Monterey and Carmel are among California’s top coastal destinations, known for their dramatic shoreline, abundant marine life, and charming towns. What makes these areas especially appealing for sailing is their protected waters in Monterey Bay, home to the Monterey Bay National Marine Sanctuary, and the possibility of spotting sea lions, dolphins, whales, and sea otters almost year-round. Whether you want a quick jaunt on a quiet catamaran or a sunset cruise with wine and appetizers, these experiences maximize the chance to enjoy the ocean with expert guides and open-air comfort. Plus, the area’s mild climate means you can often sail comfortably even in cooler months, especially with a warm jacket.
If you’re curious about how to see Monterey Bay from the water, you’re in luck. Each of the options below offers a different flavor of sailing—some focus on wildlife viewing, others on relaxation with drinks, and a few include interactive opportunities like steering the boat. These tours give you a chance to connect with the sea in a way that’s both engaging and soothing.
1. Catamaran Sailing Cruise in Monterey

At number one, the Catamaran Sailing Cruise in Monterey offers a peaceful, engine-free experience for just $65 per person. This approximately 1 hour 15 minute cruise is renowned for its spacious, stable catamaran that provides excellent wildlife viewing opportunities. The emphasis here is on quiet sailing, so you’ll catch sights of sea lions, seals, otters, and—if luck is on your side—whales and dolphins. After the captain hoists the sails, you’ll be treated to a complimentary beverage, making it perfect for those who want a relaxing, contemplative time on the water.
What makes this tour stand out is the emphasis on eco-friendly sailing and the chance to witness marine life in a natural setting. It’s ideal for travelers seeking a short, serene adventure with great photo opportunities. The reviews reflect a high level of satisfaction: “Unforgettable experience,” says one visitor, praising the knowledgeable captain and the chance to see marine animals up close. The boat was described as very clean and well-maintained, with most people noting the smooth, quiet ride. Given its lower cost and quick duration, it offers excellent value for those wanting a taste of Monterey Bay’s wildlife spectacle without a big time commitment.
Bottom Line: Perfect for those wanting an intimate, eco-conscious cruise with wildlife spotting and a peaceful atmosphere.
2. Sunset Sailing Cruise in Monterey Bay

For around $95, the Sunset Sailing Cruise in Monterey Bay offers a more leisurely, romantic experience. Lasting about 1 hour 30 minutes, this cruise is designed to maximize the magic of a California sunset. As you glide across the bay, you’ll enjoy complimentary white wine and appetizers, creating a perfect end-of-day setting. The tour is also a wildlife watcher’s dream—dolphins, sea lions, and even whales sometimes make appearances. An added feature is the opportunity to steer the boat, giving you a rare chance to participate actively in the sailing rather than just watch.
This cruise is ideal for travelers who want a more immersive experience with a scenic backdrop and a touch of elegance. Many reviews mention how comfortable the boat is and how much fun it is to get involved in the sailing process. Captain Vince, in particular, is praised for being friendly and professional. The views at sunset are often described as spectacular, with many noting the golden light reflecting off the water enhances the experience. The combination of scenic beauty, wildlife, and socializing with wine and snacks makes this option a great value for a special evening.
Bottom Line: Best suited for couples or anyone celebrating a special occasion, seeking a relaxed yet engaging way to enjoy Monterey’s evening scenery.
3. Catamaran Sailing Cruise in Monterey Bay

Coming in at third, the Catamaran Sailing Cruise in Monterey Bay offers a similar experience to the first but with a focus on spacious comfort and wildlife. This roughly 1 hour 15-minute trip also features engine-free sailing, allowing for a quiet ride ideal for wildlife watching. The tour highlights include searching for sea otters, sea lions, harbor seals, dolphins, and whales.
What sets this trip apart is its inclusion of a brief visit to the historic Cannery Row area, with views of the old canneries while sailing past. The tour is praised for its friendly crew and clean, comfortable boat. The reviews note the high-quality experience, with one saying, “Enjoy sailing and sightseeing on a spacious catamaran,” emphasizing the comfort and scenic value. Morning or afternoon bookings are well-suited for those wanting a straightforward, wildlife-focused outing that’s less about luxury and more about connection with nature.
Bottom Line: A solid choice for travelers interested in wildlife and history, with a relaxed pace and excellent boat comfort.
How to Choose
When deciding between these experiences, consider your budget, time, and interests. The Catamaran Sailing Cruise in Monterey and the third option are great for wildlife lovers who want a quiet, eco-friendly ride. The Sunset Sailing Cruise is ideal if you’re after a romantic, scenic experience with drinks and a chance to actively participate. Think about whether you want a quick tour or a more leisurely, elegant outing, and book early during the busy summer months.
In summary, Monterey and Carmel offer a variety of sailing adventures suitable for different tastes and schedules. The peaceful catamaran tours are perfect for wildlife enthusiasts, while the sunset cruise appeals to those celebrating or seeking an atmospheric experience. Whether you prioritize wildlife viewing, relaxation, or a bit of both, these options give you a memorable way to enjoy California’s rugged coastline. Planning ahead and booking early will ensure you don’t miss out on these top-rated experiences—sailings tend to fill quickly in peak season.