San Diego
The private bookings: sails, city loops and cross-border wine days in the Guadalupe Valley. The region spreads from beaches to borders; a private driver stitches it together.
Discover the best of Guadalupe Valley with this private wine tour from San Diego. Enjoy guided tastings, farm-to-table lunch, and scenic views—all in one day.
Most Popular“We had the BEST experience on this tour! We had Rene as our guide and he made the whole date incredibly smooth. He kept us on time, took us to some beautiful spots, and made us feel safe at all times. I couldn't believe how…”
Enjoy a 2-hour private sailing tour in San Diego Bay for up to six people. Relax, see iconic sights, wildlife, and enjoy personalized commentary from Captain Liz.
“It was a perfect trip from start to finish. Captain Liz was very friendly and made us feel very welcome on her sailing boat. We were able to play our music from her speakers.. The trip was beautiful and it was a great way to…”
Discover San Diego’s Balboa Park on a private Segway tour. Enjoy expert guides, scenic views, and a fun, eco-friendly way to explore this iconic destination.
“Great way to experience riding a Segway and to get an overview of Balboa park. Bridget is an experienced guide and ensured we were comfortable and safe. We took appropriate breaks—your feet do get tired!”
Discover San Diego on a private sunset sailing tour with stunning bay views, friendly crew, snacks, and the chance to see iconic landmarks up close.
“Great experience to see the harbor and the San Diego Skyline! Beautiful views and lots of fun! We had a group of 13 girls on the sail for a bachelorette party and we were well taken care of!”
Experience San Diego from the water with a private sailing tour, passing iconic landmarks like the USS Midway and Coronado Bridge for unforgettable views.
“Fantastic cruise!!! Captain was so friendly and welcoming, sailboat was lovely (and handy that it had a bathroom!) views were spectacularloved the wind and ocean spray in your face feel when sitting up on the bow!! Cant wait to book again!”
Experience San Diego from the water with a private boat tour, visiting historic ships, scenic landmarks, and enjoying personalized service on a breathtaking sail.
“We had a fantastic experience. Lucky sol sailing is a great company and Jason was very personable rounding out a fabulous day.”
Experience a private morning sail in San Diego with stunning bay views, seals, and personalized service—perfect for families and groups.
“Fantastic morning out on the boat with Captain Paul! The boat was great, clean and modern with a sleek cabin. The cushions on the bow was great touch”
Discover San Diego’s highlights in a private Lexus ES300 Hybrid tour, from historic sites to scenic coastlines, with personalized insights and flexibility.
“Looked at various tours. Could have paid over 400 dollars to take a bus tour with 4 adults. Got a private tour for significantly less. Very flexible could stay longer at stops that we liked and less time at stops that we weren’t as interested…”
Discover Baja California on a private tour from San Diego, enjoying lobster, margaritas, Mariachi music, and scenic border crossings—all with guided ease.
Experience San Diego in style with a 2.5-hour private sidecar tour, combining scenic rides and exclusive wine tastings at hidden local vineyards.
“We had such a wonderful experience. Such a unique way so see San Diego. Thank you for a memorable time!”
Discover San Diego's Balboa Park in style with a private 2-hour tour in a luxury vehicle. Explore gardens, museums, and iconic landmarks with expert guides.
“Excellent walking tour. Guide was very knowledgable and friendly, and he came prepared with water and snacks! Thank you for a full education on Balboa Park!”
Simplify your San Diego arrival with a private transfer for up to 3 people. Fast, private, and hassle-free transport from the airport to your hotel or residence.
“Driver right on time……..a seamless experience…….nice to know that Viator also offers shuttle service from the airport at competitive pricing.”
Discover San Diego’s diverse flavors on a private 3.5-hour food tour, exploring Gaslamp Quarter’s best eateries with expert guides and authentic dishes.
“We had a phenomenal time with Doug! Awesome tour guide with lots of local facts and recommendations. Book him for your next tour.”
Discover San Diego's beginner-friendly surf scene with a semi-private lesson. Personalized, fun, and perfect for families or friends seeking waves.
“First time surfing! Had an amazing lesson with Brooks! He helped me get past my initial fear and instilled me with the skills and confidence to get going on the board. Lots of great stories and fun times out there! And he gave me a…”
Experience San Diego’s waters with a private half-day fishing trip for up to 4 people. All gear, fish cleaning, and expert guidance included for a memorable outing.
“Captain Bobby was awesome. EXTREMELY helpful and knowledgeable. This was definitely worth it. It was a private trip— so it felt less like a tour and more like just being out on a friend’s boat. I would certainly recommend Pelican Sportfishing to anyone.”
Sea caves, sails and a zoo that set the standard, all in shirtsleeve weather.