There’s nothing quite like the feeling of a sailboat gliding smoothly through the water, powered only by the wind and guided by skilled hands. At Charters 2000, we invite you to experience the timeless joy of sailing through our exceptional sailboat cruises in Marina del Rey. Whether you’re seeking a romantic sunset sail, a thrilling afternoon of active sailing, or a peaceful day exploring the coastline, our fleet of beautifully maintained sailing vessels offers the perfect platform for your maritime adventure. Discover why Marina del Rey is considered one of Southern California’s premier sailing destinations with the area’s most respected sailboat cruise provider.
Marina del Rey's Premier Provider of Exceptional Sailboat Cruises
At Charters 2000, we’ve established ourselves as the go-to resource for memorable sailing experiences through our commitment to authentic seamanship, impeccable vessel maintenance, and attentive customer service. Our passionate team of experienced sailors combines technical expertise with a genuine love for sharing the sailing lifestyle with guests of all experience levels.

Our Distinguished Sailboat Fleet in Marina del Rey
Charters 2000 maintains a select fleet of sailing vessels chosen for their performance, comfort, safety, and aesthetic appeal:
Sleek Monohull Sailboats (50′-55′): Traditional sailing experiences with responsive handling and classic nautical charm, accommodating groups up to 12 guests.
Performance Racing Sailboats: Nimble, responsive craft designed for sailing enthusiasts who appreciate the technical aspects of harnessing the wind.
Luxury Sailing Yachts: Our premium offerings combine classic sailing romance with upscale amenities for the most discerning clients.
Each sailing vessel in our Marina del Rey fleet undergoes meticulous maintenance, features quality safety equipment, and is helmed by USCG-licensed captains with extensive sailing experience in local waters. Our sailing purists will appreciate that while our vessels have auxiliary power for harbor navigation, we prioritize genuine sailing when conditions permit.
The Sailing Experience: Why Choose Marina del Rey Sailboat Cruises

Sailboat cruises offer a distinctively different experience from motorized boating, appealing to those seeking:
- Eco-Friendly Exploration: Harness the wind’s natural power with minimal environmental impact.
- Peaceful Tranquility: Experience the serene sensation of gliding through water without engine noise.
- Authentic Maritime Tradition: Connect with centuries of sailing heritage and seamanship.
- Active Participation: Opportunities to learn basic sailing skills and assist the crew if desired.
- Sustainable Adventure: Reduced carbon footprint compared to conventional powerboat cruises.
- Natural Harmony: Feel the unique connection between wind, water, and vessel.
- Photographer’s Dream: Capture stunning images of billowing sails against the Pacific horizon.
Marina del Rey: The Ideal Sailing Destination
Marina del Rey offers exceptional advantages as a sailing destination:
- Reliable Wind Patterns: Consistent afternoon sea breezes provide ideal sailing conditions.
- Protected Harbor: One of the world’s largest man-made small craft harbors offers calm waters for boarding and preparation.
- Quick Ocean Access: Minimal transit time from dock to open-water sailing.
- Stunning Coastal Scenery: Panoramic views of the Los Angeles coastline from Palos Verdes to Malibu.
- Year-Round Sailing: Southern California’s Mediterranean climate allows comfortable sailing in all seasons.
- Marine Wildlife: Frequent encounters with dolphins and sea lions, and seasonal whale migrations.
- Convenient Location: Easily accessible from anywhere in Los Angeles, just minutes from LAX.
Popular Sailboat Cruise Options in Marina del Rey

Charters 2000 offers a variety of specialized sailboat cruise experiences in Marina del Rey:
Sunset Sailing Cruises
Our most popular option captures the magical transition from day to evening on the water. Experience the spectacular colors reflecting off the Pacific as the sun dips below the horizon, creating perfect moments for romance, photography, or peaceful contemplation.
Coastal Exploration Cruises
Sail along the picturesque Southern California coastline, viewing famous beaches, stunning homes, and natural landmarks from the unique vantage point that only a sailboat can provide. Your captain will share interesting facts about local points of interest along the way.
Whale Watching Sailboat Adventures
During migration seasons, combine the thrill of sailing with the wonder of watching these magnificent marine mammals. The quiet approach of a sailboat often allows for more natural wildlife encounters than motorized vessels.
Learn-to-Sail Experiences
Combine pleasure with education as our experienced captains introduce you to basic sailing concepts and techniques. Take the helm, adjust the sails, and discover the satisfaction of working with the wind and water.
Flexible Boat Rental Packages in Marina del Rey
At Charters 2000, we recognize that every client’s vision for their perfect day on the water is unique. Our customizable boat rental packages in Marina del Rey accommodate various preferences, group sizes, and occasions:

