Top San Diego Sunset Cruises

San Diego Sunset Cruise from Mission Bay

4.5

(256)

1 hour 15 minutesFree Cancellation

from $40

4.5

(3,105)

San Diego Harbor Cruise

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 comfortable bean bag seating makes this tour a great choice for travelers celebrating a special occasion.

from $37

Sunset Sail Along the San Diego Skyline

4.9

(619)

from $99

Deluxe Sunset & Day Sail Small Group

(277)

from $119

2.5-Hour Small-Group Catamaran Sail with Drinks

(265)

San Diego Harbor Dinner Cruise

from $119

4.1

(1,268)

3 hoursFree Cancellation

from $126

3.9

(9)

San Diego Dolphin Watch Sunset Cruise on Legacy Whale Watch

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 back and enjoy breathtaking sunset views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military vessels. Watch for playful sea lions, dolphins, pelicans, and maybe even a whale. Look to the skies for pelicans, ospreys, and other marine birds. We invite you to celebrate a special occasion with your partner, family or group and capture the moments in breathtaking photos. No sailing experience is needed for this family-friendly outing, but participation is welcome. We love sharing our knowledge and experience. Choose a public or private tour option when you book. Feel free to bring easy to handle snacks and drinks. Food and drink are not included. Free cancellation, 100% refund up to 24 hours before your reservation.

from $34

Spectacular Sunset Sail on San Diego Bay

(27)

Price varies by group size

from $120

Admire views of San Diego that many other visitors miss—and help keep your sightseeing personal—on this small-group sailing excursion that's timed for sunset. Travel aboard a Catalina–style sailboat, and soak up the peaceful ambiance, plus a photo-worthy perspective on the city skyline, Old Point Loma Lighthouse, Coronado Island, and other highlights. Along the way, enjoy beer, soft drinks, and snacks, plus blankets in case you get cold.

Small-Group San Diego Sunset Sailing Excursion

4.9

(613)

3 hoursFree Cancellation

from $127

San Diego Whale Watching & Dolphin Cruise

4.6

(1,655)

2 to 3 hoursFree Cancellation

from $71

2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks

(96)

City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise

from $119

4.6

(320)

from $100

Enjoy a sailing adventure on a Catalina-style sailboat with just six people aboard for a comfortable, small-group experience (or, find five friends and fill up the whole boat). Sail in San Diego Harbor, and look out for top city attractions, from Coronado to the USS Midway. Sit back and relax, and enjoy the views, all while enjoying complimentary beer, hard seltzer, non-alcoholic beverages, and snacks.

Small-Group San Diego Afternoon Sailing Excursion

(544)

3 hoursFree Cancellation

from $116

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 wind in your hair, the sun on your skin, and the pure exhilaration of sailing. Explore hidden gems, soak in panoramic skyline views, and hear incredible stories from our expert guides. Whether you’re seeking excitement, relaxation, or unforgettable memories, this journey delivers it all. Don’t miss your chance to experience the magic of the ocean—book your adventure today!

Deluxe private Sunset & Day Sail

(3)

Explore some of the top highlights of San Diego with your or or two day trolley pass (depending on option selected) for the city’s Hop-on, Hop-off Trolley Tour. Choose your own adventure as you get on and off the trolley at any of the 11 included stops, covering famous sights including the Gaslamp Quarter, the San Diego Zoo, USS Midway and the Cruise Ship Terminal, Little Italy, and many more. This San Diego trolley tour also features live commentary from the on-board guide during your ride.

from $714

Per group

San Diego Hop On Hop Off Trolley Tour

4.7

(2,656)

Take in the highlights of San Diego Bay during a sightseeing tour by amphibious vehicle. Travel on both land and water, starting on the streets of Seaport Village and rolling down Harbor Drive alongside San Diego Bay. Transition into the water after departing Seaport Village. Cruise past the SeaWorld and Vacation Isle, experiencing the best of maritime San Diego on this fun and informative tour.

from $57

1 hour 45 minutesFree Cancellation

from $56

In just four hours, experience the scenic highlights of San Diego and its neighboring areas. Watch sea lions and pelicans on the beaches of La Jolla and capture fantastic views from the top of Mt Soledad. Soak up the Old World elegance of the mansions and Hotel Del on Coronado Island, and find peace in the urban oasis of Balboa Park. Wind through downtown and Old Town San Diego, learning about the city’s history along the way. Enjoy personalized attention on this small-group tour limited to just 14 people.

