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.
“I would recommend this experience to everyone. We had a blast , so relaxing and such a wonderful host. Liz is amazing!”
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.
“We had such much fun!! Bridgette, our tour guide, was awesome. She was energetic and super knowledgeable. Balboa Park should be on everyone’s list when visiting San Diego. Seeing it by Segway made it extra fun. We loved it!!”
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.
“A must do experience while visiting San Diego or a local looking for a unique sailing experience. The boat was extremely nice, very comfortable and equipped with all the essentials you’ll need. Our guide was also extremely knowledgeable about nearby historical landmarks, enhancing our overall…”
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.
“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.
“My guide, Cesar, was very friendly, shared alot of information about San Digeo and motorcycles, and a great guy to speak with during the entire tour”
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.
“Judy told us so many things about the Balboa Park. Was a great experience to spent at least two hours in the 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 was great. I just wish he could have met me in baggage claim to assist with luggage. But impossible at this airport”
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.
“The instructors were great! Our boys had a great time. Well worth the money to actually enjoy learning to surf.”
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.