Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Enjoy a 1.5-hour sunset sailing cruise in Monterey Bay for $95, with complimentary wine, snacks, and wildlife sightings including dolphins and sea lions.

The Sunset Sailing Cruise in Monterey Bay offers a memorable 1 hour 30-minute experience on the water, departing from Monterey & Carmel, USA. This cruise is highly rated with a perfect 5.0 out of 5 from 12 reviews and is recommended by 100%. The tour is suitable for most travelers, with most bookings made 22 days in advance. It includes complimentary white wine, snacks, bottled water, and the chance to observe local marine life such as sea lions, otters, dolphins, and sometimes whales.
This tour departs from Sail Monterey at 78 Old Fishermans Wharf #1, Monterey, and features a mobile ticket for easy access. The cruise combines the relaxing pleasure of sailing with the excitement of wildlife watching, making it ideal for those seeking a scenic, leisurely activity as the sun sets over the Pacific Ocean.
Planning more time in Monterey and Carmel? We've covered other experiences worth considering.
The tour begins at Sail Monterey, located at 78 Old Fishermans Wharf #1. This central location makes it easy to find, and the tour lasts about 1 hour 30 minutes. Once onboard, the first part involves motoring through the harbor to spot sea otters, seals, and sea lions. This is a good chance to observe these creatures up close in their natural habitat.
After exploring the harbor, the cruise sets its sails and turns off the engine, embracing eco-friendly wind power. This transition provides a classic sailing experience while allowing guests to relax and enjoy the scenery. During this phase, complimentary beverages and snacks are served, creating a friendly, convivial atmosphere on the boat.
As the sun begins to sink, the spectacle of the sunset over the Pacific Ocean is the main event. The ship’s open design offers unobstructed views, making it easy to capture photos or simply enjoy the moment. The chilly breeze is common, so a blanket or warm clothing is recommended, especially in cooler months.
This cruise is renowned for marine wildlife sightings. Commonly seen are dolphins, which often leap near the boat, and sea lions lounging on rocks or swimming nearby. Sea otters are frequently observed in the harbor area, and there’s a chance to spot whales on certain days, such as Humpback whales breaching out of the water, providing a thrilling spectacle.
One standout feature is the chance for passengers to take turns at steering the sailboat. This interactive element is highly praised by guests, adding a fun and engaging aspect to the experience. It’s a memorable way to connect with the sailing craft and enjoy the peaceful rhythm of the ocean.
The tour includes local guides who are knowledgeable about the area and marine life, enhancing the educational aspect. Snacks, alcohol, and bottled water are provided at no extra charge, adding to the comfort of the experience.
The maximum group size is 20 travelers, which helps maintain an intimate atmosphere. The activity is suitable for most ages, but children must be accompanied by an adult. Service animals are permitted, and the tour is accessible via public transportation.
While most days are suitable for sailing, the tour can be chilly, especially near sunset. Guests are advised to dress warmly and consider bringing a blanket for added comfort. The open boat design ensures plenty of fresh air, making it a refreshing outing, even in cooler weather.
Most guests prefer to book around 22 days in advance, reflecting the popularity of this experience. The tour offers free cancellation up to 24 hours before the scheduled start, providing flexibility in planning. If canceled less than 24 hours beforehand, the full amount is non-refundable, so timely planning is essential.

The combination of scenic sunset views, wildlife encounters, and interactive sailing makes this cruise stand out. The inclusion of complimentary wine and snacks enhances its appeal, and the opportunity to steer the boat adds a memorable, participative element. The tour’s high ratings and positive reviews underline its consistent quality and enjoyable atmosphere.
This sunset cruise offers excellent value for the price of $95, providing a relaxed, scenic experience with wildlife sightings and the thrill of sailing. The professional guides, comfortable boat, and inclusive refreshments make it a strong choice for those seeking a quality, eco-friendly activity in Monterey.
While the weather can be chilly, the spectacular views and chance to see marine animals make this tour well worth considering. It’s especially suitable for anyone interested in sailing, nature, or simply relaxing as the day ends over the Pacific Ocean.
“Captain Vince was very professional and welcoming. The cruise was a lot of fun and drinks/snacks were very nice! I definitely would do it again!”
Is the sunset sailing cruise suitable for children?
Yes, children are welcome but must be accompanied by an adult. The tour can be enjoyed by most ages, though dress warmly.
What is included in the price of $95?
The tour includes complimentary white wine, snacks, bottled water, and expert guidance from local guides. The opportunity to steer the boat is also part of the experience.
How far in advance should I book?
Most guests book about 22 days in advance to secure their spot, as the tour is popular and fills up quickly.
Can I cancel if my plans change?
Yes, cancellations are free if made 24 hours or more before the scheduled start. Less than 24 hours’ notice results in no refund.
What should I bring for the cooler weather?
Guests should dress warmly, bringing a blanket if necessary, to stay comfortable during the outdoor cruise, especially at sunset.
Where does the tour end?
The cruise returns to the original meeting point at Sail Monterey on Old Fisherman’s Wharf.
This sunset sailing experience in Monterey Bay combines scenic beauty, wildlife viewing, and interactive sailing, making it a highly recommended activity for a relaxing evening on the water.