City Cruises San Diego: Scenic 90-Minute Narrated Harbor Tour

4.6

(580)

San Diego Scenic Tour

4 hoursFree Cancellation

from $89

4.5

(523)

1 hour 30 minutesFree Cancellation

from $37

Enjoy a thrilling new way to explore San Diego Bay—and enjoy speed, splashes, and spins along the way—on this high-speed jet boat tour. As you race along the scenic waterway, spot landmarks including the USS Midway, Coronado Island, Seaport Village, the Embarcadero, and the city skyline. Then, hang on as your captain takes your boat into power slides, 360-degree spins, and other high-octane maneuvers.

San Diego Bay Jet Boat Ride

4.8

(414)

30 minutesFree Cancellation

from $45

San Diego Whale Watching Cruise

4.8

(2,419)

4 hoursFree Cancellation

from $85

Top Attractions in San Diego

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Attractions

What are people saying about San Diego

Deluxe Sunset & Day Sail Small Group

Anjani_K, Apr 2026

We had the best sunset...

We had the best sunset cruise with Collin as our captain! The ride was smooth, fun, peaceful, beautiful, and overall just the perfect ending to our weekend in San Diego! Collin was a stellar captain and I would 1000% recommend this experience to everyone!

2.5-Hour Small-Group Catamaran Sail with Drinks

brandice5, Apr 2026

A wonderful boat ride in San Diego

This was a great experience! It was so relaxing and fun to be on the water in San Diego! The boat was well kept and clean and Ryan was the best captain! He was a great guide and skilled captain. We felt safe and the whole ride was effortless and really a great time for 3 middle aged female friends to enjoy another part of this beautiful city.

2.5-Hour Small-Group Catamaran Sailing Adventure with Drinks

Amy_M, Mar 2026

We enjoyed this trip, it...

We enjoyed this trip, it was amazing. Captain Ryan and his dad Ken pointed out historical landmarks and interesting facts about the area. They were eager to answer questions and are heros for putting up with us 3 crazy girls from Indiana. Highly reccomend this tour. It was the highlight of our trip.

Glow Nightime Pedal Boat Rental in San Diego Bay

AlyssaBlair_G, Feb 2026

Highly recommend 10/10!

The pedal boat attendants are super friendly and create a welcoming environment for first timers. They guide you to another dock with beautiful skyline views of Downtown San Diego where you spend most of your time pedaling. You provide your own vibes by connecting your phone to play music on a bluetooth speaker. To add, my pregnant friend had to use the bathroom during the time at the dock and Brandon and the team was so kind to guide her to the nearest bathroom. Thank you everyone! 10/10 highly recommend!

Small-Group San Diego Sunset Sailing Excursion

Candice_S, Feb 2026

Highly recommended!

We had an absolutely fantastic experience Captain Reece with Sail San Diego. He created such an unforgettable trip by pointing out the beautiful views, spotting the wildlife, and answering our millions of questions. The boat was beautiful and well cared for and you can tell that he really loves what he does. We had such a peaceful and fun time on the water. Highly recommended!

Sunset Sail Along the San Diego Skyline

Steve_W, Oct 2025

Memorable Experience

Our sunset cruise in San Diego was absolutely perfect, and that was largely thanks to our captain, Aaron. He was extremely knowledgeable about the harbor and its history, sharing interesting facts throughout our trip without missing a beat. The boat was comfortable, the atmosphere was wonderful, and the sunset was breathtaking. Aaron's hospitality made it a truly memorable.

San Diego Sunset Cruise from Mission Bay

Hadas_D, Jul 2025

⭐️⭐️⭐️⭐️⭐️ Beautiful, Affordable, and Worth Every Minute!

We had an amazing time on this sunset cruise in San Diego! I went with two teenagers, and it was the perfect way to end the day. Booking and check-in were easy and stress-free. The price was very affordable for the experience you get. The crew was friendly, professional, and really made us feel welcome. The boat was clean, inviting, and had a great atmosphere with lovely music playing throughout the ride. There were drinks available for purchase on board, and the views were simply stunning. The cruise lasted about 1 hour and 15 minutes—just the right amount of time. Don’t forget to leave a tip for the hardworking crew—they definitely deserve it! Highly recommend!