Top San Diego Sunset Cruises

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.

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.

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.

Explore the best eats in the Gaslamp Quarter of San Diego on a walking tour with an expert guide who shares the inside scoop on the district's hopping restaurant and bar scene. Sample delicious dishes at several eateries, sip drinks, and learn about the history of the district as you discover its latest incarnation as a top nightlife destination. Colorful stories shared by your guide make the history of San Diego come to life on this 2.5-hour tour.

Explore some of the top highlights of San Diego with your silver, gold, or platinum day 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.

Explore San Diego at your own pace with a full-day ticket to ride a hop-on, hop-off trolley through the city. Simply board the trolley at your cruise ship’s port of call and visit historic landmarks and vibrant neighborhoods at eleven centrally-located stops. Get a glimpse of California’s past in Old Town then see the magnificent ships that moor at the bustling waterfront; grab a spot on a beach to watch surfers catch breaking waves, and try to spot the famous ghost at the elegant Hotel del Coronado.

Experience the thrill of driving your own speed boat during this tour of San Diego Harbor. Learn the basics of boating from your expert guide before following your guide's boat around the harbor, cruising past highlights such as the USS Midway, a US Navy submarine, Coronado Bridge, Seaport Village, the cruise ship terminal, the historic ship Star of India and San Diego Maritime Museum. Learn from your guide about these landmarks via the onboard two-way communications system and stop for photo ops on this exciting tour.

Explore San Diego’s Downtown and Old Town sights in a fun and fast-paced way—on a GoCar tour. This sightseeing adventure takes the stress out of reading a map, as the car talks and shows you the way with its in-built GPS. Enjoy hearing stories as you explore the city’s most popular areas, including Little Italy, Mission Hills, Presidio Park, and the Gaslamp Quarter.

Learn about San Diego while joining your friends or family for a scavenger hunt on this 2.5-hour self-guided game in Balboa Park. Combine the fun of the Amazing Race with the information of a 3-hour walking tour as your team uses your own smart phones to play the scavenger hunt. Solve the clues and complete challenges as you make your way among well-known and hidden parts of Balboa Park during the scavenger hunt—an ideal choice for families, friends, or work colleagues visiting San Diego.

While San Diego may be best known for beaches and sunshine, the city does have a darker side. Delve into San Diego's haunted history on this trolley and walking tour through Old Town. Hear tales of gamblers, gunslingers, and other shady characters whose spirits are said to live beyond the grave, and be on the lookout for paranormal activity as you visit graveyards, historic buildings, the Maritime Museum, and the grounds of the Whaley House — considered one of the most haunted homes in America.

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 sunset sailing charters and boat tours take you on an exciting tour of San Diego Bay. Book a sunset sailing boat charter and stretch out in the San Diego sunshine with a trusty skipper at the helm, A sunset sailing boat tour on San Diego Bay with Pacifica Sailing Charters is the perfect sailing experience for you and your guests. With over 20 years of boating on San Diego Bay and the waters surrounding the San Diego harbor, our sunset boat charters and sunset sailing boat tours are rated #1 on Google, Yelp, and TripAdvisor.

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!