Captain Ann was super informative, explaining the sights in the harbor, and the wildlife. She handled the boat with such precision, and made the trip a fun experience..





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 for playful dolphins, majestic sea lions, and vibrant seabirds, with our experienced crew pointing out these incredible creatures. Sail toward Point Loma’s rolling ocean waves or deeper into the bay, where you’ll take in stunning views of the Coronado Bridge and city skyline. Whether you seek adventure or relaxation, we offer a personalized sailing experience that lets you connect with the sea like never before. Don’t just watch the sunset or day go by—sail into it! Book your unforgettable sunset excursion today with San Diego Sailing Excursions and create lifelong memories on the water.
Out at sunset: the 4:00 PM departure is under way when the sun sets, around 6:06 PM in the coming weeks.
In demand: 367 of the next 450 departures are already sold out.
From the operator’s live schedule on Viator, checked Oct 11.
Sunset Sailing in San Diego Bay Set sail on a breathtaking Sunset Sailing Excursion in San Diego Bay, where adventure meets relaxation on the open water. Departing from the marina, you’ll cruise past iconic landmarks like the USS Midway, Coronado Bridge, and Seaport Village, all while enjoying the gentle sea breeze and stunning coastal views. As the sun begins to set, watch the sky transform into a spectacular blend of orange, pink, and purple, creating the perfect backdrop for an unforgettable evening. Keep an eye out for dolphins and sea lions, and feel free to take the helm or simply unwind with a drink in hand. Whether it’s a romantic date, a celebration, or a peaceful escape, this safe, fun, and scenic sailing experience offers the best way to enjoy San Diego’s coastline at golden hour.
The Maritime Museum of San Diego, located along the waterfront, is home to one of the world’s finest collections of historic ships. As you sail past, you’ll see iconic vessels like the Star of India, the world’s oldest active sailing ship, along with a replica of the 16th-century San Salvador and the impressive HMS Surprise, known from Master and Commander. The museum offers a glimpse into maritime history, making it a striking sight from the water.
The San Diego Convention Center is a striking waterfront venue known for its modern architecture and iconic sail-like rooftop. Located in the heart of downtown along San Diego Bay, it hosts major events like Comic-Con International, trade shows, and conventions. Spanning over 2.6 million square feet, it features expansive exhibit halls, meeting rooms, and a scenic outdoor terrace with panoramic bay views. Its prime location offers easy access to the Gaslamp Quarter, making it a vibrant hub for both business and entertainment.
The San Diego Baywalk along North Harbor Drive is a scenic waterfront promenade perfect for a relaxing stroll after your sailing excursion. Lined with palm trees, public art, and stunning bay views, it offers a lively atmosphere with street performers, waterfront dining, and landmarks like the USS Midway Museum and the Maritime Museum of San Diego. Visitors can unwind at outdoor cafés, watch boats glide by, or simply take in the beautiful coastal sunset.
The Cabrillo National Monument offers breathtaking panoramic views of San Diego Bay, the Pacific Ocean, and downtown San Diego. Located at the southern tip of the Point Loma Peninsula, this historic site commemorates Juan Rodríguez Cabrillo, the first European to explore the West Coast in 1542. Visitors can explore scenic coastal trails, tide pools, and the iconic Old Point Loma Lighthouse, making it a perfect post-sailing adventure for history and nature lovers alike.
Coronado Island offers a perfect mix of relaxation and adventure after your sailing excursion. Visitors can stroll along the famous Coronado Beach, known for its sparkling sand, explore the historic Hotel del Coronado, or browse charming shops and cafés in Coronado Village. Outdoor enthusiasts can bike along scenic paths, kayak in the bay, or take in stunning skyline views from Centennial Park. Whether you’re looking to unwind or explore, Coronado provides a picturesque coastal escape.
Shelter Island is a peaceful waterfront retreat known for its marinas, parks, and stunning views of San Diego Bay and the city skyline. Visitors can enjoy a relaxing walk along the Shoreline Park promenade, dine at waterfront restaurants, or watch boats sail by from scenic picnic spots. The island is also a popular spot for fishing, kayaking, and stand-up paddleboarding. With its laid-back atmosphere and picturesque setting, Shelter Island is a great place to unwind after a day on the water.
The Coronado Bridge is an iconic 2.1-mile-long curved bridge connecting downtown San Diego to Coronado Island. Rising 200 feet above the bay, it offers breathtaking panoramic views of the San Diego skyline, bay, and naval ships. A striking architectural landmark, it provides a scenic drive and serves as the gateway to Coronado’s beautiful beaches, charming shops, and the historic Hotel del Coronado.
The Embarcadero Boardwalk is a scenic waterfront promenade in downtown San Diego, offering stunning views of San Diego Bay. Lined with parks, public art, and historic ships, it’s a perfect spot for a leisurely stroll, biking, or waterfront dining. Visitors can explore attractions like the USS Midway Museum, the Maritime Museum of San Diego, and the Rady Shell, or simply relax and watch boats glide across the bay.
