On the Water

Luxury On the Water in San Diego , California


Luxury San Diego Attractions
San Diego

USS Midway Museum

910 North Harbor Dr.

★★★★☆4.7 (11,864)
San Diego

Coronado

Coronado

★★★★☆4.7 (10,131)
San Diego

Downtown San Diego

San Diego

★★★★☆4.7 (20,497)

Luxury San Diego Tours
Private Sailing Tour -2 Hour (Up to 12 Passengers) Free Cancellation
San Diego

Private Sailing Tour -2 Hour (Up to 12 Passengers)

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 …

🕐 2 hours
Private Yacht Charters on Jada The Queen of San Diego Save 20% Free Cancellation
San Diego

Private Yacht Charters on Jada The Queen of San Diego

Discover the elegance of JADA, a classic 1938 yacht, now rebranded as The Queen of San Diego. Ideal for private celebrations, corporate events, and sunset sails, this stunning 65-foot vessel offers a unique atmosphere fo…

Private Luxury 45' Bay Cruiser Tour in San Diego: Suitable for Any Events Free Cancellation
San Diego

Private Luxury 45' Bay Cruiser Tour in San Diego: Suitable for Any Events

Rockstar offers scenic tours of San Diego Bay for private groups of up to 8 people ranging from 2 to 4 hours depending on your price range. prices listed are for 2 HOURS. We can also custom tailor your cruise to include …

★★★★★5.0 (2)
Private Whale Watching in San Diego on a Premium Zodiac Free Cancellation
San Diego

Private Whale Watching in San Diego on a Premium Zodiac

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. Th…

🕐 3 hours
Catamaran Sailing Cruise on San Diego Bay for up to 6 Guests Private Tour
San Diego

Catamaran Sailing Cruise on San Diego Bay for up to 6 Guests

Catamaran 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…

🕐 2 hours ★★★★★5.0 (2)
San Diego

Sunset Sailing Tour of San Diego Bay up to 6 Guests

A Sunset Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sunset sailing charters and boat tours. Our sun…

🕐 2 hours ★★★★★5.0 (1)
Catamaran Sailing Cruise on San Diego Bay for up to 6 Guests Private Tour
San Diego

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 i…

🕐 2 hours ★★★★☆4.7 (7)
Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests Private Tour
San Diego

Sailing Charter Sightseeing Cruise on San Diego Bay up to 6 Guests

A Sailing Charter on San Diego Bay is an awesome way to spend the day sightseeing in beautiful San Diego. Pacifica Sailing Charters offers several different types of sailing charters and boat tours. Sail San Diego with u…

🕐 2 hours ★★★★☆4.0 (3)
Bachelorette Sailing Party on San Diego Bay up to 6 Guests Private Tour
San Diego

Bachelorette Sailing Party on San Diego Bay up to 6 Guests

Nothing beats a Catamaran Bachelorette Party on San Diego bay for up to 6 guests. Enjoy breathtaking views of downtown, the naval base, aircraft carriers, destroyers, and submarines, not to mention an incredible abundanc…

🕐 2 hours
Deluxe private Sunset & Day Sail Free Cancellation
San Diego

Deluxe private Sunset & Day Sail

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 wi…

🕐 2 hours and a half ★★★★★5.0 (3)
San Diego Private Yacht Charter on a Classic Sailboat Free Cancellation
San Diego

San Diego Private Yacht Charter on a Classic Sailboat

Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Phil on San Diego Bay. Liberty is a classic 41-ft Friendship sloop skippered by a USCG-licensed captain with 55 years of sai…

🕐 2 hours and a half ★★★★★5.0 (4)
2-Hour Private Sailing Experience in San Diego Bay Free Cancellation
San Diego

2-Hour Private Sailing Experience in San Diego Bay

Our unique sail displays a peace sign because that is exactly what we share with our customers, peace. Peace is not always an easy thing to obtain in today's world. With all the stress life brings we are happy to provide…

🕐 2 hours ★★★★☆5.0 (172)
San Diego Lobster Hoop Netting Charter up to 6 People Free Cancellation
San Diego

San Diego Lobster Hoop Netting Charter up to 6 People

This is the most fun you will ever have catching lobsters. Hang out on the boat and pull up traps full of lobsters. Each guest can catch up to 7 lobsters of legal size. We also experience something different and super co…

🕐 3 hours
San Diego Caorlina Cruise Family Style Gondola Adventure Free Cancellation
San Diego

San Diego Caorlina Cruise Family Style Gondola Adventure

For 7 to 14 people. Enjoy a unique family-style gondola cruise through the scenic canals and waterways of Coronado Cays. This 50-minute journey accommodates up to 14 passengers, making it perfect for groups seeking a rel…

🕐 50 minutes
5 Day Adult Surf Retreat in San Diego Free Cancellation
San Diego

5 Day Adult Surf Retreat in San Diego

This is your experience, and we are here to make it memorable, long lasting, and share the stoke with each person who steps into our surf shop. We make surfing your favorite thing to do! Why? Because we love being able t…

