TOP 30 Best Luxury travel in Annapolis, Maryland

Annapolis Sailing Adventures is a premier travel agency located in Annapolis, Maryland, United States. We offer a variety of sailing experiences, including private charters, sunset cruises, and sailing lessons. Our experienced captains will take you on a memorable journey on the beautiful Chesapeake Bay. Whether you are a seasoned sailor or a beginner looking to learn the ropes, Annapolis Sailing Adventures has something for everyone. Come aboard and experience the thrill of sailing in one of the most scenic locations in the United States.

Waypoints Annapolis is a premier travel agency located in the heart of Annapolis, Maryland. Situated at 222 Severn Avenue, our agency specializes in creating unforgettable travel experiences for our clients. Whether you're looking to plan a romantic getaway, a family vacation, or a business trip, our team of experienced travel experts is here to help. From booking flights and accommodations to arranging tours and activities, we take care of all the details so you can relax and enjoy your journey. Trust Waypoints Annapolis to guide you to your next adventure.

Visit Annapolis & Anne Arundel County is a premier tourist attraction and travel agency located at 26 West Street in Annapolis, Maryland, United States. This institution offers a wide range of services to help visitors explore and experience the beauty and charm of Annapolis and Anne Arundel County. From guided tours of historic sites and museums to booking accommodations and dining reservations, Visit Annapolis & Anne Arundel County is your one-stop destination for all things travel-related in this picturesque region. Whether you're a history buff, outdoor enthusiast, or foodie, this institution has something for everyone to enjoy during their visit to Annapolis and Anne Arundel County.

The Robert Johnson House is a charming and historic lodging option located in the heart of Annapolis, Maryland. This picturesque inn is part of the Historic Inns of Annapolis collection and offers guests a unique and unforgettable experience. Situated at 23 State Circle, the Robert Johnson House provides cozy accommodations in a beautifully preserved historic building. Guests can enjoy the perfect blend of modern amenities and old-world charm, making for a truly memorable stay in the heart of Annapolis. Whether you're visiting for business or pleasure, the Robert Johnson House is the perfect choice for your next trip to this historic city.

Annapolis Flyer Cab, located at 1125 West Street in Annapolis, Maryland, is the premier car service for the area. Offering luxurious ground transportation, Annapolis Flyer has a fleet of expertly maintained and elegant taxis to provide a world-class experience for both frequent and occasional travelers. The professional staff of drivers pride themselves on prompt and efficient service, ensuring a safe and expeditious arrival to your destination. Whether you are traveling to BWI airport, Reagan National Airport, or Washington Dulles International, Annapolis Flyer promises to take the stress out of travel by ensuring on-time arrival for your flight. Serving various areas in and around Annapolis, including Edgewater, Davidsonville, and Severna Park, Annapolis Flyer Cab is the perfect choice for a night out on the town or a day of sightseeing.

The Annapolis Waterfront Hotel, Autograph Collection is a luxurious lodging option located at 80 Compromise Street in the charming city of Annapolis, Maryland, United States. Situated right on the waterfront, this hotel offers stunning views of the Chesapeake Bay and the historic city skyline. With upscale amenities, elegant decor, and personalized service, guests can enjoy a relaxing and memorable stay in this picturesque setting. Perfect for both leisure and business travelers, the Annapolis Waterfront Hotel is the ideal choice for those looking for a unique and unforgettable experience in the heart of Annapolis.

Annapolis Taxi Service is a reliable and professional travel agency located at 2009 Harbour Gates Drive in Annapolis, Maryland. We provide top-notch taxi services to residents and visitors in the area, ensuring safe and comfortable transportation to any destination. Our experienced drivers are knowledgeable about the local area and strive to deliver excellent customer service. Whether you need a ride to the airport, a night out on the town, or just a quick trip across town, Annapolis Taxi Service is here to meet your transportation needs. Book your ride with us today and experience the convenience and quality service we have to offer.

The Westin Annapolis is a luxurious lodging institution located at 100 Westgate Circle in the historic city of Annapolis, Maryland, United States. With its modern amenities, elegant decor, and exceptional service, The Westin Annapolis offers guests a comfortable and relaxing stay in the heart of downtown Annapolis. Whether you are visiting for business or pleasure, this hotel provides a convenient location near popular attractions, shopping, and dining options. Experience a truly unforgettable stay at The Westin Annapolis.

