Skip to content
Waypoints Yacht Charters logo Book Now 443.225.4355
Book Now 443.225.4355
  • Specials
  • News
  • Events
  • Waypoints Wanderer
  • VIP Login
  • Find Us On Facebook
  • Find Us On Instagram
  • Destinations
    • Annapolis
      • Annapolis Fleet
      • Annapolis Base Information
      • Annapolis Sample Itinerary
      • Annapolis Charter Rates
      • Leave a Review
    • Florida
      • Florida Fleet
      • Florida Base Information
      • Florida Sample Itinerary
      • Florida Charter Rates
      • Leave a Review
    • British Virgin Islands
      • BVI Fleet
      • BVI Base Information
      • BVI Sample Itinerary
      • BVI Charter Rates
      • Leave a Review
    • U.S. Virgin Islands
      • USVI Fleet
      • USVI Base Information
      • USVI Sample Itinerary
      • USVI Charter Rates
      • USVI Availability Calendar
      • Leave a Review
    • Other Destinations
  • Our Fleet
  • Charter Types
    • Bareboat Yacht Charters
    • Captained Yacht Charters
    • All-Inclusive Yacht Charters
    • ASA Sailing School
    • Other Charter Types
  • Yacht Types
    • Sailing Catamarans
    • Sailing Monohulls
    • Power Catamarans
    • Powerboats
  • Own Your Yacht
    • Yacht Management
  • Contact Us
    • Quick Quote
    • Meet Our Crew
    • Leave a Review
    • Careers
    • Newsletter Sign-Up
  • Specials
  • News
  • Events
  • Waypoints Wanderer
  • VIP Login
  • Find Us On Facebook
  • Find Us On Instagram
  • Destinations
    • Annapolis
      • Annapolis Fleet
      • Annapolis Base Information
      • Annapolis Sample Itinerary
      • Annapolis Charter Rates
      • Leave a Review
    • Florida
      • Florida Fleet
      • Florida Base Information
      • Florida Sample Itinerary
      • Florida Charter Rates
      • Leave a Review
    • British Virgin Islands
      • BVI Fleet
      • BVI Base Information
      • BVI Sample Itinerary
      • BVI Charter Rates
      • Leave a Review
    • U.S. Virgin Islands
      • USVI Fleet
      • USVI Base Information
      • USVI Sample Itinerary
      • USVI Charter Rates
      • USVI Availability Calendar
      • Leave a Review
    • Other Destinations
  • Our Fleet
  • Charter Types
    • Bareboat Yacht Charters
    • Captained Yacht Charters
    • All-Inclusive Yacht Charters
    • ASA Sailing School
    • Other Charter Types
  • Yacht Types
    • Sailing Catamarans
    • Sailing Monohulls
    • Power Catamarans
    • Powerboats
  • Own Your Yacht
    • Yacht Management
  • Contact Us
    • Quick Quote
    • Meet Our Crew
    • Leave a Review
    • Careers
    • Newsletter Sign-Up
  • Home
  • News
  • Category: Around Annapolis

Category: Around Annapolis

Things To Do Around Annapolis
November 24, 2021November 29, 2021   /   Waypoints

Things To Do Around Annapolis

The Best Restaurants and Activities to Experience the Night Before Your Annapolis Charter Vacation Many of our charter guests choose to sleep aboard their charter boat the night before their Chesapeake Bay excursion. Make the most of your evening in Annapolis by visiting some of the most popular restaurants, bars, and shops in Eastport and […]

Read More »
Annapolis  /  Around Annapolis
Why Charter Local? Annapolis is the Sailing Capital of the U.S.!
March 13, 2020June 23, 2021   /   Waypoints Annapolis

Why Charter Local? Annapolis is the Sailing Capital of the U.S.!

The Chesapeake Bay is the largest estuary in the U.S., offering so many options to the sailor and boater.

Read More »
Annapolis  /  Around Annapolis  /  Charter Tips
Top Destination Highlight: Solomon’s Island
November 30, 2019June 23, 2021   /   Waypoints Annapolis

Top Destination Highlight: Solomon’s Island

When you plan your Spring 2020 charter on the Chesapeake, we highly recommend making Solomons Island a stop on your trip.

Read More »
Annapolis  /  Around Annapolis
Sunset Cruise on the Chesapeake
October 31, 2019June 24, 2021   /   Waypoints Annapolis

Sunset Cruise on the Chesapeake

Sunset cruises are ideal for celebrating a special occasion, proposals, or just for fun.

Read More »
Annapolis  /  Around Annapolis
Top Destination Spotlight: Coastal Charm in St. Michaels
September 27, 2019June 24, 2021   /   Waypoints Annapolis

Top Destination Spotlight: Coastal Charm in St. Michaels

The charming historic town on Mayland’s Eastern Shore has plenty of activities, sights, and restaurants to explore.

Read More »
Annapolis  /  Around Annapolis
The Ultimate Birthday Celebration: Chartering the Chesapeake
August 20, 2019June 24, 2021   /   Waypoints Annapolis

The Ultimate Birthday Celebration: Chartering the Chesapeake

What better way to celebrate than being surrounded by friends and family aboard a private luxury yacht?

Read More »
Annapolis  /  Annapolis Events  /  Around Annapolis  /  Charter Tips
12»
  • Destinations
    • Annapolis
      • Annapolis Fleet
      • Annapolis Base Information
      • Annapolis Sample Itinerary
      • Annapolis Charter Rates
      • Leave a Review
    • Florida
      • Florida Fleet
      • Florida Base Information
      • Florida Sample Itinerary
      • Florida Charter Rates
      • Leave a Review
    • British Virgin Islands
      • BVI Fleet
      • BVI Base Information
      • BVI Sample Itinerary
      • BVI Charter Rates
      • Leave a Review
    • U.S. Virgin Islands
      • USVI Fleet
      • USVI Base Information
      • USVI Sample Itinerary
      • USVI Charter Rates
      • USVI Availability Calendar
      • Leave a Review
    • Other Destinations
  • Our Fleet
  • Charter Types
    • Bareboat Yacht Charters
    • Captained Yacht Charters
    • All-Inclusive Yacht Charters
    • ASA Sailing School
    • Other Charter Types
  • Yacht Types
    • Sailing Catamarans
    • Sailing Monohulls
    • Power Catamarans
    • Powerboats
  • Own Your Yacht
    • Yacht Management
  • Contact Us
    • Quick Quote
    • Meet Our Crew
    • Leave a Review
    • Careers
    • Newsletter Sign-Up
Waypoints Yacht Charters logo

Book Your Next Yacht Charter Today
443.225.4355 | Email Us

  • Find Us On Facebook
  • Find Us On Instagram
  • Privacy Policy
  • Accessibility

"*" indicates required fields

Newsletter Sign-Up

This field is for validation purposes and should be left unchanged.
© Waypoints®. All Rights Reserved.
Website by Millennium Marketing Solutions.
Quick Quote

Notice of Use of Cookies

We use cookies and similar technologies to recognize your repeat visits and preferences, as well as to measure the effectiveness of campaigns and analyze traffic. To learn more about cookies view our Privacy Policy. By continuing to use our site, you consent to the use of cookies.