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  • The Ultimate List: 15 Best Things to Do in San Diego (Updated 2026)
  • Best 161

    things to do in Ocean Pines, MD

    Showing 97-120 of 161 results
    6-Hour Bike Rental in Berlin, MD

    6-Hour Bike Rental in Berlin, MD

    Rent a bike for 6 hours near Assateague Island National Seashore

    4.7 • 335 reviews
    $51/ bike
    Private Inshore Fishing Charter in Ocean City

    Private Inshore Fishing Charter in Ocean City

    Enjoy a customizable 2.5-hour cruise or fishing outing on a comfortable pontoon catamaran.

    4.7 • 262 reviews
    $350
    Ocean City 12-Hour Offshore Fishing Charter

    Ocean City 12-Hour Offshore Fishing Charter

    Chase tuna and other offshore game fish with gear, bait, and licenses included

    4.7 • 69 reviews
    $3,218
    Snow Hill Haunted Mansions Ghost Tour

    Snow Hill Haunted Mansions Ghost Tour

    Hear Snow Hill’s haunted history along the dark waters of the Pocomoke River

    4.6 • 167 reviews
    $27/ person
    Indian River Shark & Inshore Fishing Charter

    Indian River Shark & Inshore Fishing Charter

    Shark and bottom fishing with bait and equipment included

    5.0 • 1 reviews
    $848/ boat
    Tandem Kayak Rental in Ocean View

    Tandem Kayak Rental in Ocean View

    Explore the water at your own pace with a tandem kayak rental

    4.8 • 135 reviews
    $32& up
    Lewes Sunset Cruise

    Lewes Sunset Cruise

    Sail from marshy river shores to Delaware Bay at sunset

    5.0 • 1 reviews
    $36/ person
    Paddleboard Rental in Dewey Beach

    Paddleboard Rental in Dewey Beach

    Rent a paddleboard in Dewey Beach with hourly, daily, or weekly options

    4.9 • 839 reviews
    $95/ person
    Shared 2-Deck Booze Cruise in Ocean City, MD

    Shared 2-Deck Booze Cruise in Ocean City, MD

    Set your own soundtrack for a bring-your-own-drinks celebration

    4.9 • 81 reviews
    $131/ person
    2-Hour Fishing Charter in Ocean City

    2-Hour Fishing Charter in Ocean City

    Create a private fishing outing around your group’s ideal itinerary

    4.5 • 99 reviews
    $530
    Ocean City Happy Hour Cruise

    Ocean City Happy Hour Cruise

    Bay views, tropical vibes, and a full-service bar to start your Ocean City evening

    5.0 • 303 reviews
    $34/ person
    Ride a 45-Minute Concert Shuttle Cruise

    Ride a 45-Minute Concert Shuttle Cruise

    Cruise one-way to the concert with a bar and onboard bathroom

    4.7 • 668 reviews
    $28/ person
    4-Hour Bike Rental in Berlin, Maryland

    4-Hour Bike Rental in Berlin, Maryland

    Rent a bike for 4 hours with pickup at the Bayside Drive stand

    4.7 • 335 reviews
    $40/ bike
    Private Bay Fishing Charter in Ocean City

    Private Bay Fishing Charter in Ocean City

    Book a spacious private bay trip with gear included and plenty of room for your crew

    4.7 • 262 reviews
    $1,036
    Ocean City 10-Hour Trolling & Wreck Fishing Charter

    Ocean City 10-Hour Trolling & Wreck Fishing Charter

    Target mahi and sea bass with trolling and wreck fishing

    4.7 • 69 reviews
    $2,564
    Family-Friendly Bay Fishing Trip in Ocean City

    Family-Friendly Bay Fishing Trip in Ocean City

    Cast for bay fish with a skilled crew and little extras for young anglers

    4.4 • 120 reviews
    $58/ person
    Ocean City Fishing Charter

    Ocean City Fishing Charter

    Target inshore, nearshore, and offshore species on a guided fishing trip

    5.0 • 1 reviews
    $2,809& up
    1-Hour Stand-Up Paddleboard Rental In Ocean View

    1-Hour Stand-Up Paddleboard Rental In Ocean View

    A flexible way to spend time on the water

    4.8 • 135 reviews
    $27/ paddleboard
    Sunset Cruise in Lewes

    Sunset Cruise in Lewes

    Search for dolphins and watch the Delaware Bay sunset from the water

    5.0 • 1 reviews
    $32/ person
    Private Paddleboard Lesson in Dewey Beach

    Private Paddleboard Lesson in Dewey Beach

    Private paddleboard or kayak lesson for your group up to 10

    4.9 • 839 reviews
    $85/ person
    Private Double-Deck Boat Party in Ocean City

    Private Double-Deck Boat Party in Ocean City

    Set your own soundtrack and celebrate on the water

    4.9 • 81 reviews
    $1,308
    4-Hour Pontoon Boat Rental in Fenwick Island
    Up to 10

    4-Hour Pontoon Boat Rental in Fenwick Island

    Fish, crab, or relax in the sun from a pontoon boat

    4.4 • 183 reviews
    $447/ boat
    Ocean City Bay Cabana Rental

    Ocean City Bay Cabana Rental

    Private floating cabana time with drink service and Seacrets admission

    4.4 • 11.9K reviews
    $336
    Sunset Cruise in Ocean Pines

    Sunset Cruise in Ocean Pines

    Cruise the Eastern Shore at sunset with music and a cash bar

    4.7 • 668 reviews
    $237/ person
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    Boat Tours35Fishing Charters23Kayaking Tours17Bike Rentals9Boat Rentals9
    More
    • Ghost and Haunted8
    • Brewery Tours6
    • Jet Skiing6
    • Paddleboarding6
    • Stand Up Paddle Boarding5
    • Food Tours4
    • Parasailing4
    • Wine Tours4
    • Private Fishing Charters3
    • Sunrise and Sunset Tours3
    • Yacht Charters3