
30 ft
Up to 6 people
Day on the Bay Charters
4.6
/5
(17 reviews)
Ocean City
Join us for an unforgettable day on the water, where every moment is designed to create lasting memories.
"I normally don’t leave reviews unless an experience is either exceptionally good or exceptionally bad, and thankfully this one falls into the first category." — Kennedi,
"I normally don’t leave reviews unless an experience is either exceptionally good or exceptionally bad, and thankfully this one falls into the first category." — Kennedi,
trips from
US $275

22 ft
Up to 4 people
JM Charters
Chincoteague
JM Charters is a brand-new 2026 Carolina Skimmer 22 Skiff based in Chincoteague, offering an intimate and personalized experience for up to 4 guests.
trips from
US $200

22 ft
Up to 4 people
A Dare Inshore
5.0
/5
(1 review)
Ocean City
Experience the ultimate adventure on the water aboard the 2017 Bulls Bay Bay Boat, fully restored in 2025 and based out of Ocean City.
"Captain Dennis was early and assisted me in getting to the marina." — Jeff,
"Captain Dennis was early and assisted me in getting to the marina." — Jeff,
+4
trips from
US $300

31 ft
Up to 6 people
Just a toy charter
Ocean City
Experience the thrill of the open waters aboard Just a Toy, a 2020 Century 3000 Center Console, expertly restored in 2024, and based out of Ocean City.
trips from
US $300

28 ft
Up to 6 people
Coastal Guide Service LLC Bay Cruising
5.0
/5
(2 reviews)
•
432 external reviews
Ocean City
Set sail on a memorable adventure aboard the Coastal Guide Service LLC Bay Cruising, a 2001 Dusky 28 Center Console based out of Ocean City.
"Capt and mate were very nice and accommodating. " — Mark,
"Capt and mate were very nice and accommodating. " — Mark,
+3
trips from
US $280

50 ft
Up to 12 people
Ocean City Girl
5.0
/5
(2 reviews)
•
75 external reviews
Ocean City
Step aboard Ocean City Girl, a spacious and reliable 2004 Davis Sportfishing vessel, perfect for your next adventure in Ocean City! With room for up to 16 guests, this boat is ideal for group outings, family tours, or wildlife excursions.
"Our boat adventure had all the ingredients for an amazing day: perfect weather, a fun-loving captain and crew, great food and drinks (you can bring your own), and even a surprise visit from the Chincoteague horses as we headed out into the Atlantic." — Lisa,
"Our boat adventure had all the ingredients for an amazing day: perfect weather, a fun-loving captain and crew, great food and drinks (you can bring your own), and even a surprise visit from the Chincoteague horses as we headed out into the Atlantic." — Lisa,
trips from
US $850

40 ft
Up to 6 people
Ocean and Bay Tour and Nature Cruise
5.0
/5
(158 external reviews)
Ocean City
Fish Finder Adventures LLC invites you to an unforgettable day on the water aboard a classic 1986 Gary Davis Custom Pilothouse.
trips from
US $650

40 ft
Up to 18 people
Fish Bound Charters LLC
Ocean City
Fish Bound Charters LLC offers an unforgettable cruising experience aboard a 2007 Evans 40 Pilothouse, departing from Ocean City.
trips from
US $400

25 ft
Up to 8 people
Nanticoke Boat Tours
5.0
/5
(258 external reviews)
Ocean City
Explore Ocean City from the water aboard Nanticoke Boat Tours, a beautifully restored 2010 MayCraft Center Console (refit in 2024) designed for adventure and comfort.
+1
trips from
US $400

