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Float across San Diego Bay aboard a 32' catamaran with wine and a curated charcuterie tray, watching sea lions and the skyline as the sun sets over Point Loma. This two-hour cruise from Harbor Island is intimate, wildlife-friendly, and perfect for sunset photos.
Float across San Diego Bay aboard a 32' catamaran with wine and a curated charcuterie tray, watching sea lions and the skyline as the sun sets over Point Loma. This two-hour cruise from Harbor Island is intimate, wildlife-friendly, and perfect for sunset photos.
Book with Pacifica Sailing Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Pacifica Sailing Charters · San Diego, California
On San Diego Bay, Pacifica Sailing Charters' Charcuterie Tray Wine Cruise offers a short, sweet passage across a working harbor and Pacific approaches. Departing from Pacifica Sailing Charters - 1880 Harbor Island Dr, San Diego, CA 9210, the two-hour outing runs on a 32' catamaran that keeps the group small and the vibe unhurried. The route threads past downtown's skyline, the Embarcadero piers, moored tall ships and the hulking silhouette of the USS Midway aircraft carrier museum before easing toward Point Loma, where sunsets bloom over the Pacific.
The scene is a mix of urban and marine features: broad bay waters framed by Harbor Island, shipping channels, and the rocky headland of Point Loma. Look for kelp beds and the rhythmic chop of the outer channel; sea lions haul out on concrete breakwaters, and dolphins frequently ride the bow wave. Onboard you'll savor a curated charcuterie tray—cured meats, cheeses and fruit—and a glass of wine as the boat slips through light that often turns gold and pink behind the Point Loma cliffs.
This experience stands out because it stitches together San Diego's maritime history and living ocean. From the Midway's gray flight deck to the distant container ships, every mile tells a different story: naval operations, commercial shipping, recreational sailing and bird rookeries. The 32' catamaran platform means less roll than a monohull and plenty of space to move around for photos or for a quiet seat at the rail.
Practical notes: trips are two hours, family friendly, and ideal for small groups—bring a light jacket and non-slip shoes. Expect mild swell on choppy days and calm water most evenings. The operator meets guests at the Harbor Island dock; because the boat is small, booking in advance is recommended, especially for sunset departures.
Why book? If you want a low-effort way to connect with San Diego’s water, see marine life up close, and enjoy a relaxed wine-and-food pairing without the formality of a restaurant, this cruise delivers. It’s accessible to novice boaters, photogenic at golden hour, and quick enough to fit into a longer San Diego itinerary. Whether you’re celebrating a birthday, marking the end of a vacation day, or simply craving fresh air and good food on the water, this sail offers an efficient, memorable wedge of maritime San Diego.
Onboard, the crew maintains a relaxed but safety-focused routine: briefings before departure, life jackets accessible, and a careful approach when wildlife is nearby so animals aren’t disturbed. Shareable plates make it easy to taste a variety of flavors while you move from rail to cockpit for different vantage points. Small groups mean personalized service; if you have dietary needs or a celebration, contact operator to customize experience.
The experience is two hours long and typically departs from Harbor Island with a focus on sunset views for evening departures.
Yes—guests enjoy a charcuterie tray with cured meats, cheeses and fruit, plus a glass of wine as described in the listing.
This trip is family friendly; there are no stated age minimums but supervise children on deck and check with the operator for specific needs.
Trips may be rescheduled or canceled for unsafe conditions—contact Pacifica Sailing Charters directly for their weather and cancellation policy.
The boat is a 32' catamaran with limited space; check with Pacifica Sailing Charters about boarding assistance and accessibility specifics before booking.
Yes—small groups and intimate cruises are often customizable; contact the operator ahead to request dietary changes or celebrate special occasions.
Pacifica Sailing Charters is a San Diego-based charter company offering private and public sailing experiences on San Diego Bay and offshore. The company operates a diverse fleet that includes classic wooden sailboats (a 65' Stephens Brothers yawl and a 55' twin-masted ketch), a 50' party yacht, a custom large catamaran, and luxury power and sail yachts including the 65' Sirara. Pacifica provides two-hour public cruises and private charters ranging from two- to three-hour trips for groups, special events, and wildlife excursions. Popular offerings include whale-watching tours (up to 27 guests), dolphin and seal cruises, sunset sails, sightseeing trips past the downtown skyline and naval ships, and private event charters for weddings, corporate gatherings, and parties. Many cruises include complimentary snacks, and select trips offer water and drinks; vessels feature ample deck space, guest seating, and experienced captains and crew to ensure safety and comfort. Pacifica Sailing Charters is featured on The Adventure Collective and focuses on delivering safe, guided maritime experiences that highlight San Diego's coast, Coronado, La Jolla Cove, and the Pacific Fleet. Booking options accommodate small groups and larger parties, with flexible private-boat itineraries and public departure schedules. The company emphasizes local knowledge of marine wildlife, harbor navigation, and event logistics to create memorable outings on the bay and offshore. Guests can choose hands-on sailing opportunities, relaxing sightseeing cruises, or specialized wildlife and snorkeling trips tailored to seasonal conditions. Reservations are available online or by phone with clear pricing, safety briefings, and customizable itineraries for groups, year-round today.
Book with Pacifica Sailing Charters