Cruise or Race on the Chesapeake Bay on this Fast Sloop

Boating is fun with a Cruiser racer in Pasadena
Up to 6 persons can enjoy a ride on this Cruiser racer boat
This 38.0' Cape Fear cand take up to 6 passengers around Pasadena
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From
$580
$580
per ½ day

Sailboat for rental in Pasadena, MD

Cape Fear • 38 • 2002
5.05 reviews
Greg
Hosted by Greg
Since 2015 •5.0(5)
38 feet
6 Guests
2 Cabins
1 Bathroom
Captained

Description

This boat is available to charter for 1/2 days or longer for groups of up to six people. Enjoy a day and experience the beauty of the Bay as you glide through the water. On the water look for the twig and stick nests of the Osprey atop the channel markers and if you're lucky you will see a hovering Osprey spot a meal diving up to a meter in depth to grab the fish in its talons.

Details

Manufacturer
Cape Fear
Model
38
Build year
2002
Max Capacity
6
Number of engines
1
Horsepower per engine
43

Accommodations

Cabins
2 x
Sleeps
7 x
Bathrooms
1 x

This boat has a maximum capacity of 6 people. It features 2 cabins with an overnight sleeping capacity of 7, 1 bathroom, and 0 showers.

Amenities

Autopilot
Stereo AUX input mp3 hookup
Stove / grill
Radar
Air conditioning
Chart plotter
Refrigerator
CD Player
GPS

Reviews

5.0
from 5 reviews
Cleanliness
5.0
Well maintained
5.0
Accuracy
5.0
Communication
5.0
Ethan
Ethan
5, Oct. 17th, 2025

Greg was really great with the arrangements, and we especially appreciated his excellent suggestion to change day because of the weather. The sail was wonderful with Greg and Gary immediately understanding where we would want to go and encouraging us to join in the boat handling. Would gladly do it all over again exactly the same way!

Yann
Yann
5, Sept. 3rd, 2023

It was a fantastic sailing experience with Greg & Gary. We felt very safe all along and they both made us feel home on their boat. It was a beautiful family time with our kids and friends, and we can only recommend to go for it if you are considering sailing with Greg & Gary. Thank you Greg & Gary!

Lauryn
Lauryn
5, Aug. 31st, 2020

We had the most Amazing experience with Greg and Gary on their racing boat. We all got the chance to sail and they were great with our kids. I highly recommend them.

Policies

Cancelation policy: Standard

Full refund if renter cancels 6 days or more before the trip start date.
No refund if renter cancels 5 days or less before the trip start date.

Owner

Greg
About Greg
5.05 reviews

I've been sailing now for over 50 years an racing sailboats for 40 years. I have raced to Bermuda twice and have raced Annapolis to Newport RI. 5 times. My goal is to ensure that the folks that come out on my boat have a great time and can participate as much as they want in the sailing of the vessel to include taking the helm. When booking please feel free to ask questions so I can tailor the outing to your needs.

    Speaks English
    Response time within 14.5 hours
    Response rate 94.7%

Location & Destination Guide

Home to the US Naval Academy is one of the best places to jump on board your own sailboat charter in Annapolis, MD and feel the ocean spray! Sailo offers a great selection of monohull, motorboats and catamarans.

 

Anchored deep in the Chesapeake Bay, Annapolis is the perfect place to jump aboard a sailboat and spend some time on the water.

FAQs

What type of yacht should I charter?
No matter what type of yacht you choose to charter, we know that you will have a fantastic time on the water. If you are more about the journey, and want a relaxing time aboard, then choose from one of the many sailboats on the platform. If you are more about the destination, and going fast, check out the powerboats on Sailo. For an exclusive experience, Sailo recommends chartering a luxurious yacht for the day. Finally, Sailo has access to many event boats as well for group outings from 50 - 1,000 guests. If you are still unsure, then just ask! Read more
What should I bring?
Bring yourself, and some comfortable clothes suitable to the season you are going to be out on the water. Please keep in mind that it is often 10 degrees cooler out on the water, so a jacket or windbreaker is never a bad idea. We also recommend bringing a hat, sunscreen, and sunglasses, as well as a swimsuit if appropriate for your charter location. Please coordinate with your captain regarding any food or drinks that you wish to bring aboard. For term-charters, Sailo recommends using soft-sided luggage, and keeping it simple. Read more
How long does a rental last?
The basic daily rental is structured as either a quarter-, half-, or full-day. A quarter-day is two hours, a half-day is four hours, and a full-day is eight hours. You can also discuss a custom trip with the boat by contacting the owner through Sailo. Most term charters (weekly rentals) are from Saturday to Saturday. Keep in mind that the boat generally needs to be back at the dock by Friday evening, and you will need to be off the boat on Saturday morning so they can prepare the boat for the next guests. Read more
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