California Classic Sail Logo

California Classic Sail invites you to

Go sailing on a classic yacht, captivating sailing experience aboard a historic wooden yacht, sailing charters in santa cruz.

Looking for a unique and memorable way to experience the Monterey Bay? California Classic Sail offers private sailing charters on a historic classic yacht. Our two- to three-hour charters are perfect for groups of up to six people. Learn something new, or relax and enjoy the tour

Step aboard our yacht “Resolute”. She is a 1930s US Naval Academy Yawl , that we have meticulously restored. Her mahogany deck is wide and easy to walk on, and her elegant lines are close to the water. Experience how she moved through the open waters in a thrilling dance with the wind and sea and immerse in the beauty of the open ocean and marine life. Check out her history and restoration project .

Top view of a classic wooden sailing yacht

Private Charters

2 Hours, up to 6 people. Brown bags are welcome.

Happy couple learning to Sail

Interactive Sailing

3 Hours, up to 6 people. For ALL LEVELS! First timers or experts.

Cello Player on a classic Sailboat

Sunset Charters

Step aboard our yacht “resolute”. She is a 1930s US Naval Academy Yawl , that we have meticulously restored. Her mahogany deck is wide and easy to walk on, and her elegant lines are close to the water. Experience how she moved through the open waters in a thrilling dance with the wind and sea and immerse in the beauty of the open ocean and marine life. Check out her history and restoration project .

captain at the helm of a wooden sailboat

Meet the Captain and crew:

Captain Forest has been sailing for over 30 years and is a sailing instructor. He is passionate about sharing his deep knowledge and love of sailing with others and making sure that his guests have a memorable and enjoyable charter. Forest is also a great storyteller and loves to share his experiences with his guests. He is always happy to answer questions and help guests learn more about sailing.  

Our crew is made of friendly and skilled sailors. Devoted to crafting a memorable and safe sailing adventure, they help Captain Forest with tasks such as hoisting sails up, execute sailing maneuvers, and help our guests with any need. 

Our sailing charter can accommodate up to 6 people.

You should bring sunscreen, hats, hair ties, sunglasses, comfortable shoes, and warm/layered clothing.

We provide coast guard approved life jackets for all, but only children under 12 years old must wear life jackets on the Monterey Bay

No, pets are not allowed on the sailing charter.

No, there is no minimum age. Our youngest traveler was 3 weeks old.

Yes, you are welcome to bring your own food and drinks on the sailing charter. “Finger foods” and items that are easy to use at sea/under sail are recommended.

If the weather is bad on the day of your sailing charter, we will work with you to reschedule for another date that works for everyone or provide you a full refund

No, you do not need to have any sailing experience to go on the boat tour. Our experienced captain will handle all the sailing and navigation.

No, you cannot swim during the sailing charter.

Yes, there is a restroom on board the sailing charter.

We require a minimum of 48 hours’ notice for cancellations or rescheduling. If you cancel within 48 hours of your scheduled sailing charter, you may be charged a cancellation fee.

Park as close to Gate F in the Santa Cruz harbor. Parking is usually available, but you must purchase a parking ticket from the machines located in the lot.

Yes, we have special interactive cruises for exactly that providing you sailing lessons from the Santa Cruz Harbor. Learn how to handle a classic double masted sailboat with a gaff rig or boom running across the top of the mainsail that is a vintage wooden boat design unlike most modern yachts.

Jean Bolivar

Find Us 790 Mariner Park Way Santa Cruz CA,95062

Contact Captain Forest 831 706 8574  

email us at [email protected]  

Meet us In front of the gate to F dock  

santa-cruz-harbor-f-gate

Pacific Sail

Pacific Sail

The #1 american sailing association school in monterey bay, browse all pacific sail activities.

790 Mariner Park Way

Santa Cruz, CA 95062

Sailing Classes

Memberships, sail boat rentals, team building, skippered charters, more options, signup to take your asa certification exams, gift certificates, have over six people in your group book with our sister company, chardonnay sailing, sail santa cruz & monterey bay marine sanctuary.

