TOP 10 Best Maine sailing holidays in Maine

Sail Me is a premier travel agency located at 88 Perkins Cove Road in the picturesque town of Ogunquit, Maine, United States. Specializing in unique and unforgettable sailing experiences, Sail Me offers a wide range of services including private charters, group tours, and customized itineraries. Whether you're looking to explore the stunning coastline of Maine or embark on a romantic sunset cruise, Sail Me has something for every traveler. With a team of experienced and knowledgeable staff members, Sail Me is committed to providing exceptional service and creating memories that will last a lifetime. Book your next sailing adventure with Sail Me and set sail on the journey of a lifetime.

Nautilus Sailing Company is a premier travel agency located at 1 Marina Way in Portland, Maine, United States. Specializing in sailing adventures, our experienced team of experts can help you plan the perfect sailing excursion. Whether you're a seasoned sailor or a beginner looking to learn the ropes, Nautilus Sailing Company offers a range of services to meet your needs. From private charters to group sailing trips, we are dedicated to providing unforgettable experiences on the open water. Contact us today to start planning your next sailing adventure with Nautilus Sailing Company.

Silverlining Sailing Cruises is a premier travel agency located at 80 Perkins Cove Road in the picturesque town of Ogunquit, Maine. Specializing in unforgettable sailing experiences, our institution offers a range of cruises that showcase the stunning coastline of Maine. Whether you're looking for a relaxing sunset sail or an adventurous day trip, Silverlining Sailing Cruises has something for everyone. Our experienced crew and luxurious vessels ensure a safe and enjoyable journey for all passengers. Come aboard and let us show you the beauty of the Maine coast from a whole new perspective.

Sail The Gift is a premier travel agency located in the picturesque town of Ogunquit, Maine. Situated at 76 Perkins Cove Road, our agency specializes in creating unforgettable sailing experiences for our clients. Whether you're looking to explore the beautiful coastline of Maine or embark on a luxurious yacht charter, Sail The Gift has you covered. Our team of experienced travel experts is dedicated to providing top-notch service and creating customized itineraries to suit your needs. Come sail away with us and let us help you create memories that will last a lifetime.

RippleSmith Sailing is a premier travel agency located at 29 Kenyon Road in the picturesque coastal town of Phippsburg, Maine. Specializing in sailing adventures, RippleSmith offers a wide range of services including yacht charters, sailing lessons, and guided tours. Whether you are a seasoned sailor or a beginner looking to experience the thrill of the open sea, RippleSmith Sailing has something for everyone. Immerse yourself in the beauty of Maine's rugged coastline and set sail with RippleSmith for an unforgettable nautical experience.

BHYC Sailing School is a premier institution located at 156 Western Avenue in Boothbay Harbor, Maine, United States. Our school offers top-notch sailing education for students of all levels, from beginners to advanced sailors. With experienced instructors and state-of-the-art facilities, we provide a safe and enjoyable learning environment for all. Join us at BHYC Sailing School and embark on a thrilling journey on the open waters.

Maine Sailing Adventures offers unforgettable sailing experiences along the beautiful coast of Maine. Located at 56 Commercial Street in Portland, our experienced captains and crew are dedicated to providing guests with a safe and enjoyable journey on the water. Whether you're looking for a relaxing sunset cruise, a hands-on sailing lesson, or a multi-day sailing expedition, we have a variety of options to suit your needs. Come aboard and discover the magic of sailing in Maine with Maine Sailing Adventures.

Topsail Sailing is a premier tourist attraction and travel agency located at 125 Atlantic Avenue in Boothbay Harbor, Maine. Offering unforgettable sailing experiences along the beautiful coast of Maine, Topsail Sailing provides guests with the opportunity to explore the stunning waters of the Atlantic Ocean. Whether you are looking for a relaxing sunset cruise or an exciting sailing adventure, Topsail Sailing has something for everyone. With experienced captains and top-of-the-line sailboats, this institution is the perfect destination for those looking to experience the beauty of Maine from the water.

Sail Capricia is a renowned travel agency located at 125 Atlantic Avenue in Boothbay Harbor, Maine, United States. Specializing in luxury yacht charters and sailing vacations, Sail Capricia offers unparalleled experiences for those seeking adventure on the open seas. With a team of experienced professionals, they provide personalized service and expert guidance to ensure each client's journey is unforgettable. Whether you are looking to explore the coast of Maine or set sail for exotic destinations around the world, Sail Capricia is your go-to agency for all things nautical. Book your next sailing adventure with Sail Capricia and set course for the trip of a lifetime.

Wild Goose Sailing Adventures is a travel agency located at 148 South Freeport Road in Freeport, Maine, United States. Specializing in sailing excursions, they offer unique and unforgettable experiences out on the open water. Whether you are a seasoned sailor or a novice looking to try something new, Wild Goose Sailing Adventures has something for everyone. Join them for a day trip, a weekend getaway, or a longer expedition and discover the beauty of the Maine coast from a whole new perspective. With experienced captains and top-of-the-line equipment, you can trust that you are in good hands with Wild Goose Sailing Adventures. Book your next sailing adventure today and set sail on an experience you will never forget.

