Whale Boats, Yachts, Sails, Charters

Every San Diego Whale Boat and Luxury Sail, Compared

All 23 trips on this site: seven San Diego whale boats, ten private yachts and sails on San Diego Bay, and six whale trips elsewhere in California, from Dana Point to San Francisco.

A catamaran beside a surfacing whale off Dana Point

Dana Point Dolphin & Whale Watching With Underwater Viewing

Captain Dave's catamaran from Dana Point Harbor, with two underwater viewing pods and nets just above the water: whales year-round, dolphins, sea lions and seabirds, with a marine naturalist narrating.

4.8 (63)
Free cancellation
A whale-watching boat off Long Beach with a whale surfacing nearby

Long Beach: Whale and Dolphin Watching Cruise

Harbor Breeze's whale-watching catamaran from Long Beach, past the Queen Mary and the San Pedro breakwater, with Aquarium of the Pacific educators on board: whales, dolphins, seals and seabirds.

4.5 (1,047)
Free cancellation
Dolphins swimming beside a sailboat on Monterey Bay

Monterey: Private Whale Watching and Sailing Tour for 6

A private morning sail for up to six from Old Fisherman's Wharf in Monterey with Sail Monterey: whales, dolphins, sea lions and sea otters are likely but not guaranteed, with drinks and snacks on board.

4.9 (6)
Free cancellation
A whale breaching beside a whale-watching boat off Morro Bay

Morro Bay: Whale Watching with Lost Isle Adventures

Lost Isle Adventures from Morro Bay Harbor past Morro Rock into Estero Bay: humpbacks from late spring to fall, gray whales in winter and spring, sea otters, dolphins and sea lions, with a heated cabin.

4.7 (110)
Free cancellation
A rigid inflatable boat with dolphins leaping alongside off Newport Beach

Newport Beach: Ultimate Whale Watching Adventure

Newport Landing Cruises' custom RIB for up to 15 from Newport Beach, an open boat that runs up to 14 miles out in two hours looking for whales and dolphins. There is no bathroom on board.

4.9 (328)
Free cancellation
Two sailing catamarans on San Diego Bay

San Diego Bay: 2.5 hour Catamaran Sailing Cruise with Drinks

Fun Cat Sailing Adventures' catamaran from Harbor Island, across from the airport, for up to six: lie on the bow nets, sip beer or wine, and look for sea lions, seabirds and naval traffic on San Diego Bay.

5.0 (48)
Free cancellation
The bow of a sailboat pointing at the sunset on San Diego Bay

San Diego Bay: Sunset and Daytime Sailing Experience

A sailing yacht from Sunroad Resort Marina on Harbor Island along the downtown skyline, by day or at sunset, with white wine and soft drinks; sea lions are often seen and dolphins now and then.

4.9 (187)
Free cancellation
A classic wooden cruiser moored at a San Diego marina

San Diego Sunset Cruise on a Classic Wooden Yacht

A sunset cruise on Carolina, a 28-foot Koehlerkraft, from Shelter Island for up to six, with a charcuterie board, cold drinks and your own bottles on the sundecks as the light drops over Point Loma.

Free cancellation
A humpback whale's tail fluke above blue water

San Diego: 3 Hour Whale Watch Cruise with Legacy Whale Watch

The 80-foot Legacy from Mission Bay toward La Jolla Canyon, with San Diego Natural History Museum naturalists: gray whales from mid-December to March, sometimes into April, blue whales in summer, dolphins and sea lions.

4.4 (508)
Free cancellation
A whale breaching off the coast

San Diego: City Cruises Whale and Dolphin Watching Cruise

City Cruises' big boat from downtown San Diego, with volunteer naturalists from the Natural History Museum: gray whales in winter and spring, blue whales in summer, dolphins, sea lions and seabirds. Next departures from mid-December 2026.

4.2 (194)
Free cancellation
The gaff-rigged sloop Liberty under sail in front of the San Diego skyline

San Diego: Classic Yacht Sailing Experience

Sail Liberty's Liberty, a replica of a 1904 Friendship sloop, from Harbor Island past the USS Midway, the Coronado Bridge and Point Loma, with beer, white wine and snacks; sea lions and dolphins possible.

