-Safari is the highest-rated whale watching tour for families, kids, and friends! For over 25 years, this tour has offered unique and eco-friendly trips to see amazing whales and dolphins. Dana Point is the Dolphin and Whale Capital of the World®.
Guests might see Blue Whales, Gray Whales, Humpback Whales, and even Orcas! Several types of dolphins, seals, marine birds, and sharks also call these waters home. The tour boat is a high-tech catamaran. It is uncrowded, so everyone gets a good view. Expert guides share cool facts about the sea life. Guests also enjoy free triple fudge brownies!
The tour leaves from Dana Point, the 1st Whale Heritage Site in the Americas. Depending on the time of year, guests could see giant Blue Whales or Gray Whales on their migration. No matter when you go, there's a good chance to spot Humpback Whales, Fin Whales, and lots of dolphins. Sometimes, there are mega-pods of up to 10,000 dolphins! The boat may have special Underwater Viewing Pods for an even closer look.
Nearby Events
Pechanga Arena San Diego
Nov 14
8:00 PMLos Tigres del Norte Tickets at Pechanga Arena
Los Tigres del Norte at Pechanga Arena San Diego brings one of norteño music’s most enduring acts to a major Southern California stage, making this a high-demand concert for fans of regional Mexican music and live storytelling. The group is actively touring in 2026 with the La Lotería / Los Tigres del Mundo dates, signaling another major live run for the legendary band.
Los Tigres del Norte are widely recognized for songs that connect family, migration, and everyday life, which has helped them become one of the most important groups in Latin music. Pechanga Arena San Diego is a proven concert venue in the city, known for hosting major touring artists and large-scale live events in an arena setting.
Honda Center
Sep 19
8:00 PMWeird Al Yankovic Anaheim Tickets: 2026 Tour
The "Weird Al" Yankovic: Bigger & Weirder Tour 2026 is coming to the Honda Center in Anaheim! This comedy and music extravaganza promises an evening filled with hilarious parodies, original songs, and Al's signature wacky stage presence. Fans can expect a high-energy show featuring classic hits and deep cuts from his extensive discography, possibly even some new material given Al's penchant for staying current with pop culture trends.
Honda Center, a premier entertainment and sports venue in Anaheim, is known for hosting a wide array of events, from concerts and family shows to NHL hockey games. It provides a fantastic setting for "Weird Al's" visually engaging performance, equipped with state-of-the-art sound and lighting to enhance the overall experience. Patrons can enjoy a range of concessions and amenities to make their visit comfortable and memorable.
Petco Park
Aug 30
7:00 PMGet Tickets: My Chemical Romance & BABYMETAL Live at Petco Park
My Chemical Romance, accompanied by special guest BABYMETAL, brings their iconic Black Parade Stadium Tour to Petco Park in San Diego, CA. This 2026 stadium tour marks a major return for the rock band, celebrating their legendary 2006 album with new stadium dates alongside heavy metal powerhouse Babymetal, creating a unique fusion of alternative rock and Japanese metal.
Yaamava Resort & Casino at San Manuel
Aug 07
8:00 PMNicky Jam Live at Yaamava Resort & Casino
Nicky Jam takes the stage at Yaamava Resort & Casino at San Manuel in Highland for an ages 21+ live music night built around one of reggaeton’s most recognizable voices. With Nicky Jam actively touring in 2026 and appearing at major festival and concert stops across the U.S. and Mexico, this performance offers fans a chance to experience his signature blend of Latin urban hits, crossover energy, and crowd-moving stage presence.
As one of the most influential figures in reggaeton, Nicky Jam is known for a catalog that helped shape the genre’s global rise, along with a live show style that keeps fans singing from start to finish. Yaamava Resort & Casino at San Manuel adds a polished Southern California entertainment setting with a reputation for premium concert experiences, dining, and resort amenities.
Acrisure Arena at Greater Palm Springs
Aug 08
7:30 PMLionel Richie, Earth, Wind & Fire at Acrisure Arena: Buy Tickets
Lionel Richie, Earth, Wind & Fire and their joint performance 'Sing a Song All Night Long' bring an unforgettable night of music to Acrisure Arena at Greater Palm Springs in Palm Desert, CA. This 26-city Summer 2026 tour, produced by Live Nation, celebrates the timeless hits of two Grammy-winning legends as they unite for a special collaboration across North America. The event_TYPE is a live concert fusion that merges Richie’s smooth pop classics with Earth, Wind & Fire’s funk and soul mastery, creating a dynamic and emotionally resonant experience for fans of all generations.
Lionel Richie, renowned for iconic songs like 'Hello,' 'My Love,' and 'Running With the Night,' joins Earth, Wind & Fire, the legendary band behind 'September,' 'Shining Star,' and 'Boogie Wonderland,' to deliver a setlist rich with joy, romance, and rhythm. Their musical partnership represents a historic moment in pop culture, blending eras and styles into one magical performance. Acrisure Arena at Greater Palm Springs, known for hosting top-tier concerts and entertainment events, provides a modern, high-capacity venue designed for immersive sound and seating comfort.
PETCO Park
Sep 04
6:40 PMSan Diego Padres vs. New York Yankees Tickets at PETCO Park
San Diego Padres vs. New York Yankees showcases a thrilling Major League Baseball matchup at PETCO Park, San Diego's iconic ballpark known for its fan-friendly atmosphere and stunning harbor views. This game features two of MLB's top teams competing in an electrifying sporting event that draws passionate baseball fans nationwide.
The New York Yankees bring one of the most storied legacies in sports, having dominated postseason matchups against the Padres in recent decades. The San Diego Padres are a formidable team with strong playoff aspirations, making their home games at PETCO Park a must-see experience celebrated for its modern facilities and vibrant fan culture.
Explore San Diego: Things to Do, Concerts, Tours & Top Events
Uncover the best things to do in San Diego today! From concerts, San Diego events today, and day tours to seal tours, tide pools, food & wine tasting, escape rooms, glow boats, and brewery tours, the city is waiting for you. Keep exploring, tasting, and discovering the fun living in San Diego!
View San Diego Activities