The Monterey Bay has unique sailing conditions, teeming with dolphins, otters, whales, and pelicans. It is the perfect location for sailing instruction, skippered charters, and team building regattas. Let Pacific Sail help you realize your sailing dreams!

santa cruz sailboat tour

santa cruz sailboat tour

Chardonnay Sailing Charters

704 Soquel Avenue., Suite A Santa Cruz CA 95062

831.423.1213

  • Open Mon-Sun: 9am - 5pm.
  • Wildlife Watching
  • Sightseeing
  • Bird Watching
  • Whale Watching

Chardonnay II and Chardonnay III are both luxurious Santa Cruz 70-foot sailing yachts. Chardonnay Sailing Charters offers a variety of daily Public Charters in addition to Private Charters, Team Building, Burials at Sea and Weddings. Our charters are the perfect excursion for everyone, from seasoned sailors to first-time adventurers.

THE 10 BEST Santa Cruz Boat Rides & Cruises

Boat rides & cruises in santa cruz.

  • Surfing, Windsurfing & Kitesurfing
  • Fishing Charters & Tours
  • Dolphin & Whale Watching
  • Boat Rentals
  • Stand-Up Paddleboarding
  • Kayaking & Canoeing
  • Scuba & Snorkeling
  • Water Sports
  • 5.0 of 5 bubbles
  • 3.0 of 5 bubbles & up
  • Good for Kids
  • Good for Couples
  • Good for Adrenaline Seekers
  • Budget-friendly
  • Honeymoon spot
  • Adventurous
  • Good for Big Groups
  • Good for a Rainy Day
  • Hidden Gems
  • Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

santa cruz sailboat tour

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3. Surf School Santa Cruz

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7. Club Ed Santa Cruz Surf School

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8. Venture Quest Day Kayaking

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9. Ocean Safaris

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10. California Classic Sail

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11. Chartle Charters

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12. Richard Schmidt Surf School

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13. Nomad Sailing

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14. Covewater Paddle Surf

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15. Go Fish Santa Cruz Charters

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16. Santa Cruz Boat Rentals

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17. Santa Cruz Surf Academy

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18. California Ocean Adventures

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19. Santa Cruz Charters

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20. Adventure Sports Unlimited

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21. Santa Cruz Coastal Charters

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22. Santa Cruz Kitesurfing

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23. Monterey Bay Charters

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24. Eskape Sea Kayaking

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25. Santa Cruz Coastal Charters

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26. Oceanic Society Santa Cruz Whale Watching

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27. Kayak Connection

28. academy surf lessons.

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29. Ultimate Fish Charters

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30. Tropical Adventures

What travelers are saying.

Claudia S

Nomad Sailing Charters

EVENING SAIL

Beautiful evening on the water

Quick Details

  • Hour Glass Duration: 2 hours
  • Clock Time: 5:30 p.m.
  • Tag Capacity: 6 people

Sunset Sail in Santa Cruz, California

If you are looking for a beautiful unique outing, consider reserving Nomad for an evening sail.

We take pride in making our guests comfortable and safe so they can enjoy the natural beauty of the Monterey Bay. This is a customer favorites as they can enjoy the area on land for the day and then follow up with an evening sail out on the Bay.

Related Adventures

  • Most Popular
  • Clock 1 p.m. , 9 a.m.
  • Hour Glass 3 hours

WILDLIFE SAIL

Come aboard Nomad for a Santa Cruz sailing charter unlike other wildlife tours in the area. We take you to see dolphins, sea lions, and more and turn off the engine for quiet, peaceful viewing.

  • Clock 1 p.m.
  • Hour Glass 1-30 days

Sailing Instruction

From basic sailing to advanced offshore cruising, you can learn it all aboard Nomad! Enhance your sailing skills with us as we cruise around the beautiful Monterey Bay.

