SAN DIEGO · LUXURY TOURS
The ones worth booking.
The 7 san diego luxury tours worth the splurge. The private guides, small-group days and standout experiences guests rate highest, with what each one costs, how long it runs and who runs it.
Small-group luxury sailing on a 34-foot Catalina in San Diego Bay—skyline views, captain stories, snacks, and BYO drinks with a 6-person cap.
Most Popular“Captain Mike is a fantastic captain, guide and person. We highly recommend getting out on the bay with Captain Mike!”
Private Valle de Guadalupe wine day from San Diego with three tastings, BajaMed lunch at Finca Altozano, and guide-led driving.
“Of all the wine tour options, I'm glad we picked this one. Mario was awesome. He picked me and my four friends up at our hotel and curated a great day for us. We had a private tour which was great. Mario knows so much about the area, its history, and the wines and he…”
Valle de Guadalupe wine and food day trip from San Diego with 10–12 tastings, tapas lunch, and a Rosarito taco stop.
“Fantastic experience! Great food, wine, and people! Highly recommend! If you have global entry, makes getting back across the border when you return back easier.”
Luxury catamaran charter from San Diego with a private crew, calm Mission Bay-to-Pacific sailing, wildlife sightings, and flexible 2–8 hour departures.
“Our group of 11 had a great time on the Malarky. The crew was friendly and very accommodating. We brought everything for a sunset wine and cheese and it was perfect watching the sun set over the horizon. The catamaran has been the highlight of our trip to San Diego. We highly recommend this experience.”
Luxury Peregrine cruise from San Diego Bay for whales, dolphins, and sea lions, with air-conditioned comfort and expert naturalists.
“A fantastic boat to observe the wildlife. The marine biologist did a fantastic job of describing the wildlife. We saw four gray whales and four different species of dolphins by the dozen and two different species of sea lions. The boat was much faster than the other boats, and the captain did a great job…”
Relax on San Diego Bay in a 40-ft luxury sail with a USCG captain, city-and-navy views, wildlife chances, and included drinks.
Ride the Peregrine from Point Loma for year-round whale and dolphin watching with expert narration, A/C comfort, and a whale guarantee.
The finest private tours and premium experiences, in every destination we cover.