Annapolis Water Taxi by Watermark offers a convenient and scenic way to explore the charming city of Annapolis, Maryland. Located at 1 Dock Street, this institution provides water taxi services for locals and tourists alike. Whether you're looking to enjoy a leisurely cruise on the water or need a quick and reliable transportation option, Annapolis Water Taxi by Watermark has you covered. Sit back, relax, and take in the stunning views of the city's historic waterfront as you travel from one destination to another. With experienced captains and a fleet of well-maintained boats, you can trust that your journey will be both safe and enjoyable. Don't miss the opportunity to experience Annapolis from a unique perspective with Annapolis Water Taxi by Watermark.

Crowne Plaza Annapolis, an IHG Hotel, is a luxurious lodging option located at 173 Jennifer Road in Annapolis, Maryland, United States. This upscale hotel offers modern amenities, elegant accommodations, and exceptional service for both business and leisure travelers. Guests can enjoy well-appointed rooms, a fitness center, on-site dining options, and convenient access to local attractions and businesses. Whether you're visiting Annapolis for work or pleasure, Crowne Plaza Annapolis provides a comfortable and convenient stay in the heart of this historic city.

DoubleTree by Hilton Annapolis is a luxurious lodging establishment located at 210 Holiday Court in the picturesque city of Annapolis, Maryland, United States. This elegant hotel offers modern amenities and comfortable accommodations, making it the perfect choice for both business and leisure travelers. Guests can enjoy delicious dining options, a fitness center, and a refreshing outdoor pool. With its convenient location near popular attractions and shopping destinations, DoubleTree by Hilton Annapolis is the ideal choice for a relaxing and enjoyable stay in this charming city.

Annapolis Accommodations is a premier real estate and travel agency located at 320 6th Street in the historic city of Annapolis, Maryland. We specialize in providing top-notch accommodations for visitors looking to experience all that this charming waterfront city has to offer. Whether you're looking for a cozy bed and breakfast, a luxurious waterfront rental, or a convenient downtown apartment, our team of experienced agents is here to help you find the perfect place to stay during your visit. Let us make your trip to Annapolis unforgettable with our personalized service and attention to detail. Contact us today to book your dream accommodations!

Annapolis Area Taxi Service is a reliable and professional transportation service located at 608 Admiral Drive in Annapolis, Maryland, United States. Our fleet of clean and well-maintained vehicles are available 24/7 to provide safe and efficient transportation to residents and visitors in the Annapolis area. Our experienced and friendly drivers are dedicated to ensuring a comfortable and pleasant ride to your destination. Whether you need a ride to the airport, a night out on the town, or just a quick trip across town, Annapolis Area Taxi Service is here to meet all of your transportation needs. Book a ride with us today and experience the convenience and reliability of our taxi service.

The O'Callaghan Annapolis Hotel is a cozy and charming lodging establishment located at 174 West Street in the historic city of Annapolis, Maryland. This elegant hotel offers comfortable accommodations and top-notch amenities for both business and leisure travelers. Guests can enjoy spacious rooms, a fitness center, a restaurant, and meeting facilities. The hotel's convenient location allows easy access to popular attractions, shopping, and dining options in the area. Whether you are visiting for business or pleasure, the O'Callaghan Annapolis Hotel provides a welcoming and relaxing atmosphere for your stay.

Sharp Travel International is a premier travel agency located in Lanham, Maryland. Our experienced team of travel experts is dedicated to providing exceptional service and personalized travel experiences to our clients. Whether you're looking to book a relaxing beach getaway, an adventurous safari, or a romantic European vacation, we have the knowledge and resources to make your dream trip a reality. Visit us at 9420 Annapolis Road and let us help you plan your next unforgettable journey.

Best Connection Travel Inc is a premier travel agency located at 1125 West Street in Annapolis, Maryland. We specialize in providing personalized travel services to our clients, ensuring that every trip is a seamless and unforgettable experience. Our team of experienced travel experts is dedicated to helping you plan the perfect vacation, whether it be a romantic getaway, family vacation, or business trip. From booking flights and accommodations to arranging tours and activities, we take care of all the details so you can relax and enjoy your travels. Visit us today and let us help you make the best connections for your next adventure.