The Rady Shell at Jacobs Park is a stunning open-air concert venue on the San Diego waterfront. With its futuristic, seashell-inspired design, it offers breathtaking bay and skyline views while hosting performances by the San Diego Symphony and world-renowned artists. Located in Embarcadero Marina Park South, it provides a unique outdoor music experience with premium seating, picnic areas, and top-tier acoustics, making it a must-visit destination for live entertainment lovers.
Seaport Village is a charming waterfront destination in downtown San Diego, featuring boutique shops, waterfront dining, and live entertainment. With its cobblestone pathways, scenic bay views, and vibrant atmosphere, it’s a perfect spot for a leisurely stroll, shopping for unique souvenirs, or enjoying fresh seafood with a view. Located along the Embarcadero, Seaport Village offers a relaxing and picturesque escape by the bay.
Reviews collected by Viator and Tripadvisor
Excurgo comparison of 515 Viator tours, recalculated daily.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Deluxe Sunset & Day Sail Small Group lasts about 2h 30min. The itinerary has 13 stops.
Prices start at $119 per person for this San Diego experience, booked through Viator with the price shown before checkout. There are 2 booking options, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, with 15 departures a day between 10:30 AM and 6:00 PM.
It can: 367 of the next 450 departures are already sold out, so booking ahead is a good idea.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is 955 Harbor Island Dr, San Diego, CA 92101, USA. Arrive at least 20 min. early. Turn into Sunroad Safe Harbor Marina Parking lot just before the flag pole. Go through the parking gate, Park on the Left side of the parking lot, and wait for your Captain at Gate 1. Says Docks A thru D above the gate. Hotel pickup is not part of this experience.
The experience is available in EN.
It is a small-group experience with a maximum of 6 participants.
Infants and small children can ride in a pram or stroller Infants are required to sit on an adult’s lap
Yes, bookings are confirmed instantly.
Travellers rate it 5.0 out of 5 across 362 reviews on Viator and Tripadvisor; it is run by San Diego Sailing Excursions.
Reviews collected by Viator and Tripadvisor
Captain Ann was super informative, explaining the sights in the harbor, and the wildlife. She handled the boat with such precision, and made the trip a fun experience..
Our captain was the owner of the business and he set a casual and welcoming environment with educational and local information that was helpful for both the long term residents and the visitors from out of state. The trip was lovely and perfect timing for the sunset and view of both wild life magical and military sites and San Diego and surrounding features. Thank you! It was a fantastic trip to celebrate both a birthday and my father’s visit. Definitely will book again!
We had an excellent sale around the bay with Captain Annie! Ended up being the only two to book at that time so had sailboat to ourselves. Was the highlight of our trip.
This was such a great, relaxing,, magical experience. Our Captain was great when I let him know it was my first time sailing he told me what to expect along the way. It was unseasonably hot when we were there & the breeze out on the water was great!
This was a great sail for myself and a friend. Relaxing, good wind and music. Captain Billie knows his stuff.
Wonderful experience and highly recommend! Captain Colin is very knowledgeable and charismatic. We thoroughly enjoyed our day and seeing the sunset!
This was a delightful sale on a small sailboat with only 2 other couples. It made for a very relaxed and enjoyable experience - totally unrushed. We sailed all around San Diego Harbour until sunset. Wine, beer were included. The captain was an experienced sailor, personable and fun.
Had a great time with captain Collin! It was just our family and we had nice time going around the harbor around sunset seeing the cliffs and city. We also stopped by and saw the seals. Great boat with a comfy seat at the front of the boat to lounge out on. Would recommend!
Loved the sailing experience, we were all first-timers. It was an all-girls boat with the girl captain! Weather was amazing. Ann, the captain was lovely and joined our fun. Lovely sunset vibes. The whole ride was so smooth!
My husband surprised me with an amazing birthday sunset sail! We sailed past all of the harbor sites and were entertained by the pelicans and sea lions along the way. We had a gorgeous sunset that evening, and the weather was perfect. Many thanks to Captain Colin for sharing the local history with us and a beautiful sailing experience. We highly recommend choosing Captain Colin for an amazing sunset sailing excursion ⛵️
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
Deluxe Sunset & Day Sail Small Group | 2h 30min | 5.0 (362) | $119 | |
Small-Group San Diego Sunset Sailing Excursion | 3 hours | 4.9 (642) | $127 | View |
2.5-Hour Small-Group Catamaran Sail with Drinks | 2h 30min | 5.0 (366) | $119 | View |
Deluxe Day Sail in San Diego | 2h 30min | 5.0 (80) | $119 | View |
Spectacular Sunset Sail on San Diego Bay | 2 hours | 5.0 (41) | $120 | View |
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht | 2h 30min | 5.0 (85) | $125 | View |
Sunset Sail Along the San Diego Skyline | 2 hours | 4.9 (658) | $99 | View |