We're here to help
    Book online or call (650) 414-7338
    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

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    We're here to help
    Book online or call (650) 414-7338
    Ask AIAI
    Ask AIAI

    Best results for Hyannis MA

    Showing 121-144 of 167 results
    Kayak Rentals at State Beach, Oak Bluffs
    Kayak Rentals

    Kayak Rentals at State Beach, Oak Bluffs

    Explore Sengekontacket Pond from State Beach with stable kayaks and a quick on-water intro

    Explore Sengekontacket Pond from State Beach with stable kayaks and a quick on-water intro
    $56/ kayak
    Beginner Paddleboard Tour on Martha's Vineyard
    Stand Up Paddle Boarding

    Beginner Paddleboard Tour on Martha's Vineyard

    Learn SUP basics with instruction and gear as you explore calm waters with a guide

    Learn SUP basics with instruction and gear as you explore calm waters with a guide
    $80/ sup
    24-Hour Kayak Rental
    Kayak Rentals

    24-Hour Kayak Rental

    Reserve your kayak online and enjoy a full day on the water with included gear and basic instruction

    Reserve your kayak online and enjoy a full day on the water with included gear and basic instruction
    $90/ kayak
    Kids Kayak & Paddleboard Tour Series in Oak Bluffs
    Kayaking Tours

    Kids Kayak & Paddleboard Tour Series in Oak Bluffs

    Build kayaking and paddleboard skills on a 4-day kids series at Sengekontacket Pond

    Build kayaking and paddleboard skills on a 4-day kids series at Sengekontacket Pond
    $292/ person
    Oak Bluffs 1.5-Hour Private Kayak Lesson
    Kayaking Tours

    Oak Bluffs 1.5-Hour Private Kayak Lesson

    Build paddling skills at any level with a private lesson

    Build paddling skills at any level with a private lesson
    $159/ kayak
    24-Hour Paddleboard Rental in Oak Bluffs
    Stand Up Paddle Boarding

    24-Hour Paddleboard Rental in Oak Bluffs

    Rent a paddleboard for 24 hours at State Beach in Oak Bluffs

    Rent a paddleboard for 24 hours at State Beach in Oak Bluffs
    $84/ SUP
    4-Hour Sea Kayaking Tour In Martha's Vineyard
    Kayaking Tours

    4-Hour Sea Kayaking Tour In Martha's Vineyard

    Paddle open-ocean routes to remote spots with guides on Martha’s Vineyard

    Paddle open-ocean routes to remote spots with guides on Martha’s Vineyard
    $186/ kayak
    Sunrise Kayak & SUP Tour in Oak Bluffs
    Kayaking Tours

    Sunrise Kayak & SUP Tour in Oak Bluffs

    Paddle at sunrise with breakfast and coffee included

    Paddle at sunrise with breakfast and coffee included
    $85/ kayak
    Kids Kayak Adventure Tour in Oak Bluffs
    Kayaking Tours

    Kids Kayak Adventure Tour in Oak Bluffs

    Build kayak skills with guided games and exploration for kids

    Build kayak skills with guided games and exploration for kids
    $101/ person
    Paddle Board Fitness Class in Oak Bluffs
    Stand Up Paddle Boarding

    Paddle Board Fitness Class in Oak Bluffs

    Start your day with a beginner-friendly paddle board fitness class

    Start your day with a beginner-friendly paddle board fitness class
    $53
    Martha's Vineyard Private Tour: Cliffs & Villages
    Private Guided ToursUp to 11

    Martha's Vineyard Private Tour: Cliffs & Villages

    Discover Martha’s Vineyard’s iconic cliffs and villages on a flexible private tour.

    Discover Martha’s Vineyard’s iconic cliffs and villages on a flexible private tour.
    $550
    Edgartown Private Sunset Cruise with Cocktails
    Private Boat ChartersUp to 18

    Edgartown Private Sunset Cruise with Cocktails

    Savor sunset views around Cape Cod and Martha's Vineyard on an exclusive evening cruise for your group

    Savor sunset views around Cape Cod and Martha's Vineyard on an exclusive evening cruise for your group
    5.0 • 218 reviews
    $2,595
    Private 3-Hour Morning Cruise in Wellfleet Harbor
    Private Boat ToursUp to 6

    Private 3-Hour Morning Cruise in Wellfleet Harbor

    Start your day with a private 3-hour cruise to secluded beaches and tidal islands around Wellfleet Harbor.

