Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Middleborough MA

    Best 85 things to do in Middleborough, MA

    Showing 25-48 of 85 results
    Sunset Kayak Tour in Cape Cod
    Kayaking Tours

    Sunset Kayak Tour in Cape Cod

    Paddle Popponesset and Ockway bays at sunset with an ACA-certified guide

    Paddle Popponesset and Ockway bays at sunset with an ACA-certified guide
    4.9 • 456 reviews
    $182/ kayak
    Cape Cod 2-Hour Guided Kayak Tour
    Kayaking Tours

    Cape Cod 2-Hour Guided Kayak Tour

    Paddle Cape Cod’s barrier beaches with an ACA-certified guide

    Paddle Cape Cod’s barrier beaches with an ACA-certified guide
    4.9 • 456 reviews
    $149/ kayak
    Sunset Paddleboard Tour in Cape Cod
    Paddleboarding

    Sunset Paddleboard Tour in Cape Cod

    Paddle into a Cape Cod sunset with an ACA-certified guide

    Paddle into a Cape Cod sunset with an ACA-certified guide
    4.9 • 456 reviews
    $110/ person
    2-Hour Scorton Creek Guided Kayak Nature Tour
    Kayaking Tours

    2-Hour Scorton Creek Guided Kayak Nature Tour

    Paddle Scorton Creek with an ACA-certified guide, with routes picked for the tides

    Paddle Scorton Creek with an ACA-certified guide, with routes picked for the tides
    4.9 • 456 reviews
    $182/ kayak
    Beginner Paddleboarding Lesson
    Paddleboarding

    Beginner Paddleboarding Lesson

    Learn paddleboarding basics with an ACA certified guide

    Learn paddleboarding basics with an ACA certified guide
    4.9 • 456 reviews
    $110/ person
    8-Hour East Sandwich Kayak & Paddleboard Rental
    Paddleboarding

    8-Hour East Sandwich Kayak & Paddleboard Rental

    Pick up at Scorton Creek and paddle Cape Cod at your own pace

    Pick up at Scorton Creek and paddle Cape Cod at your own pace
    4.9 • 456 reviews
    $88/ kayak
    Kayak & Paddleboard Rental on Lawrence Pond
    Paddleboarding

    Kayak & Paddleboard Rental on Lawrence Pond

    Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental

    Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental
    4.9 • 456 reviews
    $54/ kayak
    1-Hour Kayak & Paddleboard Rental in Mashpee
    Paddleboarding

    1-Hour Kayak & Paddleboard Rental in Mashpee

    Paddle Popponesset Bay with a 1-hour kayak or paddleboard rental

    Paddle Popponesset Bay with a 1-hour kayak or paddleboard rental
    4.9 • 456 reviews
    $57/ kayak
    2-Hour Bike Rental in Falmouth
    Bike Rentals

    2-Hour Bike Rental in Falmouth

    Reserve a 2-hour bike rental with complimentary cruisers for AutoCamp guests

    Reserve a 2-hour bike rental with complimentary cruisers for AutoCamp guests
    4.9 • 456 reviews
    $28/ bike
    Explore Falmouth With an 8-Hour Bike Rental
    Bike Rentals

    Explore Falmouth With an 8-Hour Bike Rental

    Pick up a bike at AutoCamp and ride Cape Cod for 8 hours

    Pick up a bike at AutoCamp and ride Cape Cod for 8 hours
    4.9 • 456 reviews
    $45/ bike
    Cape Cod Canal 4-Hour Bike Rental
    Bike Rentals

    Cape Cod Canal 4-Hour Bike Rental

    Ride the Cape Cod Canal on your own schedule with a 4-hour bike rental

    Ride the Cape Cod Canal on your own schedule with a 4-hour bike rental
    4.9 • 456 reviews
    $29/ bike
    Private 1.5-Hour Cape Cod Family Kayak Tour
    Kayaking Tours

    Private 1.5-Hour Cape Cod Family Kayak Tour

    Private family kayak lesson with ACA (American Canoe Association) certified guides

