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    1. Local experiences
    2. /All experiences
    3. /Water Activities

    Best results for Water Activities in Princess Anne, MD

    Showing 25-48 of 55 results
    Chincoteague Island Pony & Shellfishing Cruise
    Boat Tours

    Chincoteague Island Pony & Shellfishing Cruise

    Cruise Chincoteague and harvest clams and oysters along the way

    Cruise Chincoteague and harvest clams and oysters along the way
    5.0 • 123 reviews
    $133/ person
    Private Assateague Lighthouse Cruise
    Boat Tours

    Private Assateague Lighthouse Cruise

    See Assateague Lighthouse and look for ponies on a private island cruise

    See Assateague Lighthouse and look for ponies on a private island cruise
    4.9 • 1K reviews
    $749
    Chincoteague Wildlife Boat Cruise
    Boat Tours

    Chincoteague Wildlife Boat Cruise

    Spacious pontoon cruise with island views and onboard restrooms

    Spacious pontoon cruise with island views and onboard restrooms
    4.9 • 1K reviews
    $48/ person
    Private Pony Cruise in Chincoteague
    Boat Tours

    Private Pony Cruise in Chincoteague

    Explore island waterways, pony habitat, and local history from the water

    Explore island waterways, pony habitat, and local history from the water
    5.0 • 161 reviews
    $371
    Chincoteague Pony Cruise
    Boat Tours

    Chincoteague Pony Cruise

    Search for Chincoteague ponies and coastal wildlife by boat

    Search for Chincoteague ponies and coastal wildlife by boat
    5.0 • 161 reviews
    $79/ person
    Guided Wild Pony Kayak Tour in Assateague
    Kayaking Tours

    Guided Wild Pony Kayak Tour in Assateague

    Paddle Assateague waterways and look for wild ponies with a guide

    Paddle Assateague waterways and look for wild ponies with a guide
    4.8 • 138 reviews
    $69/ person
    Sunset Guided Kayak Tour of Assateague
    Kayaking Tours

    Sunset Guided Kayak Tour of Assateague

    Paddle tidal waters at sunset while looking for Assateague’s wild ponies

    Paddle tidal waters at sunset while looking for Assateague’s wild ponies
    4.8 • 138 reviews
    $73/ person
    Afternoon Wild Pony Kayak Tour in Assateague
    Kayaking Tours

    Afternoon Wild Pony Kayak Tour in Assateague

    Paddle Assateague waterways while looking for wild ponies and refuge wildlife

    Paddle Assateague waterways while looking for wild ponies and refuge wildlife
    4.8 • 138 reviews
    $73/ person
    Paddleboard Tour in Chincoteague, 2 Hours
    Paddleboarding

    Paddleboard Tour in Chincoteague, 2 Hours

    Paddle serene waters with an expert guide

    Paddle serene waters with an expert guide
    4.8 • 138 reviews
    $79/ person
    Chincoteague Sunset Kayak Tour
    Kayaking Tours

    Chincoteague Sunset Kayak Tour

    Paddle into dusk with lighthouse views and chances to spot wild ponies

    Paddle into dusk with lighthouse views and chances to spot wild ponies
    4.6 • 313 reviews
    $71/ kayak
    Chincoteague Pony Watching Guided Kayak Tour
    Kayaking Tours

    Chincoteague Pony Watching Guided Kayak Tour

    Paddle remote refuge waterways with a guide and look for ponies and coastal birds

    Paddle remote refuge waterways with a guide and look for ponies and coastal birds
    4.6 • 313 reviews
    $77/ kayak
    Chincoteague Island 4-Hour Kayak & Canoe Rental
    Kayaking Tours

    Chincoteague Island 4-Hour Kayak & Canoe Rental

    Paddle Chincoteague waterways with a private-ramp launch

    Paddle Chincoteague waterways with a private-ramp launch
    4.6 • 313 reviews
    $43& up
    Full-Day Kayak, Canoe & Paddleboard Rental in Chincoteague
    Kayaking Tours