    Start your day with a private 3-hour cruise to secluded beaches and tidal islands around Wellfleet Harbor.
    5.0 • 60 reviews
    $689
    Private 3-Hour Day Cruise in Wellfleet, MA
    Private Boat ChartersUp to 6

    Private 3-Hour Day Cruise in Wellfleet, MA

    Discover remote beaches and swim in secluded waters during a customizable private charter for up to six guests.

    Discover remote beaches and swim in secluded waters during a customizable private charter for up to six guests.
    5.0 • 60 reviews
    $689
    Private 2Hr Sunset Sail with BYOB & 6 Guest Max
    Private Boat ChartersUp to 6

    Private 2Hr Sunset Sail with BYOB & 6 Guest Max

    Catch Cape Cod’s vibrant evening colors on a private charter for up to six guests with BYO food and drinks.

    Catch Cape Cod’s vibrant evening colors on a private charter for up to six guests with BYO food and drinks.
    5.0 • 60 reviews
    $689
    19' Sailboat Rental in Nantucket for 2 Hours
    Boat RentalsUp to 3

    19' Sailboat Rental in Nantucket for 2 Hours

    Enjoy a two-hour self-guided sail aboard a stable Rhodes 19 from Jetties Sailing Center

    Enjoy a two-hour self-guided sail aboard a stable Rhodes 19 from Jetties Sailing Center
    5.0 • 2 reviews
    $175
    Learn to Sail with Personal Coach in Nantucket
    Sailing

    Learn to Sail with Personal Coach in Nantucket

    Build confidence on the water with a dedicated instructor and custom coaching for up to three sailors

    Build confidence on the water with a dedicated instructor and custom coaching for up to three sailors
    5.0 • 2 reviews
    $265
    Nantucket Harbor Kayak & Paddleboard Rentals
    Stand Up Paddle Boarding

    Nantucket Harbor Kayak & Paddleboard Rentals

    Glide across Nantucket Harbor on your choice of kayak or paddleboard

    Glide across Nantucket Harbor on your choice of kayak or paddleboard
    5.0 • 2 reviews
    $40
    Private 1.5Hr Kids Sailing Lesson in Nantucket
    Private Boat ChartersUp to 3

    Private 1.5Hr Kids Sailing Lesson in Nantucket

    Learn essential sailing skills in a personalized 1.5-hour session for kids aged 5–12

    Learn essential sailing skills in a personalized 1.5-hour session for kids aged 5–12
    5.0 • 2 reviews
    $212
    1-Hour Toddler Sailing Lesson at Jetties Beach
    Sailing

    1-Hour Toddler Sailing Lesson at Jetties Beach

    Introduce your toddler to sailing with a 1-hour instructor-led lesson

    Introduce your toddler to sailing with a 1-hour instructor-led lesson
    5.0 • 2 reviews
    $133
    4-Hour Private Inshore Fishing Charter in Nantucket
    Private Fishing ChartersUp to 6

    4-Hour Private Inshore Fishing Charter in Nantucket

    Book a spacious, stable 30' custom boat for an inshore fishing trip for up to 6 anglers

    Book a spacious, stable 30' custom boat for an inshore fishing trip for up to 6 anglers
    5.0 • 66 reviews
    $1,219
    30' Private Inshore Fishing Charter in Nantucket
    Private Fishing ChartersUp to 6

    30' Private Inshore Fishing Charter in Nantucket

    Fish Nantucket inshore waters on a spacious, stable 30' custom boat built for up to six anglers

    Fish Nantucket inshore waters on a spacious, stable 30' custom boat built for up to six anglers
    5.0 • 66 reviews
    $1,219/ boat
    4-Hour Private Inshore Fishing Charter in Nantucket
    Private Fishing ChartersUp to 4

    4-Hour Private Inshore Fishing Charter in Nantucket

    Fish inshore on a 23' center console skiff built for comfortable rod room and a smooth ride

    Fish inshore on a 23' center console skiff built for comfortable rod room and a smooth ride
    5.0 • 66 reviews
    $928
    Learn to Fly Above Water on an eFoil in Nantucket
    Surfing Lessons

    Learn to Fly Above Water on an eFoil in Nantucket

    Learn to ride an electric hydrofoil with expert instruction in Nantucket

    Learn to ride an electric hydrofoil with expert instruction in Nantucket
    5.0 • 41 reviews
    $770& up
    1234567