Experience the unparalleled beauty of the sun dipping below the iconic Cabo arches. Embark on the ultimate Cabo sunset cruise aboard your very own private boat rental. Select from three exclusive VIP Cabo Sailing charters or opt for one of our two intimate sailing catamaran charters tailored for small groups. Perfect for a romantic sunset sail, or celebrating a special occasion, your sunset sail in Cabo is sure to be memorable.
We offer 3 sailboats ranging in size from a 30' sail boat perfect for a small group of up to 6 friends, all the way up to a 44' sail boat perfect for celebrating special occasions up to 18 passengers. And for those that prefer a bit more steady sailing vessel, we have 2 catamarans that comfortably hold groups between 16 to 20 guests. Click on each tab below to see more information on each boat.
No matter which Cabo Sunset sailing charter you opt for, you can expect impeccable service. Setting us apart from other charters, we provide not just a captain but an entire crew dedicated to your comfort. Whether it's fetching you a glass of wine or margarita from the open bar, serving snacks as you admire the views, or offering insights about the sights, our crew is at your service. Rest assured, relaxation is paramount, and the crew respects your space while remaining readily available for any assistance you may require.
Best of all, we offer the best deals on the best sailing charters in Cabo San Lucas. So choose your favorite boat and book your private Cabo sailing charter with The Real Deal Tours today!
This is our favorite Cabo sailboat rental for couples looking for that perfect romantic sunset cruise in Cabo San Lucas. Sail past the arches watching the sunset with your loved one, while sipping a drink from the open bar. The 30' Sol Mate sailboat is perfect to share the sunset with your soul mate.
30' Private VIP Sailboat Charter in Cabo San Lucas Details
Private Cabo Sunset Sail aboard the 30’ Sailboat Includes:
Departures: Sails daily from the Cabo San Lucas Marina between 4:00pm to 6:00pm. The goal is to watch sundown so the departure will vary depending on the season. Exact meeting instructions will be provided on your confirmation voucher.
Length: The boat is yours for up to 2.5 hours!
Private Cabo Sunset Sail aboard the 30’ Sailboat Recommendations:
Children: All ages are welcome. Children under 5 years old are free of charge. If you are traveling with a toddler, we recommend you bring an appropriately sized live vest with you on your trip to Cabo.
Cruise Ship Passengers: If you are looking for shore excursions in Cabo, the sunset sailing charter may not work for most itineraries. We suggest you take a look at our private sailing charters during the morning or early afternoon. Our check-in office is a short walking distance from the tender boat pier (exact instructions to be provided on your confirmation voucher).
Restrictions: Expectant mothers may want to consider one of the more stable catamaran charters instead.
Insider Tip: This sailing charter company has hosted birthday celebrations, anniversaries and family reunions. They’ll do their best to accommodate any special requests you may have. We can customize the sailboat with a bouquet of flowers, bring a cake, and even provide some champagne to celebrate that special occasion. Contact us if you’re interested!
Retail: $600.00
Real Deal: $540.00
The 33' sailboat aptly named Alegria, meaning joy or happiness, is sure bring you joy too as you cruise out into the sunset! Comfortably seating 6 people with a cabin below and restrooms on board make this the perfect sailboat charter in Cabo for families or small groups of friends. the captain and crew will make sure your Cabo sailing experience is a memorable one.
33' Private VIP Sailboat Charter in Cabo San Lucas Details
Private Cabo Sunset Sail aboard the 33’ Sailboat Includes:
Departures: Sails daily from the Cabo San Lucas Marina between 4:00pm to 6:00pm. The goal is to watch sundown so the departure will vary depending on the season. Exact meeting instructions will be provided on your confirmation voucher.
Length: The boat is yours for up to 2.5 hours!
Private Cabo Sunset Sail aboard the 33’ Sailboat Recommendations:
Children: All ages are welcome. Children under 5 years old are free of charge. If you are traveling with a toddler, we recommend you bring an appropriately sized live vest with you on your trip to Cabo.
Cruise Ship Passengers: If you are looking for shore excursions in Cabo, the sunset sailing charter may not work for most itineraries. We suggest you take a look at our private sailing charters during the morning or early afternoon. Our check-in office is a short walking distance from the tender boat pier (exact instructions to be provided on your confirmation voucher).
Restrictions: Expectant mothers may want to consider one of the more stable trimaran charters instead.
Insider Tip: This sailing charter company has hosted birthday celebrations, anniversaries and family reunions. They’ll do their best to accommodate any special requests you may have. We can customize the sailboat with a bouquet of flowers, bring a cake, and even provide some champagne to celebrate that special occasion. Contact us if you’re interested!
Retail: $600.00
Real Deal: $540.00
If you love a good monohaul sailing experience but want to share it with a larger group of friends, the 44' Espiritu Santi is the perfect sailboat charter for you. This is our favorite for celebrating special occasions with smaller more intimate groups, but this sailboat comfortably holds up to 18 guests. And with the captain and crew at your beck and call, this is sure to be a memorable sunset cruise in Cabo for everyone. Did we mention it is 100% eco-friendly too!!