🕐 5 days
San Diego Private Morning Sail up to 12 guests Free Cancellation
San Diego

San Diego Private Morning Sail up to 12 guests

This private morning sail is a great way to start the day. Mornings are best to go see San Diego's wildlife because there is little wind and few waves, allowing us to easily cross over to Point Loma. The bay will most li…

🕐 2 hours and a half ★★★★★5.0 (33)
Private Sailing Charter on San Diego Bay Free Cancellation
San Diego

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 privat…

🕐 3 hours ★★★★☆4.9 (44)
3 Day Adult Surf Retreat in San Diego Free Cancellation
San Diego

3 Day Adult Surf Retreat in San Diego

This is your experience, and we are here to make it memorable, long lasting, and share the stoke with each person who steps into our surf shop. We make surfing your favorite thing to do! Why? Because we love being able t…

🕐 3 days
eFoil Surf Experience with Video Package. 2-Hours on LIFT5/LIFTX Save 5% Free Cancellation
San Diego

eFoil Surf Experience with Video Package. 2-Hours on LIFT5/LIFTX

At Aqua Foils, we exclusively employ the finest and most advanced eFoil technology, as well as cutting-edge safety and communication equipment. Our choice, the LIFT eFoil, guarantees an epic and incredibly smooth flying …

🕐 2 hours ★★★★★5.0 (7)
2 Day Adult Surf Retreat in San Diego Free Cancellation
San Diego

2 Day Adult Surf Retreat in San Diego

This is your experience, and we are here to make it memorable, long lasting, and share the stoke with each person who steps into our surf shop. We make surfing your favorite thing to do! Why? Because we love being able t…

🕐 2 days ★★★★★5.0 (1)
2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests Free Cancellation
San Diego

2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests

Sea Monkey Adventures is San Diego’s first family-friendly sailing tour company, dedicated to helping families create unforgettable memories. Our vessel is thoughtfully designed to be warm and inviting, featuring handcra…

🕐 2 hours and a half ★★★★☆5.0 (73)
San Diego Bay Sail Aboard a French Yacht: Champagne Included Free Cancellation
San Diego

San Diego Bay Sail Aboard a French Yacht: Champagne Included

What makes this experience truly special is the blend of refined European luxury and a relaxed, intimate atmosphere without the feel of a large group tour. You will be sailing aboard a beautifully crafted French yacht de…

🕐 2 hours and a half ★★★★★5.0 (1)
Private Day Sailing Experience in San Diego up to 12 guests Free Cancellation
San Diego

Private Day Sailing Experience in San Diego up to 12 guests

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 an…

🕐 2 hours and a half ★★★★☆5.0 (67)
Sailing Charter on san diego bay for up to 6 guests Private Tour
San Diego

Sailing Charter on san diego bay for up to 6 guests

While sailing on your private boat 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 includ…

🕐 2 hours ★★★★★5.0 (2)
1 Day Adult Surf Retreat in San Diego Free Cancellation
San Diego

1 Day Adult Surf Retreat in San Diego

This is your experience, and we are here to make it memorable, long lasting, and share the stoke with each person who steps into our surf shop. We make surfing your favorite thing to do! Why? Because we love being able t…

🕐 3 hours ★★★★★5.0 (2)
3-Hour Guided Whale and Dolphin Watching Experience in San Diego Free Cancellation
San Diego

3-Hour Guided Whale and Dolphin Watching Experience in San Diego

Get arms-reach away from whales and dolphins on a year-round ocean safari! With fun, fast 6 - 10 passenger boats, these are the most exclusive and intimate guided tours in San Diego! Our former military boats are the fa…

🕐 3 hours ★★★★☆4.7 (45)
GoCar & Speedboat Land and Sea Adventure in San Diego Free Cancellation
San Diego

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 Di…

★★★★☆4.6 (16)
Private Surf Lesson Free Cancellation
San Diego

Private Surf Lesson

This is your experience, and we are here to make it memorable, long lasting, and share the stoke with each person who steps into our surf shop. We make surfing your favorite thing to do! Why? Because we love being able t…

🕐 1 hour and a half ★★★★★5.0 (13)
Super Saver: Self-Guided Speed Boat Adventure & iRide GPS Guided ScooterTour Free Cancellation
San Diego

Super Saver: Self-Guided Speed Boat Adventure & iRide GPS Guided ScooterTour

Electric Scooter & 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 scooter. This combo land sea adventure makes for the perfect …

🕐 4 hours ★★★★☆4.3 (4)
Two Hour Kayak and Snorkel Tour for Two in La Jolla Free Cancellation
San Diego

Two Hour Kayak and Snorkel Tour for Two in La Jolla

Guests get to kayak out into the La Jolla Ecological Reserve with trained professional guides to take them to various snorkel sports in the La Jolla Ecological Reserve (spot depends on safety and may change depending on …

🕐 2 hours ★★★★☆4.4 (39)
Whale and Dolphin Watching in San Diego Free Cancellation
San Diego

