Damn Good Saint Michaels Tour Guides

Check real-time availability and compare rates on private Saint Michaels guides. Confidently book your next trip.

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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

Boat Cruise, Booze Cruise in Annapolis

Annapolis Afternoon Cruise

NEW
35 ft 1 - 6 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Booze Cruise in Annapolis

Private Morning Charter

NEW
35 ft 1 - 6 People From $775

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

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
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Booze Cruise, Sunset Cruise in Rehoboth Beach

Sunset Along The Delaware Shore

100% (8)
40 ft 1 - 6 People From $225
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Dolphin Watching, Whale Watching in Rehoboth Beach

3-6 Hr – Boat Charter

100% (8)
40 ft 1 - 6 People From $350
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Boat Cruise, Dolphin Watching, Booze Cruise in Rehoboth Beach

2 Hour Private Boat Charter

100% (8)
40 ft 1 - 6 People From $225
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Eco Tour, Boat Cruise, Dolphin Watching in Rehoboth Beach

Sunrise On The Atlantic

100% (8)
40 ft 1 - 6 People From $300

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 16 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 9494 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 $405 to $5,500, but the average price for a half day trip in Saint Michaels is $1,761. 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

  • ★★★★★
    It was a perfect trip out 3 miles to scatter my mom’s ashes. Wes was kind and a great captain. Thank you.

    Erica D. | August 24, 2026

    Trip: Ash Scattering/Burial At Sea

  • ★★★★★
    Courteous, friendly, smooth trip, zero complaints

    David W. | August 19, 2026

    Trip: Ash Scattering/Burial At Sea

  • ★★★★★
    We booked a trip to scatter ashes and Wes was very helpful. He was very available to field questions ahead of time, and the actual trip was a breeze thanks to his expertise.

    Chris K. | August 10, 2026

    Trip: Ash Scattering/Burial At Sea

  • ★★★★★
    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

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Top Types of Tours in Saint Michaels

Last updated: October 7, 2026

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