And dolphins make us happy. Find out more about our cookies policy here.
Enjoy San Diego by boat! Charter a 36' Beach Monohulls Cal Jensen for up to 6 people. Rates as low as $140 per hour and a minimum booking of 2 hours. 1967 Cal Jensen 36' named Lei Lani. Lei Lani is the flagship vessel of our fleet. She is a true Classic Sailing Yacht from 1967. Her interior is lined with rich mahogany and her classic lines speak to an era of sailboats no longer seen in production today. Her exterior is lined with gorgeous REAL teak wood original to 1967. She was completely restored to her original condition by our team over the course of 18 months. Her woodwork is radiant and shines from every angle. She was built by human hands right here in California. Her birthplace: Costa Mesa, CA. Come Aboard & Enjoy... INTIMATE SAILING EXPERIENCE Your very own private sailboat cruise in San Diego bay or along the Southern California coastline. Just you and your close friends and family. Experience sailing like it was meant to be. ATTENTIVE, EXPERIENCED CREW Sit back and relax as your attentive captain caters to your every need. Don’t want to deal with sails and ropes? No problem! Just sit back and let us guide the boat while you relax. Feeling hands-on? That’s ok too! We’re happy to show you the ropes and let you try your hand at steering. PACKAGES FOR ALL BUDGETS Whether you’re looking for a fully catered romantic sunset cruise for the 2 of you, an afternoon on the water with friends, or want to take the family out on the bay, we’ve got packages for everyone and every budget. CLASSIC SAILING YACHTS All the vessels in our fleet are classic sailing yachts that have been carefully restored by hand by our own team. Experience sailing as it was meant to be, on a boat with lustrous wood and brass detailing, and relive the days when craftsmanship in shipbuilding was an art. Step aboard one of our classic sailing yachts and the outside world starts to melt away. Close your eyes. Feel the sun on your face. Breathe the fresh salt air. Hear the sea splashing against the hull and the wind in the sails. Absorb it all and let yourself get carried away by the wind. See San Diego from a new perspective and make some new memories. Whether it’s a romantic sunset cruise for you and that special someone or a daytime sailing adventure for all your friends, we’ve got you covered. While sailing the San Diego Bay your captain will then be bringing around a platter of cheese, salami, and crackers for everyone to enjoy. Don’t forget to leave room for the chocolates and chips! Your Captain will be navigating the vessel on your private three-hour sailing charter and will also serve your every need. Let us know if there is anything we can do to make the day extra special! Space on each sailing tour is limited, don't wait to reserve your spot! Endless Summer Special: On this 3-hour tour, a round of beer or chilled white wine is served by your captain once underway. Package Options: - Morning Sail: This private sailboat cruise allows up to 6 guests to enjoy the sailboat all to themselves. With a captain at the helm serving the needs of you and 5 of your closest friends or family, you can be assured a memorable experience aboard your own private sailboat charter. - Sunset Sail: Your Captain will be navigating the vessel on your private SUNSET SAILING charter while serving your every need. The sun setting over the peninsula of Point Loma will take your breath away – then – you’ll see the city lights of downtown San Diego come aglow as we sail back across the San Diego Bay. Package Details: - Duration: 3 hours - Guest Capacity: 6 - Departure Times (Morning): 9 am - Departure Time (Sunset): 6 pm Package Includes: - First pour of beer or wine for all guests 21+ - Light snacks - Sodas and waters Private Group Sailing Tour: Package Options: - Daytime Sail: This private sailboat cruise allows up to 6 guests to enjoy the sailboat all to themselves. With a Captain at the helm, serving you and 5 of your closest friends or family, you can be assured a memorable experience aboard your own private sailboat charter. - Sunset Sail: Your Captain will be navigating the vessel on your private SUNSET SAILING charter and will also serve your every need. The sun setting over the peninsula of Point Loma will take your breath away – then – you’ll see the city lights of