TOP 10 Best Unique travel experiences in Orleans, Massachusetts

SUPfari Adventures Cape Cod is a premier stand-up paddleboarding institution located at 45 Arey's Lane in Orleans, Massachusetts. With stunning views of Cape Cod's picturesque coastline, our experienced instructors offer guided paddleboard tours and lessons for all skill levels. Whether you're a beginner looking to learn the basics or an experienced paddler seeking a new adventure, SUPfari Adventures Cape Cod has something for everyone. Join us for a unique and unforgettable experience on the water!

Located at 29 Main Street in Orleans, Massachusetts, WeNeedaVacation.com is a premier institution offering lodging, real estate, and travel services. Specializing in vacation rentals on Cape Cod, Martha's Vineyard, and Nantucket since 1997, we provide a wide range of options for travelers looking to explore the beautiful beaches, natural landscapes, and unique history of these iconic destinations. From historic Plymouth to the tip of Provincetown, the Cape offers an unparalleled combination of beauty and fun activities. Martha's Vineyard Island boasts six charming towns and 110 square miles of natural beauty, while Nantucket features a preserved main town surrounded by picturesque seaside communities. We offer flexible-length plans with no hidden fees or commissions, guaranteeing booking results and providing personalized services and resources for our members. As the go-to rental site for the Cape & Islands, WeNeedaVacation.com ensures a memorable and stress-free vacation experience. For added protection, travelers can also obtain instant travel insurance quotes through our website.

Kent's Point is a picturesque park and tourist attraction located at 40 Keziahs Lane in Orleans, Massachusetts, United States. Situated in a peaceful and natural setting, this institution offers visitors a chance to explore the beauty of Cape Cod's landscape. With walking trails, scenic views, and opportunities for birdwatching, Kent's Point is the perfect destination for nature lovers and outdoor enthusiasts. Whether you're looking to relax and unwind or embark on an adventure, this hidden gem is sure to captivate and inspire all who visit.

Welcome to An English Garden Bed & Breakfast, located at 32 Inman Road in Dennis, Massachusetts, United States. Our charming lodging institution offers a cozy and comfortable stay for guests looking to relax and unwind on Cape Cod. In the main inn, we have 9 guest rooms, each featuring a queen bed, private bathroom, climate control, and TV. Guests can enjoy the ocean views from their private balconies or decks, with some rooms overlooking our beautiful gardens in full bloom during late spring and early summer. Children under 8 years old are not allowed in guest rooms, which are accessible via stairs and sleep two guests comfortably. Complimentary breakfast is served in season from May to October.

Nauset Rental is a real estate and travel agency located at 56 Main Street in Orleans, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences at Nauset Rental properties, praising the beautiful locations, amenities such as games and music systems, and the excellent customer service provided by owner Kent. With private beach access and stunning views, guests have enjoyed the peaceful and secluded atmosphere of the neighborhoods while still being close to activities and attractions.

Abroad is a charming restaurant located at 89 Old Colony Way in Orleans, Massachusetts. Offering a unique dining experience, Abroad serves up delicious international cuisine in a cozy and inviting atmosphere. With a menu that features a variety of dishes from around the world, guests can enjoy flavors and ingredients from different cultures without ever leaving their table. Whether you're craving Italian pasta, Asian stir-fry, or Mexican tacos, Abroad has something for everyone to enjoy. Come dine with us and let your taste buds travel abroad!

Welcome to Frisbie's Dairy Barn Homemade Ice Cream, proudly voted the best ice cream in town! Nestled at 429 South Washington Street, North Attleborough, Massachusetts, our charming shop is a must-visit for ice cream enthusiasts and dessert lovers alike. As a beloved local food store, we take immense pride in crafting our ice cream fresh daily, ensuring every scoop is a delightful experience. At Frisbie’s, we believe that every ice cream flavor is fantastic, but we also know that everyone has their favorites. That's why we offer a diverse range of flavors, each crafted with love and the finest ingredients. From our iconic Blue Vanilla Ice Cream with Oreos and Chocolate Chip Cookies, to the rich and indulgent Chocolate Ice Cream that satisfies all your chocolate cravings, there's something for everyone. Our unique combinations, like the smooth Coconut Ice Cream with Chocolate Chunks and Almonds, are sure to become your new favorites.

Rock Harbor Village Co is a charming institution located at 9 Main Street in Orleans, Massachusetts. This cozy village offers a unique blend of shops, restaurants, and services, making it a popular destination for both locals and tourists alike. With its picturesque surroundings and friendly atmosphere, Rock Harbor Village Co is the perfect place to shop, dine, and relax in the heart of Cape Cod. Visit us today and experience all that we have to offer!

Captain's Walk is a premier real estate and travel agency located at 82 Captain Linnell Road in the charming town of Orleans, Massachusetts. Specializing in luxury properties and unforgettable travel experiences, Captain's Walk offers unparalleled service and expertise to help you find your dream home or plan the perfect getaway. Whether you're looking to buy or sell a property, or seeking a unique travel adventure, Captain's Walk is dedicated to providing exceptional service and personalized attention to meet all of your needs. Visit us today and let us help you navigate your next real estate or travel journey with ease and confidence.

Nauset Rental is a real estate and travel agency located at 3 Main Street in Eastham, Massachusetts. Specializing in Lower and Mid Cape Rentals in towns such as Orleans, Chatham, Harwich, Brewster, and Dennis, Nauset Rental offers secure online payments, damage and travel insurance, and is locally owned and operated with proper licensing and insurance. Guests have raved about their experiences staying at Nauset Rental properties, praising the lovely houses and locations, short walks to beautiful beaches, and amenities such as games and music systems. The owner, Kent, has been described as a joy to work with, accommodating last-minute bookings and even welcoming guests with pets. The properties offer private beach access, stunning views, and a quiet, secluded neighborhood close to activities.

Weekend is a stylish clothing store located at 217 Main Street in Orleans, Massachusetts. Curated by Mari Porcari, this upscale lifestyle boutique offers a carefully selected collection of items that are sure to delight and inspire. From small keepsakes to stunning textiles, Weekend has that special piece you've been searching for. Whether you're looking for a new summer dress or a unique accessory, you'll find it at Weekend. Conveniently situated on the way to Nauset Beach, Weekend is a must-visit destination for fashion-forward individuals in the area.

Bourbon Street is a vibrant and lively restaurant located at 417 Washington Street in the heart of Boston, Massachusetts. This institution brings the flavors and vibes of New Orleans to the Northeast, offering a unique dining experience that combines traditional Southern cuisine with a modern twist. Guests can enjoy delicious dishes such as gumbo, jambalaya, and po'boys, all served in a casual and inviting atmosphere. With its extensive bourbon selection and live music performances, Bourbon Street is the perfect spot to unwind and enjoy a taste of the South in the bustling city of Boston.

JB Journeys is a premier travel agency located at 60 Old Colony Way in Orleans, Massachusetts. Our team of experienced travel experts is dedicated to creating unforgettable journeys for our clients. Whether you're looking to book a relaxing beach vacation, an adventurous safari, or a cultural tour of Europe, we have the expertise to make your travel dreams a reality. Contact us today to start planning your next amazing journey with JB Journeys.