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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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Adventure & Active

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Rentals & Charters

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Questions? We're here to help.Real people, 7 days a week.

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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 121-144 of 161 results
    4-Hour Bike Rental at Assateague Island Visitor Center

    4-Hour Bike Rental at Assateague Island Visitor Center

    Pick up a bike at the Visitor Center for a 4-hour ride

    4.7 • 335 reviews
    $40/ bike
    Private Boat Parties And Cruises

    Private Boat Parties And Cruises

    Charter the Calico Jack for a private bay cruise with space for up to 32 guests

    4.7 • 262 reviews
    $1,036
    Ocean City 4-Hour Shark Fishing Charter

    Ocean City 4-Hour Shark Fishing Charter

    Target sharks in Ocean City waters with a professional captain

    4.7 • 69 reviews
    $1,086
    Kayak Rental in Dewey Beach With Back Support

    Kayak Rental in Dewey Beach With Back Support

    Rent a single kayak with high back support, plus free Dewey Beach delivery

    4.9 • 839 reviews
    $133/ kayak
    Assateague Island Boat Trip & Beach Day from Ocean City

    Assateague Island Boat Trip & Beach Day from Ocean City

    Set your own pace with swimming, beach time, and a boat to relax on

    4.9 • 81 reviews
    $109
    24-Hour Bike Rental Near Assateague Island

    24-Hour Bike Rental Near Assateague Island

    Bike options for adults, youth, and kids near Assateague Island

    4.7 • 335 reviews
    $57/ bike
    Ocean City Pony & Nature Cruise

    Ocean City Pony & Nature Cruise

    Cruise Ocean City’s bays and look for wild ponies near Assateague Island

    4.7 • 262 reviews
    $27/ person
    Indian River Guided Bowfishing Charter

    Indian River Guided Bowfishing Charter

    Target rays and fish on guided daytime or nighttime bowfishing in Delaware

    5.0 • 1 reviews
    $1,060
    Sunset Lighthouse Cruise in Lewes

    Sunset Lighthouse Cruise in Lewes

    Step inside East End Lighthouse and take in Delaware Bay sunset views

    5.0 • 1 reviews
    $38/ person
    Fenwick Island 8-Hour Pontoon Boat Rental
    Up to 10

    Fenwick Island 8-Hour Pontoon Boat Rental

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

    4.4 • 183 reviews
    $670/ boat
    XS Paddleboard Rental in Dewey Beach

    XS Paddleboard Rental in Dewey Beach

    Rent an XS paddleboard built for paddlers up to 100 lbs

    4.9 • 839 reviews
    $32/ rental
    Sunset Boat Cruise in Ocean City, MD

    Sunset Boat Cruise in Ocean City, MD

    See Ocean City and Assateague Island from the water at sunset

    4.9 • 81 reviews
    $55/ person
    Overnight Bicycle Rental in Berlin

    Overnight Bicycle Rental in Berlin

    Overnight bike options for an independent Assateague ride

    4.7 • 335 reviews
    $57/ bike
    Ocean City 4-Hour Trolling Charter

    Ocean City 4-Hour Trolling Charter

    Troll Ocean City's nearshore waters with a professional captain

    4.7 • 69 reviews
    $1,255
    8-Hour Deep Sea Fishing Charter in Ocean City

    8-Hour Deep Sea Fishing Charter in Ocean City

    Troll Ocean City waters for king mackerel, blues, albacore, and more

    4.7 • 69 reviews
    $2,127
    SUP Kayak Hybrid Rental At Dagsworthy Bayside

    SUP Kayak Hybrid Rental At Dagsworthy Bayside

    Rent a kayakable paddleboard with back support, with local delivery available

    4.9 • 839 reviews
    $37/ kayak
    Lewes State Parks Canal Cruise

    Lewes State Parks Canal Cruise

    Explore Delaware’s coastal ecology and history with state park staff

    5.0 • 1 reviews
    $36/ person
    7-Day Watersports Rental in Berlin

    7-Day Watersports Rental in Berlin

    Choose a kayak, paddleboard, or canoe for time on the water

    4.7 • 335 reviews
    $171/ rental
    6-Hour Pontoon Boat Rental in Fenwick Island
    Up to 10

    6-Hour Pontoon Boat Rental in Fenwick Island

    Fish, crab, or relax on a pontoon boat

    4.4 • 183 reviews
    $558/ boat
    4-Hour Shark Fishing Charter in Lewes

    4-Hour Shark Fishing Charter in Lewes

    Target sharks with expert guidance on a private charter

    $910
    Cape Henlopen State Park Birding Cruise

    Cape Henlopen State Park Birding Cruise

    Spot coastal birds with a naturalist among Cape Henlopen’s marshes

    5.0 • 1 reviews
    $32/ person
    Float on a Private Anchor Line in Dewey Beach

    Float on a Private Anchor Line in Dewey Beach

    Reserve a private anchor line on shallow Rehoboth Bay for floating yoga or meditation

    4.9 • 839 reviews
    $27& up
    Life Vest, Wetsuit, or Paddle Rental in Dewey Beach

    Life Vest, Wetsuit, or Paddle Rental in Dewey Beach

    Rent a life vest, wetsuit, or paddle for the day

    4.9 • 839 reviews
    $16
    Wreck & Bottom Fishing Charter in Ocean City

    Wreck & Bottom Fishing Charter in Ocean City

    Target black sea bass over deep wrecks with captain-supplied gear

    4.7 • 69 reviews
    $1,964
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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