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38-ft Hunter 376 Sailing Adventure in Annapolis38-ft Hunter 376 Sailing Adventure in Annapolis38-ft Hunter 376 Sailing Adventure in Annapolis38-ft Hunter 376 Sailing Adventure in Annapolis

Annapolis Sailing Charter: Experience the Chesapeake Bay on a 38-ft Hunter 376

With Captain

ABOUT THE TRIP Set sail on the scenic Chesapeake Bay aboard NewLife, a 38-ft Hunter cruising monohull, perfect for up to six guests. Whether you're seeking a romantic sunset cruise, a family adventure, or a peaceful day on the water, this experience has something for everyone. Captain Alberto ensures every guest feels like a welcome adventurer, offering expert guidance and a warm, relaxed atmosphere. ABOUT THE BOAT NewLife, a Hunter sailboat, is built for both comfort and performance. The bright, airy interior features cozy private berths, while the spacious cockpit and deck provide plenty of room to relax and enjoy the sail—whether you're a seasoned sailor or stepping aboard for the first time. WHAT'S INCLUDED Your booking includes the vessel, a licensed captain, and crew fees. NewLife is clean, well-maintained, and fully equipped for your next sailing adventure. WHAT'S NOT INCLUDED Meals, beverages, and optional activities can be arranged directly with Captain Alberto. Gratuities are not included but are always appreciated. OTHER THINGS TO KNOW Trip details can be tailored with Captain Alberto after booking to ensure a personalized experience. A former Annapolis Sailing School instructor and a U.S. Coast Guard Licensed Master (100 Ton), Captain Alberto has sailed waters from Long Island Sound to the Florida Keys, Bahamas, Virgin Islands, and even the coast of Patagonia, Argentina—bringing world-class expertise and genuine hospitality to every charter.

Capt Alberto

Capt Alberto

282 total bookings
Superowner
Capacity
6 guests
Sailing
Cruising Monohull

Reviews

5.0 (203 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. 38-ft Hunter 376 Sailing Adventure in Annapolis
  2. 38-ft Hunter 376 Sailing Adventure in Annapolis
  3. 38-ft Hunter 376 Sailing Adventure in Annapolis
  4. 38-ft Hunter 376 Sailing Adventure in Annapolis
  5. 38-ft Hunter 376 Sailing Adventure in Annapolis
  6. 38-ft Hunter 376 Sailing Adventure in Annapolis
  7. 38-ft Hunter 376 Sailing Adventure in Annapolis
  8. 38-ft Hunter 376 Sailing Adventure in Annapolis
  9. 38-ft Hunter 376 Sailing Adventure in Annapolis
  10. 38-ft Hunter 376 Sailing Adventure in Annapolis
  11. 38-ft Hunter 376 Sailing Adventure in Annapolis
  12. 38-ft Hunter 376 Sailing Adventure in Annapolis
226 photos have been added by reviewers who booked this listing.
  1. Marie
    Marie

    We thoroughly enjoyed our time with Alberto and his wife, Grace. Alberto is a delight to sail with - we learned so much from him. Grace is so lovely and gracious. We sailed around Annapolis during Memorial Day weekend and the weather was perfect. Alberto was very accommodating and friendly. We hope to see you again soon!

  2. Sam
    Sam

    Captain Alberto is a wonderful Captain. Handles the boat with an expert confidence and was also a willing and kind teacher to my two kids who had millions of questions.

  3. DeWitt
    DeWitt

    We had a great afternoon with wonderful hosts. They were great company, so friendly and went out of their way to help make a terrific time.

  4. MK

    Michael

    Great time. Knowledgeable and friendly captain and mate.

  5. BF

    Bruce

    Our family of four, who are experienced sailors, appreciated the opportunity to sail with Alberto and his lovely wife, who shared lots of great stories and reflections of sailing on the Bay. The boat was perfect for a day of sailing, and exactly how described on the website. It was clean and comfortable and we felt completely welcomed, and were able to participate in sailing activities as we desired, while also relaxing and enjoying some downtime. Great time sailing!

Capt Alberto

Capt Alberto

282 total bookings
Superowner

I am excited to be a part of the GetMyBoat movement in making boats more accessible and affordable to others. I hope to get out on the water more and help boating grow!

Features & Details

Make
Hunter
Model
376
Length
38ft
Year
2020
  • Life jackets/required safety gear
  • Single Engine
  • Bimini
  • Wheel steering
  • Music System
  • Cabin

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map
Approximate Location

Cancellation Policy

Full refund up to 5 days prior.

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