Damn Good Saint Michaels Tour Guides

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5/5 Average Rating

Recently Booked Guides In Saint Michaels, Md

Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise in Saint Michaels

Private Catamaran Weekday Sail

100% (1)
44 ft 1 - 12 People From $1,195
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise in Saint Michaels

Historic 1935 Ketch Weekday Sail

100% (1)
42 ft 1 - 13 People From $1,295
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise in Saint Michaels

Private Catamaran Weekend Sail

100% (1)
44 ft 1 - 12 People From $1,295
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise in Saint Michaels

Historic 1935 Ketch Weekend Sail

100% (1)
42 ft 1 - 13 People From $1,695
Fishing in Destin
Fishing in Destin
Fishing in Destin

Birding, Booze Cruise, Sunset Cruise in Pasadena

Pasadena MD Cruises

NEW
26 ft 1 - 6 People From $500
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats, Eco Tour in Nanticoke

Crabbing And Casting Adventure!

100% (1)
23 ft 1 - 6 People From $455

What makes Captain Experiences Damn Good?

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis.

Damn Good Guides

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns.

Experts Available 24/7

100% Weather Guarantee

We want to keep everyone safe, so if the weather is bad we'll work with you to reschedule at no cost.

100% Weather Guarantee

4.9 / 5 Average Rating

We hand pick our Damn Good Guides, and our network spans across North America and beyond.

4.9 / 5 Average Rating

“Our Damn Good Guides go above and beyond, and we've handpicked every single one. We're passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

More Guides In Saint Michaels, Md

Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Booze Cruise, Sunset Cruise in Rehoboth Beach

Sunset Along The Delaware Shore

100% (5)
40 ft 1 - 6 People From $225
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Dolphin Watching, Whale Watching in Rehoboth Beach

3-6 Hr – Boat Charter

100% (5)
40 ft 1 - 6 People From $350
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Dolphin Watching, Booze Cruise in Rehoboth Beach

2 Hour Private Boat Charter

100% (5)
40 ft 1 - 6 People From $225
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Boat Cruise, Dolphin Watching in Rehoboth Beach

Sunrise On The Atlantic

100% (5)
40 ft 1 - 6 People From $300
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Booze Cruise, Sunset Cruise in Ocean View

Back Bay Tour - Private Charter

NEW
26 ft 1 - 24 People From $400
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Ash Scattering in Rehoboth Beach

Ash Scattering/Burial At Sea

100% (5)
40 ft 1 - 6 People From $225

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

Everything to Know About Booking a Hunting Guide in Saint Michaels

What are the best trips in Saint Michaels?

The best trips in Saint Michaels are:

Why should I book a tour in Saint Michaels with Captain Experiences?

Our Damn Good Guides currently offer 13 private trips in Saint Michaels, and the most popular trips in the area are Private Catamaran Weekday Sail guided by Gerald, Historic 1935 Ketch Weekday Sail guided by Gerald, and Private Catamaran Weekend Sail guided by Gerald.

Our guides in Saint Michaels are rated a 5 out of 5 based on 8854 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for private kid friendly trips in Saint Michaels? Check out our beginner and family friendly trips in Saint Michaels.

What types of tours are common in Saint Michaels?

Boat Cruise hunting is the most popular type of fishing in Saint Michaels.

How much does a Saint Michaels private trip cost?

Prices in Saint Michaels can range anywhere from about $440 to $5,500, but the average price for a half day trip in Saint Michaels is $2,128. The average price for a full day trip in Saint Michaels is $4,793.

Is booking a guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is in the wild every day and knows the area like the back of their hand is going to give you the best chances of having a great trip.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for tours in Saint Michaels?

The most popular season for tours in Saint Michaels is summer, and most people book their trips 126 days in advance.

Recent Reviews

  • ★★★★★
    Our trip with Captain Wes was perfect! We highly recommend him for any of your boating needs. Our trip was to scatter my mom’s ashes into the ocean and it could not have been any better. Next time we’ll just hire him for a day time trip or sunset cruise. Thank you so very much for your hospitality and for also allowing our dog Jackson to be your Co-Captain 😊😎

    Sonia D. | August 2, 2026

    Trip: Ash Scattering/Burial At Sea

  • ★★★★★
    Captain Wes was professional, kind and gracious as he took us to scatter the ashes of our loved one. He gave us notification of the weather conditions, made some suggestions a head of time and was punctual. Thank you for your kindness, Captain Wes!

    Lucy G. | July 28, 2026

    Trip: Ash Scattering/Burial At Sea

  • ★★★★★
    The trip was swesone!! Captain Todd took o is to the right spots and we scored BIG TIME!!

    Victor R. | July 26, 2026

    Trip: Crabbing And Casting Adventure!

  • ★★★★★
    Our family chartered a boat with Wes to fulfill my mom's final wish of having her ashes spread over the ocean she loved near her home in Ocean View, Maryland. Wes made it more beautiful than we ever could have imagined. From the moment we left the marina, we knew we were in good hands. The boat was comfortable, and Wes took us well past the three-mile mark to find the perfect place. He never rushed us, gave us all the time we needed to say our goodbyes, and treated the moment with genuine kindness and respect. What stood out even more was how wonderful he was with my mom's three grandchildren, ages 8, 10, and 11. He helped them feel comfortable, included, and part of such an important family moment. Thanks to him, what could have been an overwhelming day became a memory they will cherish for the rest of their lives. As if the day couldn't have been any more special, we were blessed with calm seas, a breathtaking sunset, and a pod of dolphins that surrounded the boat on the way back to the marina, coming within inches of the sides as they played. It felt truly magical and was the perfect ending to a day of honoring someone we loved so deeply. We will never forget this experience, and we can't thank Wes enough for his compassion, professionalism, and the care he showed our family. We highly recommend him for any charter service out to sea.

    Allison J. | July 8, 2026

    Trip: Ash Scattering/Burial At Sea

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Top Types of Tours in Saint Michaels

Last updated: August 7, 2026

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