Annapolis Host & Sailing Adventures

4.9/5 (5 reviews)

778 Laurel Way, Arnold, MD 21012, United States–

Arnold, MD, United States

–

45 feet

4.9/5 (5 reviews)

Trips & prices Boat info What's included Contact captain Activities

Trips & prices What's included Boat info Reviews Contact captain Activities

Set sail with Annapolis Host & Sailing Adventures aboard a beautifully restored 1987 Hylas 45 Sailing yacht (refit in 2025), departing from Arnold. Perfect for up to 6 guests, this elegant vessel combines classic sailing performance with modern comfort, powered by a reliable 54 HP Yanmar diesel engine and cruising smoothly at up to 7 knots.

Captain Elliot Nudell brings over 30 years of sailing experience, holding a 100-ton Merchant Marine credential and specializing in sailing and sunset tours. His priority is your comfort and safety. Before departure, he takes time to understand guest experience levels to ensure a relaxed and personalized voyage.

Onboard, enjoy spacious relaxation areas including an aft sundeck and bathing platform, a fully equipped kitchen, one bathroom and toilet, plus premium entertainment with an audio system, indoor/outdoor speakers, and grill. Optional drinks add to your experience as you unwind on the water.

Fully equipped with advanced navigation and safety systems, GPS, autopilot, chart plotter, depth finder, sonar, VHF radio, anchor, and life jackets, you can sail with complete peace of mind.

Whether you’re celebrating a special occasion or simply chasing a golden-hour escape, this Chesapeake Bay experience blends adventure, comfort, and unforgettable views. Book your trip and enjoy sailing at its finest.

Fully equipped with advanced navigation and safety systems, GPS, autopilot, chart plotter, depth finder, sonar, VHF radio, anchor, and life jackets, you can sail with complete peace of mind.

Popular features

Refrigerator

Drinks

Child Friendly

Food (Snacks)

Popular features

Refrigerator

Drinks

Child Friendly

Food (Snacks)

Customer reviews

Rating

4.9

(5 reviews)

4.8

Boat & equipment

5.0

Captain & crew

5.0

Experience

Customers' gallery (6)

All reviews (5)

Showing 1 – 5 of 5 reviews

Robert DeGirolomo

Connecticut, US

•

Member since 2026

5.0

Verified

New

Captain Elliot Nudell

4 Hr – Chesapeake Bay Sunset Tour on June 20, 2026 • 2 adults

Exceptional Experience Aboard the Vessel:

I recently had the pleasure of booking a trip through BoatBooker, and I couldn't be more pleased with the entire experience. From the initial inquiry to the final day of the voyage, everything was handled with professionalism and care. The boat was immaculately maintained, well-equipped, and provided a safe and comfortable environment for our time on the water. The owner/captain was incredibly knowledgeable, ensuring we had a smooth journey while highlighting some of the best sights along the way. I highly recommend booking with this provider for anyone looking for a reliable, seamless, and enjoyable boating experience. I look forward to my next outing!

Response from Captain

June 23, 2026

Thanks  Bobby! looking forward to aee you again on your next trip to Annapolis. 

Michelle Murray

Maryland, US

•

Member since 2026

5.0

Verified

New

Perfect Day on the Bay!

4 Hr – Chesapeake Bay Sunset Tour on June 20, 2026 • 3 adults

We had an amazing day out Sailing! Elliot was extremely nice and informative. He was a confident and professional captain. He had a beautiful 45 foot Sailboat that took us along the Chesapeake, past a beautiful lighthouse, and safely back to the dock! We all got the experience to sail the boat ourselves with his guidance! Anyone who says sailing isn’t fun hasnt been out with Elliot, if you get the chance you have to do it!!

Response from Captain

June 22, 2026

Thank you for the great review. I’m so happy you enjoyed it!

Dr. Richard Sylves

Delaware, US

•

Member since 2026

5.0

Verified

New

wonderful experience, great captain

4 Hr – Chesapeake Bay Sunset Tour on July 14, 2026 • 2 adults

Captain Nudell greeted us at the pier, helped my partially disabled wife to board, and was a wonderful host. We were blessed with ideal seas, wind, and weather. His sloop, the Kadima, was in immaculate shape. The cruise was exciting but completely safe at all times.

Response from Captain

July 16, 2026

Thank you Rick and Clare!  I enjoyed our conversations and getting to know you. I am happy you both enjoyed your time with me on Kadima!

Joe Bullen

Pennsylvania, US

•

Member since 2026

5.0

Verified

Bodacious Sail

4 Hr – Chesapeake Bay Sunset Tour on June 10, 2026 • 2 adults

Wonderful vessel. Knowledgeable and personable Skipper Elliott Nudell, who was conscious of our safety, watched the weather and a heck of a lot of fun.  This trip worked very well for 2 octogenarians who love sailing and had a ball.  When a squall came up, Elliott handled it very well, except he was surprised that we wanted to keep sailing to enjoy the full Chesapeake experience.  You'll have a good time.  Joe Bullen & Kit Burns

Response from Captain

June 22, 2026

thanks Again Joe and Kit. My 1st character and one I will be talking about with folks fir a while !!

Margaret Orao

Michigan, US

•

Member since 2026

4.7

Verified

New

Smooth Family Sail

4 Hr – Chesapeake Bay Sunset Tour on July 5, 2026 • 4 adults • 2 children

Our party consisted of three children, ages 3 to 8, their parents, and 2 grandparents. The captain initially had concerns but was cordial and conversed with all. Safety instructions were provided. We enjoyed a sunny smooth sail, taking in the many Osprey nests and a couple of sting rays.

