Top San Diego Sunset Cruises

Set sail at one of the best times of day—sunset—during this San Diego Bay cruise. Board a comfortable sailing yacht and cruise along San Diego's coastline, taking in views of the scenic waterfront, military vessels, and historical landmarks. Catch sight of marine life and enjoy spectacular photo ops. Gorgeous sunset views and Wine makes this tour a great choice for couples or travelers celebrating a special occasion.

Sail into the setting sun aboard a Catalina style sailboat during this intimate cruise with a small group. Feel like you have the ship all to yourself on this trip that’s limited to just 12 total guests, watching as the last rays of the sun drop into the glistening waves. Enjoy the included beer, soft drinks and snacks during the ride, as well as jackets and wind gear in case you get cold. You can even plug in your own music to add to the fun. Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time.

Watch the sun set over San Diego during an all-inclusive small-group cruise aboard a classic sailboat. Pass landmarks such as the Maritime Museum, Coronado Bridge, and USS Midway, and look for sea lions, dolphins, and other wildlife around San Diego Harbor on the 2.5-hour cruise.

Spend happy hour on the water during this San Diego evening cruise. Enjoy views of the water and city skyline as you glide through San Diego Bay.

Claire Sailing offers a new, luxury Beneteau sailing yacht. She has a spacious comfortable cabin with new cushions, clean blankets, pillows, and bean bags on the bow. We also welcome special requests so don’t hesitate to ask!

Spend a few hours relaxing, sunbathing and sightseeing in the placid waters just off San Diego during this 1 or 2 hour San Diego Harbor cruise. Sit back and relax as you take in a fully-narrated tour, offering top-notch sight lines of the San Diego skyline, a cruise under Coronado Bridge, a look at the bustling US Naval fleet and a chance to spot some of the harbor’s resident sea lions. Choose between 1 and 2 hour cruise options, offering you two trips to fit your schedule and interests.

See San Diego from a marine vantage point on this 90-minute harbor cruise, including a look at the marina, seabirds and potential sea lion sightings. Listen to live narration from your captain and enjoy for-purchase snacks from the onboard snack bar.

Take an evening cruise wining and dining aboard the ‘Spirit of San Diego,’ enjoying top-notch food and drink, plus sparkling skyline views during this San Diego dinner cruise. Dig into your included gourmet meal, accompanied by a complimentary cocktail and live on-board entertainment, as you cruise 25-miles worth of California’s beautiful coastline and gaze at the twinkling stars above. You can also upgrade your cruise to include an unlimited open bar for an additional price.

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 brunch menu service includes breakfast favorites, vegetarian options, and so much more. Indoor and Outdoor seating available please call Flagship Cruises & Events with seating preference. Listen to our live entertainment as the attentive crew constantly top off your glass. Shouldn’t weekends always be like this?

On this experience, relax in style aboard a luxury dinner cruise. Enjoy panoramic views from the boat's deck and take your time over a gourmet, 3-course meal, as you cruise past twinkling city lights that ring San Diego Bay. Listen to an entertaining DJ play music and enjoy an unforgettable evening, or celebrate a birthday, anniversary or another special occasion.

Looking for something fun to do this Summer? Want the best seat in the house for San Diego’s nightly fireworks show? You’re in the right place! Bare witness to the many colors and patterns that the sky has to offer! Not only will you see the sky illuminated in fiery bursts, but feel and hear every pop and crackle during this one of a kind experience!

Tour San Diego Bay by boat with this small-group sailing activity for up to six passengers. You'll sail past the downtown and alongside aircraft carriers and submarines with a professional captain to take the helm. You may even spot marine life such as sea lions and dolphins along the way. Opt for a daytime departure to get time in the sun or choose an evening departure for the best shot at sunset views.