Ready to swap your sweaters for swimsuits? The USVI is the best escape from 2025’s winter chill - from white sand beaches to turquoise waters, the USVI has something for everyone! A USVI yacht charter with Waypoints means you’ll have everything you need for an amazing experience. We’re here to provide top-notch service. Book your getaway today to secure your favorite boat while it’s still available in 2025! #WaypointsYachtCharters #SailTheUSVI #YachtCharter #USVIGetaway #WaypointsWanderer #BareboatCharter #USVIYachtCharter #USVIChartering #USVIBareboats
Waypoints Yacht Charters
Travel Arrangements
Annapolis, Maryland 151 followers
Waypoints provides an elevated & luxurious yacht charter experience managed by the best charter experts in the industry.
About us
Waypoints Yacht Charters offers personally crafted charter experiences managed by local charter specialists who know the best sailing waters and hidden gems of their home base. Yachts available for charter at each Waypoints location are new-model, privately-owned sailing catamarans, sailing monohulls, power catamarans, and powerboats from leading manufacturers Fountaine Pajot and Dufour which offer the best in class range of yachts both for private owners and for yacht charters. When you set out for the finest cruising destinations in the world, you deserve an elevated charter experience managed by the best charter experts in the industry. Our team has the knowledge you need to have the experience of a lifetime including secret anchorages, quiet spots, and not-to-miss experiences in each location. Annapolis, Maryland Known as the sailing capital of the U.S., Annapolis is the perfect gateway to explore the Chesapeake Bay. St. Petersburg, Florida Home to beautiful seaside towns, secluded anchorages, sparkling blue waters, gentle winds, and an array of wildlife. U.S. Virgin Islands Take in the culture and natural beauty of our unique Caribbean destinations with an unforgettable charter experience in the U.S. Virgin Islands. British Virgin Islands The BVIs are known for their white sand beaches, marine life, and unspoiled islands and cays. Other Destinations Looking to explore outside of our four great bases? Our charter specialists can help you find the charter of your dreams through our affiliate bases around the globe.
- Website
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https://waypoints.com/
External link for Waypoints Yacht Charters
- Industry
- Travel Arrangements
- Company size
- 11-50 employees
- Headquarters
- Annapolis, Maryland
- Type
- Privately Held
- Founded
- 2021
- Specialties
- Charter, Yacht Charter, Monohulls, Multihulls, Travel Arrangements, Concierge, Luxury, Sailing Lessons, Cruise, Bareboat Charters, Captained Charters, and Yacht Ownership
Locations
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Primary
Get directions
222 Severn Ave
Annapolis, Maryland 21403, US
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Get directions
501 5th Ave NE
St Petersburg, Florida 33701, US
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Get directions
3562 Honduras Estate
4
Charlotte Amalie, St Thomas 00802, VI
Employees at Waypoints Yacht Charters
Updates
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Give the Gift of a Yacht Charter Getaway This Holiday! Looking for the perfect gift? This holiday, surprise your family with an unforgettable experience— a luxury yacht charter in the breathtaking BVI or USVI. Picture this: sailing through crystal-clear waters, exploring secluded beaches, and watching the sunset over the horizon—this is the kind of gift that creates memories for a lifetime. Now is the time to book for 2025 — our charters fill up fast, so don’t wait! #Gifts #HolidayEscape #BVICharter #USVICharter #WaypointsYachtCharters #LuxuryTravel #RomanticGetaway #GiftOfAdventure
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This Month in Paradise: December is here, and so are the holiday festivities in the BVI and USVI. Whether you’re planning to soak up holiday cheer or welcome the New Year in paradise, these events will make your yacht charter unforgettable: BVI Highlights: Christmas in the City (Dec 6–7) - ROAD TOWN, Tortola Christmas in Spanish Town (Dec 13–14) - SPANISH TOWN, Virgin Gorda Ring in the New Year at Foxy’s Old Year’s Night (Dec 31) - Jost Van Dyke Don't forget to tag #WaypointsWanderer in you photos! Where will you be celebrating this December? #BVIEvents #USVIEvents #IslandLife #CharterYachtExperience #WaypointsYachtCharters #HolidayInParadise #SailingAdventures #VisitBVI #VisitUSVI #IslandHolidays
