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.
“This was not our first private sailing experience in San Diego but it was absolutely our favorite !! Liz was an exceptional captain !! Ship was clean and comfortable! This was a 10/10 experience and I highly recommend!”
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.
“The initial practice on the Segways did not prevent an accident from happening so I think that the practice session time should be based on the experience and comfort level of each participant. Once the tour stated, it was delightful! Chris was Knowledgeable, friendly and…”
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.
“I loved the views from a different perspective!! Seeing all the attractions from a boat side view! I definitely want to do it again! Calm cool vibes! Loved it!”
Experience San Diego from the water with a private boat tour, visiting historic ships, scenic landmarks, and enjoying personalized service on a breathtaking sail.
“Great captain, competent, personable and knowledgeable. A fun sailing experience. A nice vessel, not too big and not too small.”
Experience a private morning sail in San Diego with stunning bay views, seals, and personalized service—perfect for families and groups.
“Such a great time with friends ! The captain was great and the boat was clean. We would bring a speaker next time and some snacks.”
Discover San Diego’s highlights in a private Lexus ES300 Hybrid tour, from historic sites to scenic coastlines, with personalized insights and flexibility.
“Best tour ever ! Darren is the man. Phenomenal narrator , funny and so friendly. We ve been everywhere in the half day tour , beautiful places and views . Luxury car , no traffic at all and what a city . Take the tour…”
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.
“This was fantastic, being a rider in the past, feeling the wind in your face brought back all of the passion from the past.”
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.
“This was as easy and least stressful airport pick up I've ever booked. Robert was as accommodating as any driver I've ever had. I highly recommend this company. They were everything I needed at just the right time and place. Was in contact with Robert…”
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.
“This is well worth it! The food is great and, the stories about the city makes this experience worth your time! Our guide knew his staff and made our tour enjoyable! Do this!”
Discover San Diego's beginner-friendly surf scene with a semi-private lesson. Personalized, fun, and perfect for families or friends seeking waves.
“Had lots of fun in the waves & a very nice instructor. La Jolla is perfect to try out if surfing is your sport, and the surf school is in a very convenient location very close to he beach. The equipment provided is clean and…”
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.