Boat for rental in San Diego, CA
Description
Say aloha, our 50ft classic sailing yacht and the newest flagship of the Sail San Diego fleet! Built in 1977 and lovingly restored to her original glory, Maile brings a whole new level of laid-back luxury to the San Diego sailing scene. She made the epic journey across the Pacific from Hawaii in October 2024, and now she’s right where she belongs, cruising the sun-drenched San Diego Bay and the open Pacific with style, soul, and serious class.
At Sail San Diego, we’re all about great vibes, salty air, and unforgettable experiences, and Maile is the perfect embodiment of our brand. With her classic lines, warm teak accents, and the kind of easygoing elegance that turns heads at every marina, she’s more than just a boat. She's a floating slice of paradise.
Whether you're sipping local craft brews with friends, celebrating a special moment, or just soaking up the SoCal sunshine, Maile delivers a one-of-a-kind vibe that’s equal parts upscale and down-to-earth.
Let’s be real: you’re not truly a San Diegan until you’ve sailed with Sail San Diego. From spontaneous dolphin sightings to jaw-dropping sunsets, this is how locals do life on the water. So if you're looking to level up your coastal cred with a sailing experience that’s classy, cool, and all about the good times—Maile is calling your name.
Hop aboard. The wind’s perfect, the vibes are immaculate, and San Diego’s favorite sailing crew is ready to show you what real SoCal sailing feels like.
• $1,052 USD for 1-14 Guests for 2 Hours
• $1,500 USD for 15-22 Guests for 2 Hours
This boat has 1 additional addons available.
Details
Accommodations
This boat has a maximum capacity of 22 people. It features 2 cabins with an overnight sleeping capacity of 0, 2 bathrooms, and 0 showers.
Crew
Sure, our captains and crew are incredibly skilled sailors. They've got the highest USCG captain's licenses in the business, are certified in CPR and first aid, and are totally compliant with our strict drug and alcohol testing. But what makes them special is that they’re also dedicated ocean advocates and environmental stewards. They have extensive experience navigating the open seas and a profound knowledge of marine ecosystems. Our team is devoted to advancing sustainable sailing practices and safeguarding the ocean for tomorrow’s generations.
Add-ons
This boat has 1 additional service(s) available for quarter day trips. You can select optional addons to customize your trip on the next page. Note that required addons are mandatory, and addons marked as payable at base need to be paid directly to the boat owner when you get to the boat.
Optional (1)
Amenities
Reviews
Our group had the most relaxing and lovely sunset cruise on MDW! Thank you for the hospitality and hosting us for our special night.
Policies
Full refund if renter cancels 3 days or more before the trip start date.
No refund if renter cancels 2 days or less before the trip start date.
Boat rules
- Drink Responsibly
- Bar packages are available, but let's keep it classy! No outside alcohol (no BYOB).
- Respect the Crew & the Vessel
- Treat the boat and crew like you'd treat a friend’s home—kindly and respectfully.
- Stay Aboard
- No swimming unless approved by the captain. Safety first, cannonballs later.
- Keep It Clean
Owner
Location & Destination Guide
From sightseeing to whale watching, do more with a sailing charter in San Diego. There’s a good reason San Diego is called the finest city, so come find out why with a private boat rental from Sailo.
When it comes to Californian lifestyle, we think San Diego is the city that most encapsulates the Golden State ethos. Year round sunshine? Check. Beaches and surf culture? Check. Laid back but buzzing city? Check. And, of course, lots of opportunity to play on the water with your very own yacht charter!