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Life's a beach in the USVI - you can relax on the sand, hang out on the boat, and enjoy good drinks with even better company. Chartering with Waypoints is the BEST way to experience this tropical paradise! Whether you’re looking for an all-inclusive experience or prefer a bareboat charter, Waypoints will give you top-notch service and a 5-star experience while you enjoy all the Caribbean has to offer. Our USVI and BVI bases are now open—book now to secure your favorite boat while it's still available. We fill up fast during the holiday season! #WaypointsYachtCharters #SailTheUSVI #YachtCharter #AdventureAwaits #USVIHoliday #BareboatCharter #AllInclusive
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Thanksgiving is right around the corner—change it up this year with a tropical vacation the whole family will love! Spend Thanksgiving with friends and family in the stunning USVI or BVI with Waypoints Yacht Charters! For a limited time, book your Thanksgiving holiday and we’ll cover your holiday meal with a $200 provisioning credit. Enjoy a festive feast on the water, surrounded by breathtaking Caribbean views and the warmth of your loved ones. Don't miss this chance to create unforgettable memories and celebrate the holiday. Book now and let us handle the details so you can focus on what matters most—good company and great times. #WaypointsCharters #USVI #BVI #HolidaySailing #CaribbeanHoliday #YachtCharterDeal #Thanksgiving2024 #CelebrateOnTheWater #BVIYachtCharter
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Thank you for the 5-star review! We're thrilled to hear your experience aboard Satori in the British Virgin Islands was unforgettable. From our exceptional customer service to Captain Ron's expertise, we're glad to have made your trip special. We can't wait to welcome you back on board for your next adventure! #WaypointsYachtCharters #5StarReview #SailTheBVI #YachtCharterAdventure #ClientAppreciation #BVIYachtCharters
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Are you ready for an adventure in the BVI? Chartering with Waypoints is the BEST way to experience the British Virgin Islands. Whether you’re looking for an all-inclusive experience or prefer a bareboat charter, we’re here to be your partner in fun, sun, and relaxation. Our BVI and USVI bases are NOW OPEN—book now to secure your favorite boat while it's still available. We fill up fast during the holiday season! #WaypointsYachtCharters #SailTheBVI #BVIYachtCharter #AdventureAwaits #BVIHoliday #BareboatCharter #AllInclusive
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We’re excited to announce that our bases in the BVI and USVI are NOW OPEN! Our staff has been working tirelessly to get the fleets ready, and we can’t wait for you to set sail with us. Whether you're looking to explore the stunning islands or enjoy an unforgettable charter experience, we’re ready to welcome you aboard. Start planning your dream adventure today! BOOK NOW to secure your dream boat in 2024 and 2025!! #WaypointsYachtCharters #SailTheCaribbean #BVISailing #USVISailing #GrandOpening #BVIYachtCharters Waypoints USVI
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Introducing Mona Lisa, our new MY6, arriving straight from France this fall! This luxurious power catamaran offers the perfect blend of comfort and performance with features like air conditioning, a bathing platform, underwater lights, and a watermaker. Whether you're grilling on the barbecue or exploring with the dinghy, Mona Lisa is ready for your winter escape in the USVI. Don’t miss out—book your winter charter now and experience a Caribbean adventure like no other! https://waypoints.com/ #WaypointsYachtCharters #MonaLisaMY6 #USVICharter #LuxuryYacht #CaribbeanAdventure #SailTheUSVI
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Annapolis, are you ready? The Annapolis Sailboat Show kicks off tomorrow at City Dock! From October 10-14, 2024, explore our fleet and meet the Waypoints Yacht Charters team. Whether you're an experienced sailor or just getting started, this is your chance to dive into the world of sailing. Don't miss out—RSVP at the link below to let us know you're climbing aboard. See you there at Dock I in Vacation Basin - City Dock Annapolis! https://lnkd.in/es-e_r7t #WaypointsYachtCharters #ACYYachts #CruiseAbaco #AnnapolisSailboatShow #SailingCommunity #MeetTheTeam #YachtCharter #SailAnnapolis
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