Island Packers

ISLAND PACKERS

Boat transportation to channel islands national park, anacapa island, anacapa island day trips, camper transportation & island wildlife cruises, santa cruz island, santa cruz island day trips & camping transportation, santa rosa island, santa rosa island day trips & camper transportation, san miguel island, san miguel island day trips & camper transportation.

We’re Using a New Reservation System For 2024! Learn More Here ➜

Boat Transportation to Channel Islands National Park Island Trips, Wildlife Cruises, Camping & More

Island trips, camping information, whale & wildlife trips, kayaking information, general information, group charters, about island packers, cruising the california channel islands for education, recreation and research since 1968..

Island Packers Cruises is the Official Boat Concessionaire for the Channel Islands National Park. We offer year round transportation to the “local islands” Santa Cruz and Anacapa. We offer trips to the “outer islands”, Santa Rosa, San Miguel and Santa Barbara (NPS Closure) from March through November on a limited schedule.

Island Packers Cruises also offer trips that get close to the Channel Islands without going ashore. These trip are designed for you to view the abundant wildlife found in the waters of the Channel Islands National Park and the Channel Islands National Marine Sanctuary. Seasonally, in summer and winter we offer Whale Watching trips.

Other special trips for birding and trips to special areas of Santa Cruz Island that are property of The Nature Conservancy are available as scheduled.

a boat is docked next to a body of water

NEWS & ANNOUNCEMENTS

Island day trip preparation.

  • Please arrive at your harbor of departure 45 minutes before your scheduled departure.
  • Pack food and drink for your time on the island. A small cooler or a backpack can protect your food from small animals and birds.
  • There are no shops or restaurants on the island…

Protect Channel Islands National Park

Non-native, invasive species threaten endangered animals and plants on the Channel Islands and are costly to control. Please watch the following video on bio security regulations & guidelines to help prevent the introduction and spread of nonnative species before they become a problem.

Get the National Park Mobile App!

One app, every park at your fingertips. The NPS App is the new official app for the National Park Service (NPS) with tools to explore more than 400 national parks nationwide. Help plan your trip and enrich your visit to Channel Islands National Park with this official, free app.

Get the Latest Weather in Our Area

Weather is important. It can cause cancellations, a rough boat ride, or a truly beautiful day. Have the latest information to help plan your trip. Click the button below to view the latest Marine Weather Forecast from the National Weather Service.

Islapedia Celebrates 8 Years

ISLAPEDIA is a comprehensive California Islands encyclopedia covering hundreds of topics and thousands of entries on all eight California Channel Islands: San Miguel, Santa Rosa, Santa Cruz, Anacapa, San Nicolas, Santa Barbara, Santa Catalina, and San Clemente Islands.

  • Chevron down Quick Links to a Few Great Topics
  • Islapedia Homepage
  • Non-Fiction Books & Articles
  • Santa Cruz Island
  • Anacapa Island
  • Santa Rosa Island
  • San Miguel Island

Camper Transport

  • Please arrive at your harbor of departure a full hour before your departure time. Late arriving gear may not be loaded onto the boat.
  • An Island Packers boat reservation.
  • A campsite reservation. Please be prepared to give your campsite number at check-in as required by the National Park Service…

Santa Barbara Channel becomes the 9th Whale Heritage Area

The Whale Heritage Area (WHA) recognizes & accredits destinations that support / demonstrate responsible and sustainable whale & dolphin watching tourism. Island Packers is proud to be one of over 30 local organizations to promote sustainable practices to ensure the conservation of the Santa Barbara Channel.

Accessing Sea Caves

Many people like to experience sea caves from the water in a kayak. Visitors to the islands can kayak the caves three ways:

  • Purchase a guided tour with Channel Islands Adventure Company.
  • Bring your own kayak.
  • Rent a kayak

Media Articles & Videos

The Channel Islands National Park and Island Packers Cruises have had many articles and interviews published over time. These articles are independently written, by professions journalists as well as bloggers, hikers, kayakers, divers, travel writers and happy visitors to the park. Click the button to view these articles and videos.