Exploration Awaits Travel is a premier travel agency located on Chesterfield Road in Annapolis, Maryland. Our team of experienced travel experts is dedicated to helping you create unforgettable travel experiences, whether you're looking for a relaxing beach getaway, a thrilling adventure, or a cultural immersion. From booking flights and accommodations to arranging tours and activities, we handle all the details so you can focus on making memories. Let us help you explore the world and create the trip of a lifetime with Exploration Awaits Travel.

Z Flight Parasail and Watersports is a premier travel agency located at 300 Second Street in Annapolis, Maryland, United States. Offering the lowest price parasail flights in Marathon with no coupon code needed, Z Flight provides an unforgettable experience for guests. In Marathon, guests can enjoy scenic views of the island, wildlife, Sombreo Key Light, and more. In Annapolis, visitors can take in views of downtown Annapolis and the Naval Academy, with the option to venture out to the Thomas Point Lighthouse. With over 30 years of experience in the boating industry and a 100% safety record, Z Flight Watersports is the top choice for families and locals looking for a thrilling adventure on the water. Gift cards are available for purchase and can be used towards any Z Flight Watersports experience. Refunds are offered in case of trip cancellations due to weather or mechanical issues, with a 24-hour cancellation policy for individual bookings and a 7-day policy for group and private charters. Don't miss out on the opportunity to create cherished memories with Z Flight Parasail and Watersports.

Stahley Thompson Homes Monument Sotheby's International Realty is a prestigious real estate agency located at 209 Main Street in Annapolis, Maryland, United States. Specializing in luxury properties, their team of experienced agents provide exceptional service to clients looking to buy or sell homes in the area. With a reputation for excellence and a global network through Sotheby's International Realty, Stahley Thompson Homes Monument offers unparalleled expertise in the real estate market. Whether you are searching for your dream home or looking to list your property, their dedicated team is committed to providing the highest level of service and expertise. Visit their office today to explore the finest selection of homes in Annapolis and beyond.

Watermark Tours, Charters, Cruises is a premier tourist attraction and travel agency located at 1 Dock Street in the charming city of Annapolis, Maryland, United States. Offering a variety of tours, private charters, and scenic cruises, visitors can explore the historic waterfront and iconic sites of Annapolis from the water. With knowledgeable guides, luxurious vessels, and unforgettable experiences, Watermark Tours, Charters, Cruises is the perfect destination for those seeking to discover the beauty and history of this picturesque city. Whether you're looking for a relaxing cruise, a private charter for a special occasion, or a guided tour of Annapolis, this institution has something for every traveler.

Silk Road Antiques is a charming home goods store located in the heart of Annapolis, Maryland. Specializing in unique and exquisite antiques from along the historic Silk Road, this store offers a curated selection of furniture, decor, and artifacts that will add character and style to any home. Whether you're looking for a statement piece for your living room or a one-of-a-kind treasure to showcase in your dining room, Silk Road Antiques has something for every taste and style. Visit us at 53 Maryland Avenue and discover the beauty and history of the Silk Road in every corner of our store.

Located at 7795 Arundel Mills Boulevard in Hanover, Maryland, The Hotel at Arundel Preserve offers a luxurious and convenient lodging experience. With a free airport shuttle to BWI, easy access to Arundel Mills Mall, Baltimore, DC, and Annapolis, this hotel is perfect for both business and leisure travelers. Enjoy a 24-hour fitness center, indoor pool, and delicious dining options at George Martin’s Grillfire and Añejo Rose Cantina & Tequila Bar. Pet-friendly accommodations are available, complete with special amenities for your furry friend. The spacious guest rooms and suites are designed with custom finishes and luxe amenities for a comfortable stay. Upgrade to an Executive room or Premium guest room for additional perks. The suites feature a separate parlor room, work area, and two bathrooms for added luxury. Guests rave about the professional and welcoming staff, clean and comfortable rooms, and excellent customer service. Don't miss out on the opportunity to relax and unwind at The Hotel at Arundel Preserve.

