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With Captain
Lively private sails out of Cabo San Lucas with attentive service, fresh food, and a fun, relaxed vibe that guests happily return to for celebrations.
Well-kept cruising sailboat that feels just as described, offering a comfortable setup and smooth platform for eating, lounging, and celebrating on the water.
Consistently punctual and reliable, with crew praised for thoughtful service and delivering exactly what was promised, inspiring guests to rebook with confidence.
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AI Overview
Owner's Description
⛵ Private Sailing Boat Charter in Cabo San Lucas Important: To ensure availability, please message us before booking. Enjoy a private and relaxing sailing experience aboard our beautiful 38’ Hunter Legend sailing boat. This sailboat is the perfect choice for couples, families, or small groups seeking comfort, privacy, and personalized service in Cabo San Lucas. Our professional captain and attentive crew will make your day on the water truly unforgettable. 💰 Pricing SPECIAL OFFER — 30% OFF Valid October 15 – November 30, 2026 Enjoy an exclusive 30% discount on your private sailing charter! Promotional Prices (USD) - Private Charter (3 hours): $579 - Additional Guest: $70 per person - Extra Hour: $220 The standard charter includes up to 4 guests, with a maximum capacity of 12 guests on board. ✅ The 30% discount is already included in the promotional prices shown above. The extra hour is charged at the regular rate of $220 USD and is not discounted. For custom quotes or special arrangements, please contact us. 🚐 Optional Transportation Ground transportation is available upon request for an additional cost. Please contact us after booking to arrange transportation if needed. 🍹 What’s Included - Beautiful and comfortable 38’ Hunter Legend sailing boat - Captain and professional crew - Unlimited premium open bar - Light lunch or afternoon snacks - Snorkeling gear - Towels - Paddle boards 🌊 What to Expect Enjoy 3 hours (or more*) sailing along the stunning Cabo coastline. Perfect for: - Whale watching (seasonal) - Snorkeling - Sunset sailing - Swimming - Sunbathing - Celebrating special occasions Experience high-end, personalized service in a private setting. Standard charter duration is 3 hours. Additional time is available upon request for an extra fee. 🛥️ Boat Specifications - Model: Hunter Legend - Length: 38 ft - Salon: Yes - Staterooms: 2 - Bathroom: 1 - Stereo System - Microwave - Unlimited Premium Bar 🎒 What to Bring - Comfortable clothing - Swimsuit - Sunscreen ✨ Your Private Sailing Experience Enjoy the freedom of a private sailing charter, discover Cabo’s beautiful coastline, and create unforgettable memories with your favorite people. Contact us today to check availability and plan your private sailing adventure!
Gil
516 total bookings
Superowner
Best of 2026
- Capacity
- 12 guests
- Sailing
- Cruising Monohull
Reviews
(34 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
32 photos have been added by reviewers who booked this listing.
SG
Sophia
I took my sister for her bachelorette trip and it was so much fun! The service was the best, they had food prepared for us and were very punctual. I could not recommend more. I will be booking again. Gary and Jose did great on our boat!
KL
Kayleigh
The cruise was awesome for a group! There was a great selection of drinks on-board and the food they prepared was wonderful. The crew was super nice and flexible with taking us around. Absolutely loved the experience and highly recommend!
IH
Iliamari
My husband and I had an amazing time! All we wanted for our birthday celebration was to chill and relax, and we did just that. This trip was so memorable because of the Captain and Crew. We can't wait to book again next time we go to Cabo!
Kenlys
we rented the sailing boat with a captain in Cabos San Lucas for 4 hours on my Birthday but it was so amazing that we ended up upgrading the experience for two more hours for a total of six hours, we got the opportunity to watch some dolphins, seals, sea turtle and also some swimming tome at medano beach Ivan the captain was very good same his co-worker Eduardo, we got an amazing light lunch onboard along with some amazing drinks. I will totally recommend this to anyone who is willing to have an awesome time at Cabos as we did, ( my family and I) we arranged roundtrip transportation with them from the resort to the marina and vice versa, pretty good as well.
JS
James
Even though this trip was two years ago - my friends and I still talk about this experience all the time. We rented this boat for my wife's birthday and was treated to excellent service (they even got her a small cake) and spectacular views of dolphins and the sunset.
Gil
516 total bookings
Superowner
Best of 2026
Hi, Sailing and boating for me is a lifestyle I love sharing with my guests. I've been living in Cabo for over 20 years now, sailing and yachting all around baja, especially beautiful Cabo San Lucas. My goal is to make sure you are going to experience the best day of your vacation in Los Cabos. Join us to an amazing trip. Sail safe!
Features & Details
- Hunter Marine
- 37.5
- Capacity: 12 people max
Safety Equipment
Life Jackets (10)
Operating Equipment
GPS ChartPlotter
Inverter
Guest Amenities
Berths (1)
Cabins (1)
Oven
Toilets (1)
Leisure & Entertainment Equipment
Bar
Bluetooth
Sound System
Accessories
Paddleboards
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
F Dock
Cabo San Lucas, Baja California Sur, 23450
Mexico
Departure Location
Cancellation Policy
Free cancellation up to 1 day before your trip.
Additional Terms & Information
Cancellations: Up to 24 hours before the cruise, you can cancel or edit your cruise with no cancellation penalty. Less than 24 hours before the cruise or in case of no show there is no refund (100% charge applies). Till the evening before the cruise, you can change the amount of guests coming for the cruise and get refund for the difference. If less people arrive ON THE DAY OF THE CRUISE, there will be no refund. In case of bad weather we will do our best to reschedule the cruise depending in yours and our availability. In case no reschedule is possible, you will receive full refund.
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