25 ft
Up to 6 people
Running Tide Charters
5.0
/5
(1 review)
•
95 external reviews
Ocean City
Step aboard Running Tide Charters and experience Ocean City like never before! This versatile 2001 World Cat 246SF Center Console is built for both adventure and relaxation.
+1
trips from
US $400
Top Assateague Island Destinations
Frequently Asked Questions about Boat Tours in Assateague Island
According to customer reviews, some of the most popular boat tours in Assateague Island are:
Full list of top boat tours in Assateague IslandAccording to customer reviews, some of the most popular boat tours in Assateague Island are:
Full list of top boat tours in Assateague IslandThe average Assateague Island boat trip price for a 4 hour private trip is US $445 based on prices on BoatBooker.com.
The average Assateague Island boat trip price for a 4 hour private trip is US $445 based on prices on BoatBooker.com.
The top 5 boating-related activities in Assateague Island are:
The top 5 boating-related activities in Assateague Island are:
The top 5 most popular boat types you can rent in Assateague Island, by number of boats available are:
The top 5 most popular boat types you can rent in Assateague Island, by number of boats available are:
The top 5 most popular boat categories you can rent in Assateague Island, by number of boats available are:
The top 5 most popular boat categories you can rent in Assateague Island, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Assateague Island are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Assateague Island are:
The average price of boat tours in Assateague Island is:
- 1-hour boating trips – US $360
- 2-hour boating trips – US $331
- 3-hour boating trips – US $470
- 4-hour boating trips – US $563
- 5-hour boating trips – US $700
- 8-hour boating trips – US $850
The average price of boat tours in Assateague Island is:
- 1-hour boating trips – US $360
- 2-hour boating trips – US $331
- 3-hour boating trips – US $470
- 4-hour boating trips – US $563
- 5-hour boating trips – US $700
- 8-hour boating trips – US $850
What people said about boating in Assateague Island
- 5.0/5(2 Hour Trip – Afternoon Special)
Best experience on the pontoon boat!!
Sail the boat that sailed the world with Captain Stephen and Day on the Bay Charters with Captain Josh! Hands down two of THE BEST experiences we’ve had while here! ?
How people rated boat trips in Assateague Island
5.0/5(2 Hour Trip – Afternoon Special)Fantastic experience!!
Our annual boat ride was awesome, Captain Josh was entertaining, professional and definitely made sure we had a great time. Loved his stories!!
5.0/5(2 Hour Trip – Happy Hour)Perfect Day in the Water!
We were looking for an event while hosting friends from Ocean City, NJ that provided us with a way for our friends to experience the many beautiful areas in tbe area that you don’t see unless traveling by boat and our Captain didn’t disappoint! Very relaxing , fun event. Highly recommend!
5.0/5(2 Hour Trip – Sunset Special)Perfect evening on the water.
My wife and I went on the sunset cruise. We asked for sightseeing. Captain Josh was very knowledgeable and friendly. He showed us and taught us a lot about the history of Ocean City. We will definitely be back next year for another sunset cruise. I will definitely recommend Josh for an outstanding time on the water!
5.0/5(2 Hour Trip – Afternoon Special)Best experience on the pontoon boat!!
Our day with Captain Josh was awesome! We spent time exploring the bay, seeing all the wild horses, and even took us on a tour through the different marinas where the tourisrs and locals all go. Hands down one of the best experiences here, ever!! Thank you, Captain Josh for a fun filled “Day on the bay” with you. We will definitely be back to sail again!! The Puylara Family
5.0/5(2 Hour Trip – Sunset Special)Great Memories!
Captain Josh was very accomodating, laid back, and fun! He made our trip a blast and would highly recommend. Will definitely be back to book again with him.
5.0/5(2 Hour Trip – Afternoon Special)Amazing!
Josh was attentive to our needs, great conversationalist and very accommodating
5.0/5(2 Hour Trip – Sunset Special)A great time on the water!
Josh is a great captain and knows everything you could possibly want to know about the area and its history! Highly recommended!!
5.0/5(2 Hour Trip – Happy Hour)Captain Josh is really awesome
Highly recommend this boat and Captain! So much fun, highly experienced, great Captain. Must hire for a day on the Bay or chasing the sunset! Must hire!
5.0/5(2 Hour Trip – Sunset Special)Captain Josh was great.
We had a great time on the bay despite some rain. Captain was knowledgeable and very friendly. Would highly recommend him!