Hilton Garden Inn Kent Island is a charming lodging institution located at 3206 Main Street in Grasonville, Maryland, United States. Situated on the picturesque Kent Island, this hotel offers comfortable accommodations and modern amenities for both leisure and business travelers. Guests can enjoy spacious rooms, on-site dining options, a fitness center, and a beautiful outdoor pool. The hotel's convenient location provides easy access to nearby attractions such as the Chesapeake Bay Bridge and historic downtown Annapolis. Whether you are visiting for a relaxing getaway or a productive business trip, Hilton Garden Inn Kent Island is the perfect choice for your stay.

Parole Shoe & Luggage Repair is a trusted establishment located at 2060 Somerville Road in Annapolis, Maryland. With over a century of experience, they offer expert repair services for shoes and luggage. Their skilled craftsmen can fix a variety of issues, from worn-out soles to broken zippers, ensuring your belongings are restored to their former glory. In addition to their main location, they also have a second branch at 1906 Towne Centre Blvd in Annapolis. For quality repairs and excellent customer service, visit Parole Shoe & Luggage Repair today.

Darling Charters is a premier travel agency located at 1 Dock Street in Annapolis, Maryland. Specializing in luxury yacht charters and personalized travel experiences, our team of experienced professionals is dedicated to creating unforgettable vacations for our clients. Whether you're looking to explore the Chesapeake Bay or sail to exotic destinations around the world, Darling Charters is here to make your travel dreams a reality. Contact us today to start planning your next adventure!

Seas the Bay Private Sailing Charters is a premier travel agency located in Annapolis, Maryland, United States. Specializing in private sailing charters, they offer unforgettable experiences on the beautiful Chesapeake Bay. Whether you're looking for a romantic sunset cruise, a fun day out on the water with friends, or a corporate team-building event, Seas the Bay has you covered. Their experienced crew will ensure a safe and enjoyable journey as you take in the stunning views and relax on the open water. Book your private sailing charter today and make memories that will last a lifetime.

Ohana Charters is a travel agency located at 500 Piney Narrows Road in Chester, Maryland, United States. Specializing in Annapolis Charter, Catamaran Charter, Sailing Charter, and more, Ohana offers a luxurious and unique sailing experience on the Chesapeake Bay. Guests can enjoy stunning sunsets, delicious food, and the opportunity to enhance their sailing skills. Whether celebrating a special occasion like an anniversary, birthday, or graduation, or simply looking for a relaxing getaway, Ohana Charters provides a memorable and unforgettable experience on the water. With the option for overnight stays, intimate family reunions, or exclusive events, Ohana Charters offers a variety of packages to suit every need. Experience romance, relaxation, and adventure aboard Ohana Charters for an unparalleled sailing experience.

Liberte, The Schooner is a renowned travel agency located at 222 Severn Avenue in Annapolis, Maryland, United States. Specializing in luxury sailing experiences, Liberte offers guests the opportunity to explore the stunning Chesapeake Bay aboard their beautiful schooner. With experienced crew members and top-notch amenities, guests can relax and enjoy the breathtaking views while sailing the waters of the East Coast. Whether you're looking for a romantic sunset cruise or a unique corporate event venue, Liberte, The Schooner is the perfect choice for a memorable and unforgettable sailing experience.

Lane Hospitality is a premier lodging institution located at 210 Holiday Court in the charming city of Annapolis, Maryland, United States. Our institution offers a comfortable and luxurious stay for all guests, with top-notch amenities and exceptional service. Whether you are visiting for business or pleasure, Lane Hospitality ensures a memorable and stress-free experience. Book your stay with us today and enjoy a relaxing retreat in the heart of Annapolis.

Saab Transportations is a premier transportation company located at 33 Jefferson Place in Annapolis, Maryland, United States. We specialize in providing reliable and efficient transportation services for individuals and businesses in the area. Our fleet of vehicles is well-maintained and driven by experienced and professional drivers who prioritize safety and customer satisfaction. Whether you need a ride to the airport, a corporate event, or a special occasion, Saab Transportations is here to meet all of your transportation needs. Contact us today to book your next ride with us!