TOP-RATED FERRY TRIPS TO CHANNEL ISLANDS NATIONAL PARK

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Island Packers is the only boat concessionaire approved to run trips to and from the islands within Channel Islands National Park. But it’s still a family owned company- with two children of the founder still operating the company! And even though you’re a captive audience, they still strive to provide an excellent experience - I’ve loved every trip I’ve taken with them!

Everything was smooth…Online tickets, picking up boarding passes, embarking…even the water. Found a table by the window and just enjoyed the view. Saw some sea lions on the way out chilling on a buoy. We landed at Scorpion Cove, and it was quite a day’s adventure. On the way back, I sat on the top deck. We saw so many dolphins, you just couldn’t count!

We cannot say enough great things about our experience with Island Packers! From the moment we checked in at the office, the staff was welcoming and friendly. The dock crew politely and efficiently instructed us how to load our camping gear and board the boat. The captain made special efforts to point out and share fun facts about the local marine life!

What a wonderful day! We went to Prisoners on Santa Cruz Island. Adam, the naturalist who was on the boat, led us on a hike toward Pelican Bay. He was so knowledgeable and thoughtful. We saw island scrub jays and even a couple of island foxes. Even the porta potties were clean. We saw dolphins on the ride out and a humpback whale on the return trip!

Chardonnay Sailing

Champagne Brunch Cruise

Food and beverages are included!

Quick Details

  • Hour Glass Duration: 2 Hours
  • User Ages: All Ages
  • Clock Schedule: Time vary based on season
  • Ticket Note: Infants: Free, unless the boat fills to capacity & a waitlist has developed (3 years of age or younger)
  • Users Capacity: up to 49 passengers

When booking publicly, your group size cannot exceed 20. This is to ensure that everyone not part of your large group feels comfortable. If you have any questions, please do not hesitate to contact us. Thank you!

Enjoy brunch on a boat in Santa Cruz

Start your morning out on the Chardonnay II during one of the most serene times of day! Passengers will have the opportunity to view marine animals up close while enjoying complimentary champagne, orange juice, coffee, pastries from the Buttery Bakery, and fresh seasonal fruit. This sail is available almost year-round.

**NOTE that all sails are tentative due to weather and amount of sign-ups. Please keep in mind, we do not cancel sails due to poor wind quality. Customers will be confirmed with/canceled 24 to 48 hours prior to their scheduled charter.**

Related Tours

  • FAN FAVORITE
  • Clock Time vary based on season
  • User All Ages
  • Hour Glass 2 Hours

Sailing Regatta Charter in Santa Cruz

Get a front-row seat to the excitement of the local Wednesday Night Regatta, where 80 boats compete against each other in a thrilling event.

Santa Cruz BYO Sailing Charter

Come sail with Chardonnay Sailing Charters for our specially priced cruise. You bring the food and beverages for your party and we’ll bring the fun and excitement of first-class sailing.

IMAGES

  1. Luxury Sailing Yacht on Santa Cruz 50 Sailboat Downtown San Francisco

    santa cruz sailboat tour

  2. A Santa Cruz, California Weekend

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  3. Santa Cruz 50 "Hula Girl" Boat tour

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  4. Buchen Sie jetzt Ihren Urlaub nach Santa Cruz!

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  5. Santa Cruz Sailing Tours

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  6. Santa Cruz Sailing Tours

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VIDEO

  1. Sailboat Passing Under The Bridge in Santa Cruz Harbor

  2. Big Wave Day Santa Cruz #A the beach, Santa Cruz, California#beach

  3. Abandoned sailboat out off a Santa Cruz 4x4 trail during a hail storm #tacomaadventures

  4. Santa Cruz Beach Boardwalk Walkthrough

  5. Sailboat Delivery Hawaii to California

  6. New 2023 Bavaria Yachts C-42 Award Winning Sailboat Video Walkthrough Review By: Ian Van Tuyl

COMMENTS

  1. Chardonnay Sailing Charters

    Chardonnay Sailing Charters offers luxury sailing tours on beautiful Monterey Bay out of Santa Cruz, CA. Public & private charters available. Book online! ... The design of the Santa Cruz '70 sailing yachts is very popular with sailboat racing enthusiasts. Although the hull and sail are designed for speed, the inboard amenities are many ...

