Deluxe Sunset & Day Sail Small Group

Overview

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.

City: San Diego

Sun 15 Jun

Other dates

You can choose the date already on the booking website

Starting at $119.00

Make a reservation

Sun 15 Jun

Starting at $119.00

Make a reservation

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What's Included

Soda/Pop

Bottled water

Alcoholic Beverages

Additional Info

Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels

What To Expect

San Diego

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.

Maritime Museum of San Diego

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.

San Diego Convention Center

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.

San Diego Bay Walk

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.

Cabrillo National Monument

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

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.

Coronado Island

Shelter Island

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.

Coronado Bridge

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

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

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

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.

USS Midway Museum

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Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (110)

B7980IUannel

Mar 2025

We had a great time relaxing and enjoying the beautiful San Diego skyline. The captain and crew were super knowledgeable about the area and by the end of the sail it felt like we were all family. Highly recommend!

Getaway299496

Mar 2025

We had a great time! DJ was an awesome captain and took amazing care of my wife and I during our voyage! Two thumbs up! We definitely recommend this enjoyable sail.

M5010AKlisab

Mar 2025

We had a beautiful sunset sail with Captain DJ. Our family of four had a wonderful relaxing evening with beautiful views and an incredible sunset. If you are looking for a smaller more personal sailing experience, I highly recommend San Diego Sailing Excursions!