downtown San Diego come aglow as we sail back across the San Diego Bay. Package Details: - Duration: 2 hours - Guest Capacity: 6 - Departure Times (Day): 10am, 1pm, 3:30pm - Departure Time (Sunset): 6 pm Package Includes: - First pour of beer or wine for all guests 21+ - Light snacks - Sodas and waters Private Sailing Tour for 2: Package Options: - Daytime Sail: The vessel and Captain are there just for the two of you. This is an unbeatable date! – not to mention…This private sailing experience for two passengers is offered at an unbeatable rate! Thinking about popping the question? There’s no better way than this. 30 years from now someone will be asking how you proposed; we can help you create stories for a lifetime! - Sunset Sail: A forever memorable experience shared just between the two of you. Your Captain will navigate the sailboat and will be there to cater to your every need. Watch the sun dip down below the Pacific while the San Diego skyline lights up. Package Details: - Duration: 2 hours - Guest Capacity: 2 - Departure Times (Day): 10 am, 1 pm, 3:30 pm - Departure Times (Sunset): 6 pm Package Includes: - First pour of beer or wine for all guests 21+ - Light snacks - Sodas and waters Signature 2 Hours Tours: Package Options: - Daytime Sail: Set Sail from Harbor Island to see the great San Diego Bay and all its beauty. While sailing our guests enjoy two full hours of pleasure aboard a beautiful classic sailing yacht. Feel free to participate in as much (or as little) of the sailing as you would like. A licensed captain drives the sailboat and will serve drinks and snacks on board. - Sunset Sail: A SUNSET SAIL in San Diego can not be beaten. Our guests enjoy chilled white wine, San Diego Craft Beer, and champagne on this intimate 2 full-hour venture. We all watch as the sun sets below the peninsula of Point Loma creating a spectacular array of light on the water. The city lights of Downtown San Diego come aglow just before we head in from the harbor. We’ll sail you soon! Package Details: - Duration: 2 hours - Guest Capacity: Individual Tickets (6 ppl max per tour) - Daytime Departures: 10am, 1pm, 3:30pm - Sunset Departures: 1 hour before sunset Package Includes: - First pour of beer or wine for all guests 21+ - Light snacks - Sodas and waters Marine Wildlife Tour: This 4-hour tour includes lunch and a round of beer or chilled white wine served by your Captain once underway. Experience California’s Coastal paradise of Marine Wildlife Wonder! Spend two hours sightseeing as you sail in and out of the San Diego Bay. You will enjoy another two full hours exploring little-known locations for spotting marine mammals on your Ocean Wildlife Safari. You will find yourself sailing along the coast of California over the deep blue Pacific Ocean. Includes a boxed lunch from our gourmet deli for every passenger. Package Details - Duration: 4 hours - Guest Capacity: Individual Tickets (6 ppl max per tour) - Departure Times: 8 am, 11 am Package Includes - First pour of beer or wine for all guests 21+ - Light snacks - Sodas and waters - Lunch If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.
We are a classic sailing yacht luxury charter company that's ready to take you on your next tour of San Diego Bay!
We had a great time out on the boat. Captain Roger was an awesome guy, and made sailing interesting m, easy and fun!
Captain Ryan was amazing! He was adaptable and made sure our experience was one of the best and it was! I highly recommend Ryan because he will always think about you throughout the whole ride and make sure you’re having a blast. Can’t wait to recommend to our friends and families
We did the 2 hour tour and it was perfect. Captain Nick was great!! He was friendly, punctual and took the time to answer all the questions that my wife and I had. Snacks and beverages were also provided. I will definitely be back again.
You’ll get directions to the departure location when you make a booking.
Full refund up to 7 days prior.
- Reservations may be canceled for a refund only if canceled within 7 days prior to the reservation. - All departures are at the sole discretion of the Captain. - Boats will sail in light rain as well as other “safe weather.” - Rescheduled tours due to missing the boat departure are available for an additional fee, and only if space is available on an existing departure.