  2. Nomad Sailing Charters

    WILDLIFE SAIL. From $520. Come aboard Nomad for a Santa Cruz sailing charter unlike other wildlife tours in the area. We take you to see dolphins, sea lions, and more and turn off the engine for quiet, peaceful viewing. Learn More. 6 people. 1 p.m., 9 a.m. 3 hours. $390.

  3. Lighthall Yacht Charters

    Our captains built the charter industry in Santa Cruz and have introduced over 1,000,000 passengers to sailing in Santa Cruz. Co-captains of Chardonnay and Chardonnay II for 15 years invite you to share their love of sailing in Santa Cruz and Monterey Bay. We offer prices everyone can afford. Sail Santa Cruz today! +1-831-429-1970.

  4. All Sailing Charter

    Taste of Santa Cruz Sailing Charter. Sample the culinary delights from local Santa Cruz restaurants and caterers while taking in the captivating views of Monterey Bay each Sunday. Book Now. Learn More. From $82. Time vary based on season. All Ages. 2 Hours.

  5. All Sail Boat Charters in Santa Cruz, CA

    WILDLIFE SAIL. Come aboard Nomad for a Santa Cruz sailing charter unlike other wildlife tours in the area. We take you to see dolphins, sea lions, and more and turn off the engine for quiet, peaceful viewing. Learn More. $390. 6 people. 5:30 p.m. 2 hours.

  6. Chardonnay Sailing Charters

    1,546 reviews. #2 of 67 Outdoor Activities in Santa Cruz. Boat Tours. Closed now. 10:00 AM - 5:00 PM. Write a review. See all photos. About. Excursions aboard Chardonnay Sailing Charters are perfect for any age group and fun for everyone, from seasoned sailors to first-time adventures.

  7. Chardonnay Sailing Charters

    190 reviews and 215 photos of CHARDONNAY SAILING CHARTERS "I've been on two cruises offered by this charter company: A two hour, Saturday afternoon "meet the brewer" tour, and a one hour Thursday evening "happy hour" tour. We saw dolphins, sea lions, pelicans and seagulls, and rode at an incredible slant sometimes that had us all holding on- don't bring a camera, backpack, purse, etc, unless ...

  8. Santa Cruz Classic Yacht Sailing Charters

    California Classic Sail offers private sailing charters on a historic classic yacht. Our two- to three-hour charters are perfect for groups of up to six people. Learn something new, or relax and enjoy the tour. Step aboard our yacht "Resolute". She is a 1930s US Naval Academy Yawl, that we have meticulously restored.

  9. O'Neill Yacht Charters

    O'Neill Yacht Charters has been serving the Santa Cruz sailing community since 1965. In 2021, we debuted our custom-built 65' luxury catamaran, Team O'Neill, which is used for all of our charters and boasts a smooth sailing experience that all passengers can enjoy. Onboard, you'll find wide pathways for groups to gather, comfortable indoor and outdoor seating, a spacious galley with ...

  10. Pacific Sail

    Browse All Pacific Sail Activities. (831) 423-7245 [email protected]. 790 Mariner Park Way. Santa Cruz, CA 95062.

  11. Chardonnay Sailing Charters

    Chardonnay Sailing Charters. 831.423.1213. Open Mon-Sun: 9am - 5pm. Chardonnay II and Chardonnay III are both luxurious Santa Cruz 70-foot sailing yachts. Chardonnay Sailing Charters offers a variety of daily Public Charters in addition to Private Charters, Team Building, Burials at Sea and Weddings. Our charters are the perfect excursion for ...