    Full-Day Kayak, Canoe & Paddleboard Rental in Chincoteague

    Paddle Assateague Channel at your own pace for a full day on the water

    Paddle Assateague Channel at your own pace for a full day on the water
    4.6 • 313 reviews
    $54/ rental
    Chincoteague Carolina Skiff Rental
    Boat RentalsUp to 6

    Chincoteague Carolina Skiff Rental

    Explore Chincoteague waters with fishing licenses and fuel included

    Explore Chincoteague waters with fishing licenses and fuel included
    4.6 • 313 reviews
    $549/ boat
    6-Hour Kayak Tour & Bike Rental in Cambridge
    Kayaking Tours

    6-Hour Kayak Tour & Bike Rental in Cambridge

    Paddle with a guide, then explore Blackwater by bike at your own pace

    Paddle with a guide, then explore Blackwater by bike at your own pace
    4.9 • 556 reviews
    $159/ person
    Cambridge Wine Tasting Kayak Tour
    Kayaking Tours

    Cambridge Wine Tasting Kayak Tour

    Paddle the Chicamacomico River, then tour the winery and taste wine

    Paddle the Chicamacomico River, then tour the winery and taste wine
    4.9 • 556 reviews
    $122/ person
    2-Hour Guided Kayak Tour on Little Blackwater River
    Kayaking Tours

    2-Hour Guided Kayak Tour on Little Blackwater River

    Paddle brackish waterways with a guide and look for local wildlife

    Paddle brackish waterways with a guide and look for local wildlife
    4.9 • 556 reviews
    $85/ kayak
    Self-Guided Kayak Tour on Transquaking River
    Kayaking Tours

    Self-Guided Kayak Tour on Transquaking River

    Paddle a winding one-way river route with a shuttle back to your vehicle

    Paddle a winding one-way river route with a shuttle back to your vehicle
    4.9 • 556 reviews
    $138/ kayak
    Little Blackwater River Kayak Rental
    Kayaking Tours

    Little Blackwater River Kayak Rental

    Paddle a brackish river beside Blackwater Refuge

    Paddle a brackish river beside Blackwater Refuge
    4.9 • 556 reviews
    $34/ kayak
    Canoe Rental on Little Blackwater River
    Canoeing

    Canoe Rental on Little Blackwater River

    Paddle a brackish waterway beside Blackwater Refuge

    Paddle a brackish waterway beside Blackwater Refuge
    4.9 • 556 reviews
    $39/ canoe
    1-8 Hour Paddleboard Rental on Little Blackwater River
    Stand Up Paddle Boarding

    1-8 Hour Paddleboard Rental on Little Blackwater River

    Paddle the Little Blackwater River and watch for wildlife along its banks

    Paddle the Little Blackwater River and watch for wildlife along its banks
    4.9 • 556 reviews
    $34/ paddleboard
    Cambridge 4- or 8-Hour Kayak, Canoe & SUP Rental
    Kayaking Tours

    Cambridge 4- or 8-Hour Kayak, Canoe & SUP Rental

    Paddle Dorchester County waterways with equipment delivered to your location

    Paddle Dorchester County waterways with equipment delivered to your location
    4.9 • 556 reviews
    $135/ equipment
    Assateague Island Wildlife Kayak Tour
    Kayaking Tours

    Assateague Island Wildlife Kayak Tour

    Paddle Assateague backwaters with hands-on wildlife discovery

    Paddle Assateague backwaters with hands-on wildlife discovery
    4.7 • 326 reviews
    $65/ person
    2-Hour Assateague Island Watersports Rental
    Kayaking Tours

    2-Hour Assateague Island Watersports Rental

    Paddle calm back bays with route guidance for the day

    Paddle calm back bays with route guidance for the day
    4.7 • 326 reviews
    $34& up
    123

    Travel guides for Water Activities

    13 Stunning Beaches in Florida With Clear Water You Need to Visit
    Best of Florida • 2026

    13 Stunning Beaches in Florida With Clear Water You Need to Visit

    Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide
    Best of Florida • 2026

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.