You Regatta is a premier clothing store located at 400 U.S. 1 in Falmouth, Maine. Specializing in nautical-inspired fashion, our store offers a wide selection of high-quality clothing for men and women. From stylish sailing gear to casual beach attire, You Regatta has everything you need to look your best while out on the water or enjoying a day at the beach. Our friendly staff is dedicated to providing exceptional customer service and helping you find the perfect outfit for any occasion. Visit us today and discover why You Regatta is the go-to destination for all your nautical fashion needs.

Casco Bay Custom Charters, located at 14 Ocean Street in South Portland, Maine, invites you to embark on an unforgettable journey through the splendor of Casco Bay. Our customizable private boat charters and tours offer a unique perspective of Maine's coastal beauty. For over a decade, we have been providing personalized experiences that showcase the region's landscapes, lighthouses, and culinary delights. Our experienced crews are passionate about sharing their knowledge and love for Maine, ensuring that each voyage is not only enjoyable but truly memorable. Whether you are looking for an intimate cruise for up to 6 guests on a vintage lobster boat or a larger gathering of up to 16, we offer exclusive charters tailored to your preferences.

Sea Escape Cottages & Charters is a charming lodging institution located at 23 Sea Escape Lane in the picturesque town of Harpswell, Maine. Nestled along the scenic coast of the United States, this tranquil retreat offers cozy cottages with breathtaking ocean views. Guests can enjoy a peaceful stay surrounded by nature, with the option to book private charters for unforgettable adventures at sea. Whether you're seeking a relaxing getaway or an exciting maritime experience, Sea Escape Cottages & Charters is the perfect destination for your next vacation.

Cap'n Fish's Cruises is a renowned travel agency located at 42 Commercial Street in Boothbay Harbor, Maine. Offering a variety of exciting and memorable cruises, this institution is the perfect destination for those looking to explore the beautiful coast of Maine. Whether you're interested in whale watching, lobster tours, or sunset cruises, Cap'n Fish's Cruises has something for everyone. With experienced captains and knowledgeable guides, you can rest assured that your experience will be both safe and informative. Come aboard and embark on an unforgettable journey with Cap'n Fish's Cruises.

Portland Schooner Co. is a premier travel agency located at the Maine State Pier in Portland, Maine. Specializing in sailing adventures, they offer unique and unforgettable experiences aboard their historic schooners. Whether you're looking for a romantic sunset cruise or a fun-filled day trip with family and friends, Portland Schooner Co. has something for everyone. Set sail with them and explore the stunning coastline of Maine while enjoying top-notch service and hospitality. Book your next sailing excursion with Portland Schooner Co. for a truly memorable and exciting adventure on the water.

Nautica is a renowned clothing store located at 360 U.S. 1 in Kittery, Maine. Known for its high-quality nautical-inspired fashion, Nautica offers a wide range of clothing and accessories for men, women, and children. From stylish swimwear and outerwear to classic polo shirts and casual attire, Nautica is the go-to destination for those seeking timeless, maritime-inspired fashion. Visit Nautica in Kittery to shop the latest trends and elevate your wardrobe with a touch of seaside charm.

The Mooring, located at 117 Bayville Road in Boothbay Harbor, Maine, is a historic lodging institution with a rich family history. Built in 1898 by great-grandfather Joshua Dill, this spacious cottage exemplifies the classic shingle style vacation homes popular in the early 20th century. Situated at the head of Linekin Bay, guests can enjoy stunning views from the wrap-around porch, where they can witness the bustling activity on the bay throughout the day. From the early morning lobstermen pulling traps to boaters heading out for picnics or lunch in Boothbay Harbor, there is always something happening on the bay. Sailors, kayakers, and wave boarders can be seen enjoying the waters, while families with young children splash and play on the public beach. As the sun sets, vacationers return from their day's adventures, preparing for evening drinks on the porch or a clambake on the rocks.

Tropical Caribbean LLC is a vibrant and welcoming food and grocery store located at 655 Post Road in Wells, Maine. Step into our store and be transported to the sunny shores of the Caribbean with our wide selection of tropical fruits, spices, and specialty products. Whether you are looking for fresh produce, authentic Caribbean snacks, or unique ingredients to spice up your meals, Tropical Caribbean LLC has everything you need. Our friendly staff is always ready to help you find exactly what you are looking for. Come visit us and bring a taste of the tropics home with you!

Sea Turtle Coastal Cruises, located at 2 Harbour Lane in Kennebunk, Maine, is a travel agency offering private sailboat charters aboard the sailing catamaran Sea Turtle. Escape the crowds and enjoy a relaxing cruise along the stunning Maine coast with up to six of your closest friends or family members. Our intimate cruises provide a more personalized experience compared to larger cruise ships, allowing you to truly unwind and take in the beauty of the ocean. Book your sailing adventure with Sea Turtle Coastal Cruises and create unforgettable memories on the water.

CruiseMaine is a premier travel agency located at 424 Fore Street in Portland, Maine. Specializing in cruises along the beautiful coast of Maine, CruiseMaine offers a wide range of cruise options to explore the stunning landscapes and charming towns of the region. Whether you're looking for a relaxing coastal getaway or an adventurous sailing experience, CruiseMaine can help you plan the perfect cruise vacation. With expert guidance and personalized service, CruiseMaine is your go-to agency for unforgettable cruise adventures in Maine.