Top La Jolla Cruises & Sailing

Enjoy sublime coastal scenery as you spot marine life during this kayaking trip to La Jolla’s sea caves and ecological reserve. Paddle alongside your expert naturalist guide as you observe the numerous species of birds, dolphins, sea lions, and even orcas of the area. Kayak among the lush kelp beds that grow in the reserve and, if conditions permit, explore inside the sea caves that dot the rocky coastline.

A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group, local captain sharing hidden stories, hands-on sailing, wildlife encounters, and unforgettable vistas of San Diego Bay. Participate or sit back and enjoy breathtaking sunset views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military vessels. Watch for playful sea lions, dolphins, pelicans, and maybe even a whale. Look to the skies for pelicans, ospreys, and other marine birds. We invite you to celebrate a special occasion with your partner, family or group and capture the moments in breathtaking photos. No sailing experience is needed for this family-friendly outing, but participation is welcome. We love sharing our knowledge and experience. Choose a public or private tour option when you book. Feel free to bring easy to handle snacks and drinks. Food and drink are not included. Free cancellation, 100% refund up to 24 hours before your reservation.

Avoid crowds and traffic in San Diego and have a peaceful adventure on the water with this small-group sailing tour. Keeping the group size small ensures a more personalized experience, without the noise and crowds of large group sightseeing boats. Along the way, pass by lots of great photo opportunities—including the Star of India, Coronado Bridge, and views of the city’s skyline.

California is where some of the US’s best wines are grown. Avoid the hassle of self-driving and set out on a guided tour to several San Diego vineyards that includes comfortable transportation by an expert driver. Enjoy a behind-the-scenes tour of several establishments and sample some of the region’s most popular vintages before stopping for an included dinner at a local winery.

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monkey, is a 35 foot yacht. On board you will have a designated captain , at your service, making sure you have a safe and memorable sail. You will have 2 options for your sail. Head to Coronado Bridge: In this option, we will sail along the US Midway, see landmarks like the Kissing statue, the Rady Shell, seaport village, view Coronado island and we will go under the Coronado bridge. Go see the Seals: This option is best in the morning when the winds are calmer. Here we will be sailing for around an hour there, circle the seals a few times, and head back. In some rare scenarios, you might view a dolphin or two.

Explore La Jolla Ecological Reserve's sea caves during a 90-minute kayaking tour. Follow your experienced guide through several diverse ecological habitats, home to one of the highest concentrations of sea life in California. Paddle toward the Seven Sea Caves, where you can get stunning views from inside Emerald Cave, the only north-facing cave in the state (conditions permitting). Explore a giant kelp forest inhabited by wildlife like harbor seals and sea lions. Use of all kayaking equipment is included; no kayaking experience is necessary.

Explore the wonderful coast outside of San Diego with a local expert and discover some the beautiful coast and its wonderful beaches. Your drive/guide will show you the most beautiful beaches and its villages. Learn the history of the area, see the beach lifestyle and marine life of San Diego.

Enjoy a seamless and stress‑free journey with your private, luxury chauffeur service, designed for travelers who value comfort, reliability, and elevated service. Whether you're heading to the airport, attending a corporate event, or celebrating a special occasion, each ride is tailored to fit your schedule and preferences. Relax in a late‑model luxury SUV—such as a Cadillac Escalade ESV or Chevrolet Suburban—featuring spacious seating, premium interiors, and a smooth, quiet ride. Your professional chauffeur handles all navigation and traffic, allowing you to unwind, stay productive, or simply enjoy the moment. With flexible pickup times, customized routes, and optional stops, every detail is crafted around you. We ensure a refined travel experience from start to finish, so you can focus on what truly matters.

Book this private transport service from San Diego to anywhere you need to go in San Diego, Orange County, or LA. This is a flexible service, allowing for pickups from the San Diego airport, port, or other address, and can drop you wherever you need to be. There’s no need to deal with taxis, shuttle buses, or try to figure out public transportation. Instead, book this private transport for you and your group.