44' Private VIP Sailboat Charter in Cabo San Lucas Details
Private Cabo Sunset Sail aboard the 44’ Sailboat Includes:
Departures: Sails daily from the Cabo San Lucas Marina between 4:00pm to 6:00pm. The goal is to watch sundown so the departure will vary depending on the season. Exact meeting instructions will be provided on your confirmation voucher.
Length: The boat is yours for up to 2.5 hours!
Private Cabo Sunset Sail aboard the 44’ Sailboat Recommendations:
Children: All ages are welcome. Children under 5 years old are free of charge. If you are traveling with a toddler, we recommend you bring an appropriately sized live vest with you on your trip to Cabo.
Cruise Ship Passengers: If you are looking for shore excursions in Cabo, the sunset sailing charter may not work for most itineraries. We suggest you take a look at our private sailing charters during the morning or early afternoon. Our check-in office is a short walking distance from the tender boat pier (exact instructions to be provided on your confirmation voucher).
Restrictions: Expectant mothers may want to consider one of the more stable trimaran charters instead.
Insider Tip: This sailing charter company has hosted birthday celebrations, anniversaries and family reunions. They’ll do their best to accommodate any special requests you may have. We can customize the sailboat with a bouquet of flowers, bring a cake, and even provide some champagne to celebrate that special occasion. Contact us if you’re interested!
Retail: $690.00
Real Deal: $590.00
Retail: $100.00
Real Deal: $90.00
There are several motor catamarans in Cabo San Lucas. But if you love sailing catamarans, our 35' Trimaran, Sea Amore, will remind you what you love about sailing the sea. Trimarans offer a bit more stable sailing experience making this private trimaran charter perfect to celebrate events with small groups up to 16 guests.
35' Private Sailing Trimaran Charter in Cabo San Lucas Details
Private Cabo Sunset Sail aboard the Private 35’ Trimaran Includes:
Departures: Sails daily from the Cabo San Lucas Marina between 4:00pm to 6:00pm. The goal is to watch sundown so the departure will vary depending on the season. Exact meeting instructions will be provided on your confirmation voucher.
Length: The boat is yours for up to 2.5 hours!
Private Cabo Sunset Sail aboard the 35’ Sailing Trimaran Recommendations:
Children: All ages are welcome. Children under 5 years old are free of charge. If you are traveling with a toddler, we recommend you bring an appropriately sized live vest with you on your trip to Cabo.
Cruise Ship Passengers: If you are looking for shore excursions in Cabo, the sunset sailing charter may not work for most itineraries. We suggest you take a look at our private sailing charters during the morning or early afternoon. Our check-in office is a short walking distance from the tender boat pier (exact instructions to be provided on your confirmation voucher).
Restrictions: Expectant mothers may want to consider one of the more stable trimaran charters instead.
Insider Tip: This sailing charter company has hosted birthday celebrations, anniversaries and family reunions. They’ll do their best to accommodate any special requests you may have. We can customize the sailboat with a bouquet of flowers, bring a cake, and even provide some champagne to celebrate that special occasion. Contact us if you’re interested!
Retail: $990.00
Real Deal: $890.00
Retail: $100.00
Real Deal: $90.00
This beautiful 37' catamaran is the largest of the small sailing charter fleet, but holding a maximum of 20 guests, it is still perfect for smaller more intimate group celebrations. Even at sunset, the trampoline is the perfect place to spend the evening sipping cocktails and admiring the gorgeous Pacific sunset in Cabo. The French built 37' Ave Maria sailing catamaran will have your heart praying for more sailing time in Cabo! (Not to worry, you can book extra hours, just ask)
37' Private Sailing Catamaran Charter in Cabo San Lucas Details
Private Cabo Sunset Sail aboard the 37’ Sailing Catamaran Includes:
Departures: Sails daily from the Cabo San Lucas Marina between 4:00pm to 6:00pm. The goal is to watch sundown so the departure will vary depending on the season. Exact meeting instructions will be provided on your confirmation voucher.
Length: The boat is yours for up to 2.5 hours!
Private Cabo Sunset Sail aboard the 35’ Sailing Trimaran Recommendations:
Children: All ages are welcome. Children under 5 years old are free of charge. If you are traveling with a toddler, we recommend you bring an appropriately sized live vest with you on your trip to Cabo.
Cruise Ship Passengers: If you are looking for shore excursions in Cabo, the sunset sailing charter may not work for most itineraries. We suggest you take a look at our private sailing charters during the morning or early afternoon. Our check-in office is a short walking distance from the tender boat pier (exact instructions to be provided on your confirmation voucher).
Restrictions: Expectant mothers may want to consider one of the more stable trimaran charters instead.
Insider Tip: This sailing charter company has hosted birthday celebrations, anniversaries and family reunions. They’ll do their best to accommodate any special requests you may have. We can customize the sailboat with a bouquet of flowers, bring a cake, and even provide some champagne to celebrate that special occasion. Contact us if you’re interested!
Retail: $990.00
Real Deal: $890.00
Retail: $100.00
Real Deal: $90.00