Whale and Dolphin Watching in San Diego

Step aboard our 22' Zodiac expedition style boat and immerse yourself with wildlife all around you. Our Captains are fun loving, knowledgeable and respectful. We head out to see Blue & Grey whales, Fin whales and Humpbac…

🕐 3 hours ★★★★☆4.8 (147)
December Nights Dinner Cruise on San Diego Bay Free Cancellation
San Diego

December Nights Dinner Cruise on San Diego Bay

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 ro…

🕐 2 hours and a half ★★☆☆☆2.5 (4)
Jet Ski Rental Adventure in San Diego Bay Free Cancellation
San Diego

Jet Ski Rental Adventure in San Diego Bay

Explore San Diego bay like never before! Start your adventure at the Coronado Ferry Landing shopping center with breath taking views of the downtown San Diego skyline. Once checked in, you will be given a thorough safety…

🕐 1 hour ★★★★☆5.0 (24)
Small-Group San Diego Sunset Sailing Excursion Free Cancellation
San Diego

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 experien…

🕐 3 hours ★★★★☆4.9 (613)
San Diego Harbor Dinner Cruise Free Cancellation
San Diego

San Diego Harbor Dinner Cruise

Enjoy a 2.5-hour cruise aboard one of San Diego's finest dining vessels. Spend the evening in luxury as you dine on a gourmet dinner , sip on a complimentary cocktail and enjoy the music throughout the night. Upgrade you…

🕐 3 hours ★★★★☆4.1 (1,268)
Champagne Brunch Buffet Free Cancellation
San Diego

Champagne Brunch Buffet

Make the most of your weekend with a 2-hour brunch cruise through San Diego Bay. Capture prime views of the city skyline and harbor from a luxury yacht, and round out your morning bliss with bottomless mimosas and our br…

🕐 2 hours ★★★★☆4.5 (364)
Semi-Private Surf Lesson Free Cancellation
San Diego

Semi-Private Surf Lesson

This is your experience, and we are here to make it memorable, long lasting, and share the stoke with each person who steps into our surf shop. We make surfing your favorite thing to do! Why? Because we love being able t…

🕐 1 hour and a half ★★★★☆4.9 (19)
San Diego Sailing Sunset and Afternoon Classic Yacht Free Cancellation
San Diego

San Diego Sailing Sunset and Afternoon 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 ex…

🕐 2 hours and a half ★★★★★5.0 (4)
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht Free Cancellation
San Diego

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 ex…

🕐 2 hours and a half ★★★★☆5.0 (81)
Small Group Sunset Sail in San Diego- Public Sail up to 6 guests Free Cancellation
San Diego

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 chart…

🕐 2 hours ★★★★☆5.0 (73)
Top Rated San Diego Sunset Sail Classic Yacht 6 Guests Free Cancellation
San Diego

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 ex…

🕐 2 hours and a half ★★★★☆4.9 (341)
City Cruises San Diego: Gourmet Dinner Cruise & Skyline Views Free Cancellation
San Diego

City Cruises San Diego: Gourmet Dinner Cruise & Skyline Views

Experience a spectacular San Diego evening from the comfort of a comfortable and spacious yacht. Sit down to a delicious plated dinner at your private table, made on board by our chefs from local, seasonal ingredients an…

🕐 2 hours and a half ★★★★☆4.1 (304)
Spectacular Sunset Sail on San Diego Bay Free Cancellation
San Diego

Spectacular Sunset Sail on San Diego Bay

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group, local captain sharing hidden stories, hands-on sailing, wildlife encounters, and unforgettable vistas of San Diego Bay. Participate or sit b…

🕐 2 hours ★★★★★5.0 (27)
Spectacular Afternoon Sail on San Diego Bay Free Cancellation
San Diego

Spectacular Afternoon Sail on San Diego Bay

A unique small group two-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy spectacular views as your fun-loving, informative Captain shares his knowledge of sailing and San Diego. Get hands-on or sit back …

🕐 2 hours ★★★★★5.0 (17)
Deluxe Day Sail in San Diego Free Cancellation
San Diego

Deluxe Day Sail in San Diego

Set sail with San Diego Sailing Excursions and discover what sets us apart from the rest. Our personalized day sailing experiences on the San Diego Bay offer a perfect blend of adventure and relaxation. With our passiona…

🕐 2 hours and a half ★★★★★5.0 (70)
Deluxe Sunset & Day Sail Small Group Free Cancellation
San Diego

Deluxe Sunset & Day Sail Small Group

Experience the breathtaking beauty of San Diego Bay at sunset aboard our mono-hull sailboat, perfect for up to six passengers. Glide through calm waters as the sky transforms into a masterpiece of color. Keep an eye out …

🕐 2 hours and a half ★★★★☆5.0 (278)
2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks Free Cancellation
San Diego

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. Catama…

🕐 2 hours and a half ★★★★☆5.0 (96)
2.5-Hour Small-Group Catamaran Sail with Drinks Free Cancellation
San Diego

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 catama…

🕐 2 hours and a half ★★★★☆5.0 (265)