    Private family kayak lesson with ACA (American Canoe Association) certified guides
    4.9 • 456 reviews
    $149/ kayak
    8-Hour Kayak & Paddleboard Rental in Mashpee
    Paddleboarding

    8-Hour Kayak & Paddleboard Rental in Mashpee

    Pick up at Popponesset Bay and paddle at your own pace—off the water by 5:30 PM

    Pick up at Popponesset Bay and paddle at your own pace—off the water by 5:30 PM
    4.9 • 456 reviews
    $96/ kayak
    24-Hour Kayak, Paddleboard & Bike Rental In Cape Cod
    Bike Rentals

    24-Hour Kayak, Paddleboard & Bike Rental In Cape Cod

    Rent kayaks, paddleboards, and bikes with delivery and pickup across Cape Cod

    Rent kayaks, paddleboards, and bikes with delivery and pickup across Cape Cod
    4.9 • 456 reviews
    $40& up
    Paddleboard Scorton Creek Guided Tour
    Stand Up Paddle Boarding

    Paddleboard Scorton Creek Guided Tour

    Stand-up paddleboard tour up Scorton Creek with an ACA Certified guide

    Stand-up paddleboard tour up Scorton Creek with an ACA Certified guide
    4.9 • 456 reviews
    $110/ person
    2-Hour Stand-Up Paddleboard Tour on Popponesset River
    Stand Up Paddle Boarding

    2-Hour Stand-Up Paddleboard Tour on Popponesset River

    Beginner stand-up paddleboard tour with ACA-certified guidance

    Beginner stand-up paddleboard tour with ACA-certified guidance
    4.9 • 456 reviews
    $110/ person
    Full Moon Kayak Tour On Popponesset Bay
    Kayaking Tours

    Full Moon Kayak Tour On Popponesset Bay

    Paddle Popponesset Bay at sunset and into the full moonlight

    Paddle Popponesset Bay at sunset and into the full moonlight
    4.9 • 456 reviews
    $149/ kayak
    Falmouth 3-Hour Kayak & Paddleboard Rental
    Kayaking Tours

    Falmouth 3-Hour Kayak & Paddleboard Rental

    Explore Falmouth waters at your own pace

    Explore Falmouth waters at your own pace
    4.9 • 456 reviews
    $85/ equipment
    Cape Cod Shining Sea Guided Bike Tour
    Bike Tours

    Cape Cod Shining Sea Guided Bike Tour

    Ride Cape Cod’s coastal bike path with ocean views and local history

    Ride Cape Cod’s coastal bike path with ocean views and local history
    4.9 • 456 reviews
    $109/ person
    1-Hour Kayak & Paddleboard Rental in Falmouth
    Kayaking Tours

    1-Hour Kayak & Paddleboard Rental in Falmouth

    Explore Cape Cod waters at your own pace

    Explore Cape Cod waters at your own pace
    4.9 • 456 reviews
    $57/ equipment
    Beginner Kayak Lesson in Sandwich
    Kayaking Tours

    Beginner Kayak Lesson in Sandwich

    Build foundational paddling skills with an ACA-certified guide

    Build foundational paddling skills with an ACA-certified guide
    4.9 • 456 reviews
    $110/ person
    4-Hour Sailing Lesson on Narragansett Bay
    Sailing

    4-Hour Sailing Lesson on Narragansett Bay

    Practice sailing skills with an instructor on Narragansett Bay

    Practice sailing skills with an instructor on Narragansett Bay
    4.9 • 70 reviews
    $201/ person
    2-Hour Private Sunset Sailing Cruise in Narragansett Bay
    Sailing

    2-Hour Private Sunset Sailing Cruise in Narragansett Bay

    Private sunset sail for up to 4 on Narragansett Bay

    Private sunset sail for up to 4 on Narragansett Bay
    4.9 • 70 reviews
    $159
    3-Hour Private Great White Shark Tour on Cape Cod
    Boat Tours

    3-Hour Private Great White Shark Tour on Cape Cod

    Cruise Cape Cod’s outer beaches with a spotter pilot to look for great white sharks

    Cruise Cape Cod’s outer beaches with a spotter pilot to look for great white sharks
    $1,908
    1234