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“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…”
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.
“Liz was a fun and insightful captain. We had great winds and weather making our experience amazing. We toasted with champagne to a beautiful trip to see family living in the area.”
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.
“Brittany was great! She was very knowledgeable with the park and San Diego! She gave us some suggestions of things to do. She has a great personality and made our tour very enjoyable!! Highly recommend!!”
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.
“Jason was wonderful and made our first sailing experience memorable! It was a beautiful and relaxing day at the end of June! Would highly recommend this voyage to anyone!!”
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.
“Our tour guy Darren went out of his way to make sure our tour was excellent. We would have never seen as much as we did if we went with the cruise tour and the price for this private tour was very affordable Everything we…”
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.
“Steve was a great tour guide, and we had a fantastic time! We learned more about San Diego than we expected, and found some new favorite places. Highly recommend!”
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.
“Being able to book and private transport to hotel versus other limited public transit. I initially booked with another and they cancelled 2 days before trip. Glad I found you all.”
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.
“Doug did an amazing job! He had great stories about the different areas we visited and even showed us a few hidden gems. The food was delicious. Everyone in our group had a different favorite which I thought was pretty awesome! Great time was had…”
Discover San Diego's beginner-friendly surf scene with a semi-private lesson. Personalized, fun, and perfect for families or friends seeking waves.
“Amazing experience! My son and his best friend loved this outing and their instructor, Cody, was patient and encouraging!”
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.