4.9 (55)
Free cancellation
A blue whale's tail fluke above deep-blue water off San Diego

San Diego: Luxury Year-round Whale Watching & Dolphin Tour

Wild Pacific Whale Watch's 82-foot Peregrine from H&M Landing in Point Loma: an air-conditioned cabin and stabilizers, then whales by season, dolphins, sea lions and seabirds with marine-biologist narration.

4.6 (86)
Free cancellation
Guests relaxing on the cushioned deck of a sailboat

San Diego: Private Morning Sail up to 12 guests

Sea Monkey Adventures' private morning sail for up to 12 across calm San Diego Bay to the seals at Point Loma, with warm blankets, juice, sparkling water, cookies and chips on board.

Free cancellation
A sailboat's sail and the San Diego skyline at sunset

San Diego: Private Sunset Sailing Tour for up to 12 Guests

Sea Monkey Adventures' private sunset sail for up to 12 between downtown San Diego and Coronado, watching the sun go down over the bay from cushioned decks, with blankets, juice and sparkling water.

5.0 (1)
Free cancellation
Guests with drinks on the deck of a private yacht

San Diego: Private Yacht Charter with Champagne Toast

A private charter for up to six on Cerulean, a 45-foot yacht, along San Diego's bay and shoreline, with a champagne, wine or beer toast, optional swim stops and two bathrooms with showers. Not a whale trip.

Free cancellation
A sailboat on San Diego Bay below the downtown towers

San Diego: Relax on a Morning, Day or Sunset Luxury Sail

A 40-foot sailing yacht from Sail San Diego past the Midway, Coronado and the Point Loma lighthouse, sometimes out to the Pacific, with beer, seltzers and snacks; seals, dolphins and, by season, maybe whales.

4.9 (27)
Free cancellation
Guests raising glasses on a shared yacht charter

San Diego: Shared Yacht Charter with Coastal Views

A shared charter for up to six on a Cerulean Sea Charters yacht along the San Diego coast: a bottle of wine or champagne, bring your own food, swim stops as an add-on. Not a whale-watching trip.

5.0 (1)
Free cancellation
Guests on a small sailboat at sunset on San Diego Bay

San Diego: Sunset Sailing Tour with Wildlife Watching

A sunset sail on Luna, a 35-foot sailboat, from Harbor Island for up to six: help sail or sit back among tall ships and military vessels, watching for dolphins, sea lions, pelicans and maybe a whale.

5.0 (1)
Free cancellation
A whale's tail off San Diego with the downtown skyline behind

San Diego: Whale & Dolphin Watching Cruise on Yacht America

Four hours from Shelter Island on America, an about 140-foot schooner yacht: low decks, snacks and soft drinks, and gray, humpback, fin or blue whales by season, with dolphins and sea lions.

4.3 (46)
Free cancellation
A Zodiac speedboat beside a blue whale, seen from above

San Diego: Whale and Dolphin Watching Speedboat Tour

A six-passenger Zodiac speedboat from the Hyatt Regency Mission Bay marina with a Coast Guard captain: gray whales in winter and spring, blue whales in summer, humpbacks in fall, dolphins all year.

4.2 (14)
Free cancellation
A whale's tail fluke rising from a blue sea

San Diego: Whale Watching & Dolphin Cruise

San Diego Whale Watch's family-run cruise from Quivira Road in Mission Bay, about 10 minutes from the open Pacific: whales by season, dolphins, sea lions and seabirds, with a galley and bar on board.

4.4 (311)
Free cancellation
Passengers at the bow of a whale-watching boat watching a whale's spout

San Diego: Whale Watching Tour - Flagship Cruises & Events

Flagship Cruises and Events' two-story boat from downtown San Diego Bay, with an upper sundeck and free Wi-Fi: gray whales on their migration, dolphins and sea lions, with commentary by ocean experts. Next departures from mid-December 2026.

4.2 (339)
Free cancellation
A Red and White Fleet boat on San Francisco Bay with Alcatraz behind

San Francisco: Whales of the Bay Cruise

Red and White Fleet's hybrid electric boat from Fisherman's Wharf toward the Golden Gate Bridge, with naturalist narration: gray, humpback and blue whales, dolphins, harbor porpoises, seals and sea lions.

4.6 (64)
Free cancellation

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