Trip availability and prices

Trip Date:

Days:

Group Size:

Select date to see availability

July 2026

Su	Mo	Tu	We	Th	Fr	Sa

Number of days

Group Size

2 adults • 0 children

Change

Almost there...

Afternoon Sail

FREE Cancellation 1 day notice

4 hour trip starts at 8:00 AM

Seasonal trip

May 1 - Oct 31 (Sat, Sun)

US $500

Private tour: 2 people

US $500

Private tour: 2 people

4 Hr – Chesapeake Bay Sunset Tour

FREE Cancellation 1 day notice

4 hour trip starts at 5:00 PM

Seasonal trip

May 1 - Oct 30

US $500

Private tour: 2 people

US $500

Private tour: 2 people

There is 1 person looking at this charter.

Customer reviews

Rating

4.9

(5 reviews)

4.8

Boat & equipment

5.0

Captain & crew

5.0

Experience

Customers' gallery (6)

All reviews (5)

Showing 1 – 5 of 5 reviews

Robert DeGirolomo

Connecticut, US

Member since 2026

5.0

Verified

New

Captain Elliot Nudell

4 Hr – Chesapeake Bay Sunset Tour on June 20, 2026 • 2 adults

Exceptional Experience Aboard the Vessel:

I recently had the pleasure of booking a trip through BoatBooker, and I couldn't be more pleased with the entire experience. From the initial inquiry to the final day of the voyage, everything was handled with professionalism and care. The boat was immaculately maintained, well-equipped, and provided a safe and comfortable environment for our time on the water. The owner/captain was incredibly knowledgeable, ensuring we had a smooth journey while highlighting some of the best sights along the way. I highly recommend booking with this provider for anyone looking for a reliable, seamless, and enjoyable boating experience. I look forward to my next outing!

Response from Captain

June 23, 2026

Thanks  Bobby! looking forward to aee you again on your next trip to Annapolis. 

Michelle Murray

Maryland, US

Member since 2026

5.0

Verified

New

Perfect Day on the Bay!

4 Hr – Chesapeake Bay Sunset Tour on June 20, 2026 • 3 adults

We had an amazing day out Sailing! Elliot was extremely nice and informative. He was a confident and professional captain. He had a beautiful 45 foot Sailboat that took us along the Chesapeake, past a beautiful lighthouse, and safely back to the dock! We all got the experience to sail the boat ourselves with his guidance! Anyone who says sailing isn’t fun hasnt been out with Elliot, if you get the chance you have to do it!!

Response from Captain

June 22, 2026

Thank you for the great review. I’m so happy you enjoyed it!

Dr. Richard Sylves

Delaware, US

Member since 2026

5.0

Verified

New

wonderful experience, great captain

4 Hr – Chesapeake Bay Sunset Tour on July 14, 2026 • 2 adults

Captain Nudell greeted us at the pier, helped my partially disabled wife to board, and was a wonderful host. We were blessed with ideal seas, wind, and weather. His sloop, the Kadima, was in immaculate shape. The cruise was exciting but completely safe at all times.

Response from Captain

July 16, 2026

Thank you Rick and Clare!  I enjoyed our conversations and getting to know you. I am happy you both enjoyed your time with me on Kadima!

Joe Bullen

Pennsylvania, US

Member since 2026

5.0

Verified

Bodacious Sail

4 Hr – Chesapeake Bay Sunset Tour on June 10, 2026 • 2 adults

Wonderful vessel. Knowledgeable and personable Skipper Elliott Nudell, who was conscious of our safety, watched the weather and a heck of a lot of fun.  This trip worked very well for 2 octogenarians who love sailing and had a ball.  When a squall came up, Elliott handled it very well, except he was surprised that we wanted to keep sailing to enjoy the full Chesapeake experience.  You'll have a good time.  Joe Bullen & Kit Burns

Response from Captain

June 22, 2026

thanks Again Joe and Kit. My 1st character and one I will be talking about with folks fir a while !!

Margaret Orao

Michigan, US

Member since 2026

4.7

Verified

New

Smooth Family Sail

4 Hr – Chesapeake Bay Sunset Tour on July 5, 2026 • 4 adults • 2 children

Our party consisted of three children, ages 3 to 8, their parents, and 2 grandparents. The captain initially had concerns but was cordial and conversed with all. Safety instructions were provided. We enjoyed a sunny smooth sail, taking in the many Osprey nests and a couple of sting rays.

FAQs about Annapolis Host & Sailing Adventures

What the boat is like

Boat category

Other

Boat type

Sailing

Boat manufacturer

Hylas Yachts

Boat Model

Year built

1987

Restored in

2025

Boat length

45 ft

Capacity

6 persons

Engine model

Yanmar

Max crusing speed

7 knots

1 x 54HP

Engine Type

Inboard

Fuel Type

Diesel

Number of cabins

2 cabins

Number of berths

3 berths

Number of heads

2 heads

Number of full baths

1 full bath

Number of toilets

1 toilet

Boat category

Other

Boat type

Sailing

Boat manufacturer

Hylas Yachts

Boat Model

Year built

1987

Restored in

2025

Boat length

45 ft

Capacity

6 persons

Annapolis Host & Sailing Adventures

Customer reviews

Rating

Customers' gallery (6)

All reviews (5)

Trip availability and prices

Customer reviews

Rating

Customers' gallery (6)

All reviews (5)

FAQs about Annapolis Host & Sailing Adventures

What the boat is like

Compare similar boating charters