  12. THE 10 BEST Santa Cruz Boat Rides & Cruises

    Santa Cruz Kitesurfing. 1. Surfing & Windsurfing. By mankindca. We stopped and got out of the car to enjoy all the colorful surfing kites weaving in and out of the small waves close... 23. Monterey Bay Charters. 3. Boat Tours • Fishing Charters & Tours.

  13. Evening Sail Santa Cruz

    What better way to enjoy a Santa Cruz, California, sunset than to hop aboard a sailboat and coast into the shimmering ocean. Book a relaxing adventure today! ... Come aboard Nomad for a Santa Cruz sailing charter unlike other wildlife tours in the area. We take you to see dolphins, sea lions, and more and turn off the engine for quiet, peaceful ...

  14. Top 10 Best Sailing Tour in Santa Cruz, CA

    Reviews on Sailing Tour in Santa Cruz, CA - O'Neill Yacht Charters, Chardonnay Sailing Charters, Nomad Sailing Charters, Lighthall Yacht Charters, Pacific Sail, Sanctuary Cruises, Santa Cruz Whale Watching, Stagnaro Charter Boats, Whisper Charters, Sea Goddess Whale Watching

  15. THE BEST 10 Boat Charters in SANTA CRUZ, CA

    Top 10 Best Boat Charters Near Santa Cruz, California. 1 . O'Neill Yacht Charters. "This boat charter was so nice and relaxing. We seen so many sharks it was crazy." more. 2 . Nomad Sailing Charters. 3 . Chardonnay Sailing Charters.

  16. Public Sailing Tours Offered Annually April through October

    These sails typically offer a wonderful sunset and are often paired with our Local Wine Tasting Sails or our Local Beer Sampling Sails. Wed. Night Regatta Sail Tickets. View Calendar For Full Availability. Location: 📍275 Lake Avenue (at N Dock) Santa Cruz, CA 95062.

  17. Island Packers Cruises

    Island Packers Cruises is the Official Boat Concessionaire for the Channel Islands National Park. We offer year round transportation to the "local islands" Santa Cruz and Anacapa. We offer trips to the "outer islands", Santa Rosa, San Miguel and Santa Barbara (NPS Closure) from March through November on a limited schedule.

  18. Home

    Our boat, the Velocity, can quickly and safely bring guests to wherever these animals are—from the shores of Monterey to Moss Landing and points North. Book your trip today! Book online now or call (831) 427-0230. The most common whale spotted out of Monterey Bay is the Humpback whale, usually seen from April through November.

  19. TOP 10 BEST Boat Ride in Santa Cruz, CA

    See more reviews for this business. Top 10 Best Boat Ride in Santa Cruz, CA - May 2024 - Yelp - O'Neill Yacht Charters, Sanctuary Cruises, Santa Cruz Whale Watching, Sea Spirit Ocean Safari, Go Fish Santa Cruz Charters, Live It Up Charter, Chardonnay Sailing Charters, Santa Cruz Nature Tours, Santa Cruz Boat Rentals, Nomad Sailing Charters.

  20. 4305 Portola Dr, Santa Cruz, CA 95062

    95062. Zillow has 50 photos of this $2,800,000 3 beds, 2 baths, 1,376 Square Feet single family home located at 4305 Portola Dr, Santa Cruz, CA 95062 built in 1947. MLS #ML81966811.

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    Find Property Information for 624 Windham Street, Santa Cruz, CA 95062. MLS# 81966155. View Photos, Pricing, Listing Status & More.

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  23. Champagne Brunch Cruise Santa Cruz

    Enjoy brunch on a boat in Santa Cruz. ... Public Tours Champagne Brunch Cruise Buy a gift certificate Chardonnay Sailing Charters. 1 (831) 423-1213 [email protected] 790 Mariner Pkwy, Santa Cruz, CA 95062. Quick Links. Home; Public Tours; Private Tours; About; Gallery; FAQ; Contact ...