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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 73-96 of 161 results
    2-Hour Kayak & Paddleboard Rental in Bethany Beach

    2-Hour Kayak & Paddleboard Rental in Bethany Beach

    Choose a stable kayak or paddleboard with gear and safety instruction included

    5.0 • 73 reviews
    $41/ rental
    Assateague Island Wild Horse Kayak Tour

    Assateague Island Wild Horse Kayak Tour

    Paddle Assateague’s back bays in search of wild horses and wildlife

    4.9 • 406 reviews
    $58/ person
    Private Tiki Boat Cruise in Lewes

    Private Tiki Boat Cruise in Lewes

    Make your next group celebration a private tiki-boat outing

    5.0 • 25 reviews
    $70
    Haunted History Walking Tour in Lewes, Delaware

    Haunted History Walking Tour in Lewes, Delaware

    Explore Lewes history through tales of strange happenings and residents who never seem to leave

    4.8 • 332 reviews
    $21/ person
    Bachelor Party Weekend with Craft Drink Tour in Dewey Beach

    Bachelor Party Weekend with Craft Drink Tour in Dewey Beach

    Build a bachelor weekend with a craft beverage tour plus a guided paddle session

    4.9 • 105 reviews
    $232/ person
    Private Bay Fishing & Party Cruise in Ocean City, MD

    Private Bay Fishing & Party Cruise in Ocean City, MD

    Rent the whole boat for your group and cruise the bay day or night

    4.8 • 288 reviews
    $962
    2023 Tritoon Boat Rental in Ocean City

    2023 Tritoon Boat Rental in Ocean City

    Explore Ocean City's riding areas by Tritoon boat

    4.8 • 263 reviews
    $380/ boat
    Paddleboard Lesson & 75-Minute Excursion in Dewey Beach

    Paddleboard Lesson & 75-Minute Excursion in Dewey Beach

    Learn to paddle board on Rehoboth Bay with a certified instructor

    4.9 • 839 reviews
    $69/ person
    Shared Double-Deck Booze Cruise in Ocean City, MD

    Shared Double-Deck Booze Cruise in Ocean City, MD

    Bring your own drinks and set the soundtrack for a celebration on the water

    4.9 • 81 reviews
    $109/ person
    2-Hour Bike Rental at Assateague Visitor Center

    2-Hour Bike Rental at Assateague Visitor Center

    Pick up a bike at the Visitor Center and ride for 2 hours

    4.7 • 335 reviews
    $23/ bike
    Ocean City Morning Mimosa Cruise

    Ocean City Morning Mimosa Cruise

    Start the day on the bay with music, mimosas, and open-water views

    5.0 • 303 reviews
    $56/ person
    Cruise Ocean City on a 3-Hour Foodie Tasting Tour

    Cruise Ocean City on a 3-Hour Foodie Tasting Tour

    Cruise to 3 waterfront restaurants for tastings, cocktails, and dessert

    5.0 • 134 reviews
    $158/ person
    Bethany Beach Self-Guided Sunset Paddle

    Bethany Beach Self-Guided Sunset Paddle

    Paddle calm water at golden hour on your own route

    5.0 • 73 reviews
    $41/ equipment
    Guided Bald Cypress Kayak Tour at Trap Pond

    Guided Bald Cypress Kayak Tour at Trap Pond

    Paddle through a freshwater pond beneath a tunnel of bald cypress trees

    4.9 • 406 reviews
    $58/ person
    Lewes Private Tiki Boat Cruise

    Lewes Private Tiki Boat Cruise

    Share island-inspired time together aboard a private tiki boat

    5.0 • 25 reviews
    $70
    Paranormal Investigation at Burton Ingram House in Lewes

    Paranormal Investigation at Burton Ingram House in Lewes

    Investigate a historic home's haunted past with history and paranormal teams

    4.8 • 332 reviews
    $37/ person
    Yamaha WaveRunner Jet Ski Rental in Selbyville

    Yamaha WaveRunner Jet Ski Rental in Selbyville

    Take the controls with guides on the water throughout your ride

    4.8 • 221 reviews
    $107/ WaveRunner
    Single Kayak Rental in Ocean View

    Single Kayak Rental in Ocean View

    Roam the water at your own pace, with complimentary delivery for extended rentals

    4.8 • 135 reviews
    $27/ kayak
    Pontoon Boat Rental on Assawomen Bay Near Ocean City
    Up to 12

    Pontoon Boat Rental on Assawomen Bay Near Ocean City

    Take the helm for a private outing with friends and family

    4.8 • 111 reviews
    $617/ boat
    Rehoboth Bay Windsurfing Paddleboard Rental

    Rehoboth Bay Windsurfing Paddleboard Rental

    Ride a stable windsurfable paddleboard on Rehoboth Bay

    4.9 • 839 reviews
    $106/ person
    Private Double-Deck Party Boat Charter in Ocean City, MD
    Up to 25

    Private Double-Deck Party Boat Charter in Ocean City, MD

    Set your own soundtrack for a private party on the water

    4.9 • 81 reviews
    $1,962
    Wicomico River Tipsy Tides Cruise

    Wicomico River Tipsy Tides Cruise

    Gather your crew for a canopy-covered cruise on the Wicomico River

    4.9 • 27 reviews
    $622& up
    Tiki Cruise in Ocean City

    Tiki Cruise in Ocean City

    Family-friendly tiki boat fun with bay views, music, and sun or shade seating

    5.0 • 303 reviews
    $34/ person
    Cruise Ocean City on a 1.5-Hour Tiki Boat Charter

    Cruise Ocean City on a 1.5-Hour Tiki Boat Charter

    Book a 1.5-hour Liquid Tiki charter with an optional open bar

    4.7 • 668 reviews
    $394
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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