SUNSET SAILING CRUISES IN SAN DIEGO
The 7 best sunset sailing cruises in San Diego you can get aboard today, with what each costs, how long it stays out and who it suits. Number one is first for a reason; start there.
Sail San Diego Bay for about two hours with up to six people, passing the USS Midway and Maritime Museum as the sun drops behind the skyline. Captains such as Aaron, Patrick, Adam, Derek, and Maggie keep the mood friendly and safe. Bring drinks or snacks, and pack a jacket for the cool ride home.
“Great service, beautiful and relaxing. Bring a jacket… even if it’s warm when you set sail. Gets cold quickly.”
Set sail from Shelter Island for about three hours aboard a Catalina-style sailboat limited to six passengers. Your captain handles the boat while you enjoy views of Point Loma Lighthouse, the USS Midway, Coronado Island, and the skyline. Beer, hard seltzers, soft drinks, snacks, blankets, binoculars, and Bluetooth speakers are provided.
“I was solo and am grateful that Captain Chris has a great personality and is willing to converse. It was my first time on a sail boat and I loved every second. Everything was smooth sailing!”
Spend about 2.5 hours sailing San Diego Bay from Harbor Island with a captain such as Ann, Colin, Billy, or DJ. Expect views of the USS Midway, Coronado Bridge, Seaport Village, historic ships, and downtown lights, plus soft drinks and alcoholic beverages. The group is capped at six, making this a relaxed choice for couples, families, and first-time sailors.
“Very capable and personable captain. We were the only ones on the boat so had our own private cruise”
Meet Captain Ryan, Matt, Kaya, or Ty at Safe Harbor Sunroad for a relaxed 2.5-hour sunset sail on San Diego Bay. The six-person catamaran passes the USS Midway, downtown, Coronado Bay Bridge, Embarcadero, and Point Loma. Beer, wine, soft drinks, water, blankets, and a bathroom are included, with motor use kept to a minimum.
“Absolutely incredible night. Matt our captain was wonderful, helpful, and informative. The boat was safe and comfortable.”
Join a captain such as Patrick, Nick, Rick, or Bri for a two-hour small-group sail from Harbor Island. You’ll pass the USS Midway, downtown, and North Island Coronado Naval Station, with white wine, soft drinks, and water provided. Bring food, watch for sea lions and dolphins, and reserve all six seats for a private sail.
“What a beautiful day and a beautiful time, very intimate. Well worth it.”
Spend 150 minutes sailing San Diego Bay from Harbor Island with a captain such as Colin, DJ, or JC. Sip wine, beer, soft drinks, or water while watching for dolphins, seals, sea lions, and pelicans. You’ll pass major waterfront sights, hear local stories, and enjoy a relaxed sunset on a private or small-group boat.
“The sailboat was lovely and bigger than expected. We had 6 people and there was plenty of room.”
Spend two or three hours aboard a modern 40-foot sailing yacht with a US Coast Guard-certified captain. You’ll pass the USS Midway, Star of India, Coronado Island, Point Loma Lighthouse, and San Diego International Airport. Beer, hard seltzers, soft drinks, snacks, blankets, binoculars, and an onboard bathroom are included. Groups are limited to six.
“Great sailing in a beautiful boat manned by very profesional captain! Very relaxing and high end service”
Sunset, snorkel, or the whole boat.