Special Celebration Sails
Mark life’s milestone moments with the distinctive elegance of a sailing experience:
Birthday celebrations with a nautical theme
Anniversary cruises for romantic occasions
Engagement settings for memorable proposals
Small wedding ceremonies with maritime backdrops
Corporate rewards for exceptional team members
Photography Sailing Sessions
Photographers appreciate our specialized cruises designed to capture perfect maritime images, whether for professional portfolios, social media content, or personal enjoyment.
Marina del Rey Sailboat Cruises Packages
At Charters 2000, we understand that every client’s vision for their perfect sailing experience is unique. Our customizable sailboat cruise packages accommodate various preferences, group sizes, and special requirements:
Duration Options
Half-Day Adventures (3-4 hours): Ideal for exploring Santa Monica Bay
Full-Day Experiences (8 hours): Complete sailing days with multiple destinations
Catering and Refreshment Options
Enhance your sailing experience with our premium provisions:
- Wine & Cheese Selections: Curated pairings perfect for sunset cruises
- Champagne Celebrations: Elegant options for special occasions
- Gourmet Picnic Packages: Delicious meals designed for easy enjoyment at sea
- Full-Service Dining: Chef-prepared meals on larger sailing vessels
- Custom Beverage Service: From specialty coffees to craft cocktails

Enhancement Options
Elevate your sailboat cruise with popular additions:
- Professional Photography: Capture your sailing memories with expert maritime photographers
- Live Music: Acoustic performers to complement your sailing soundtrack
- Extended Routes: Custom itineraries to specific coastal destinations
- Special Occasion Decorations: Tasteful nautical themes for celebrations
- Educational Components: More in-depth sailing instruction if desired
The Charters 2000 Difference for Sailboat Cruises: Why Clients Choose Our Sailing Experiences in Marina del Rey
When you select Charters 2000 for your sailboat cruise Marina del Rey, you’re choosing a company distinguished by:
Sailing Expertise
Our captains are accomplished sailors with extensive experience in local waters.
Vessel Quality
Each sailboat in our fleet represents the highest standards in performance, maintenance, and aesthetics.
Authentic Experiences
We prioritize genuine sailing rather than simply motoring with decorative sails.
Safety Excellence
Comprehensive safety protocols, equipment, and procedures exceed Coast Guard requirements.
Customized Attention
Each cruise is tailored to the specific interests, comfort level, and occasion of our guests.
Environmental Responsibility
Our commitment to sustainable practices preserves the marine environment for future generations.
Educational Opportunity
Learn as much or as little about sailing as you desire during your experience.
The Sailboat Cruise Experience with Charters 2000
Arranging and enjoying your perfect sailboat cruise in Marina del Rey is simple and rewarding:

- Initial Consultation: Connect with our sailing specialists to discuss your vision, group size, special requests, and preferences.
- Vessel Selection: Receive expert guidance in selecting the ideal sailboat for your specific needs and sailing interests.
- Experience Design: Work with our team to customize your route, timing, refreshments, and any special elements.
- Boarding Process: Arrive at our convenient Marina del Rey location, where your captain welcomes you with a brief orientation.
- Harbor Navigation: Experience the initial transition from the protected marina to the open waters of Santa Monica Bay.
- Active Sailing: Feel the exhilaration as the sails fill with wind and the vessel responds to nature’s power.
- Guided Experience: Your captain shares insights about sailing, local landmarks, marine biology, and nautical traditions.
- Memorable Return: Conclude your journey with spectacular views of the marina as you return with a collection of unforgettable memories.
Experience the Timeless Joy of Sailing: Book Marina del Rey Sailboat Cruises with Charters 2000 Today!
Discover why discerning clients consistently choose Charters 2000 for exceptional sailboat cruises in Marina del Rey. Our team of passionate sailing professionals is standing by to help you plan your perfect adventure on the water.
Call Now: (310) 482-7859
Book Online: Reserve Your Sailing Experience Today
Don’t miss the opportunity to experience the unique pleasure of traditional sailing in one of Southern California’s most perfect maritime settings. Contact Charters 2000 today and begin planning your unforgettable sailboat cruise in beautiful Marina del Rey.

Frequently Asked Questions About Sailboat Cruises in Marina del Rey
Do I need sailing experience to enjoy a sailboat cruise?
Absolutely not. Our professional captains handle all aspects of sailing the vessel. Guests can simply relax and enjoy the experience or participate in basic sailing activities if interested.
Is seasickness common on sailboat cruises?
Sailboats generally provide a more stable and comfortable motion than powerboats. Marina del Rey’s protected waters and our captains’ attention to weather conditions minimize the risk of discomfort. We’re happy to recommend preventative measures for particularly sensitive individuals.
What should I wear for a sailboat cruise in Marina del Rey?
We recommend comfortable, layered clothing as temperatures can be cooler on the water. Non-marking rubber-soled shoes provide the best traction on deck. Don’t forget sun protection including hats, sunglasses, and sunscreen.
How many people can join a sailboat cruise?
Our vessels accommodate from intimate groups of 2-4 guests up to larger gatherings of 12 passengers, depending on the sailboat selected. For larger groups, we can arrange multiple vessels sailing together.
Can we bring our own food and beverages?
Yes, most sailboat cruises allow you to bring your own refreshments. We provide coolers, ice, and basic serving ware. Our premium catering packages offer a convenient alternative if you prefer not to handle the provisions yourself.
What wildlife might we see during our sailboat cruise?
Common sightings include dolphins, sea lions, pelicans, and various seabirds. During migration seasons (December-April), you may spot gray whales, and occasionally blue whales in summer months. Our captains know the best areas for wildlife observation.