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Annapolis Travel Checklist

Annapolis Travel Checklist

Annapolis Maryland, USA Travel Guide

Essential Preparations

Pre-trip actions smooth your journey.

Planning Timeline

Plan your trip with these stages.

1

-6 Months Before

Passport Validity

Check passport expiration. Six months beyond return date.

Visa/ESTA Application

Begin application if needed. Processing takes time.

Flights & Accommodation

Research and book flights to BWI/DCA/IAD. Book hotels, B&Bs, or rentals. Critical for peak season or events.

2

-2 Months Before

Tours & Activities

Book specific tours, activities, or special dining reservations.

Driving Permit

Obtain an International Driving Permit (IDP) if needed for rental car.

Health & Budget

Consult healthcare provider for vaccinations. Finalize your daily budget.

3

-4 Weeks Before

Packing & Prescriptions

Start detailed packing list. Gather clothing, toiletries, electronics. Secure enough prescription medications in original containers.

Bank/Credit Cards

Notify bank and credit card companies of travel dates to avoid fraud alerts.

Currency Access

Plan how you will access United States Dollars (USD).

Advance Bookings

bookings for your trip.

Main Bookings

  • Flights (especially during peak season).
  • Accommodation (hotels, B&Bs, vacation rentals, specifically for special events).
  • Popular tours (e.g., United States Naval Academy guided tours, specific sailing charters).
  • Fine dining reservations (for popular restaurants, especially on weekends).

Research & Home Prep

Pre-trip research and home arrangements.

Steps

  • Read Annapolis history and attractions.
  • Familiarize yourself with U.S. Customs and tipping culture.
  • Check local event calendars for your travel dates.
  • Arrange mail, pet care, and home security.

Final Preparations

Cover these items before you go.

Research & Culture

  • Read Annapolis history and attractions.
  • Familiarize with U.S. Customs and tipping culture.
  • Check local event calendars for your travel dates.

Home & Pets

  • Arrange for mail to be held or collected.
  • Arrange for pet sitters or boarding.
  • Arrange for a house-sitter or neighbor to check on your home.
  • Secure your home by locking all doors and windows, setting alarms.

Logistics

  • Pay any bills that will be due during your trip.
  • Unplug non-essential electronics to save energy.
  • Download any necessary travel apps (mapping, ride-sharing, weather).
  • Emergency contacts should be accessible in phone and on a physical card.

Financial Safety

Notify your bank and credit card companies of your travel dates and destinations to avoid fraud alerts or card suspensions.

Arrival & Departure

Smooth arrival and departure procedures.

Arrival Checklist

  • 1
    First Steps Upon Arrival

    For international visitors, clear U.S. Customs and Border Protection. Have your passport and relevant documents ready.

  • 2
    Baggage Claim

    Collect any checked luggage from the carousel.

  • 3
    SIM Card/Connectivity

    Activate your local SIM card or confirm international roaming.

Orientation & Needs

  • Airport Information Desk

    Visit if you have questions about ground transportation or local directions.

  • Annapolis Visitors Center

    Upon arrival in Annapolis, head here for free maps, brochures, and recommendations.

  • Currency Exchange

    Use an airport ATM for initial cash. For better rates, use a bank-affiliated ATM once you reach Annapolis.

  • Transportation to Accommodation

    Follow your pre-arranged plan from the airport to your Annapolis accommodation.

Departure Preparation

Souvenirs & Shipping

Carefully pack any souvenirs to avoid breakage during transit.

If you purchased large or fragile items, consider shipping them home directly from the shop or a local post office.

Pre-Departure Timing

Allow ample time for your transfer to the airport (especially BWI, DCA, or IAD). Factor in potential traffic delays on U.S. Route 50.

Arrive at the airport at the recommended time for your flight type (2 hours for domestic, 3 hours for international).

Return Trip Finalization

Confirm your return flight details (departure time, terminal, gate) 24-48 hours before your scheduled departure.

Ensure all necessary travel documents are easily accessible. Organize any remaining local currency or receipts. Double-check for forgotten items.

Group Checklist

A shared Google Doc or digital checklist for family or group travel tracks responsibilities and prevents oversights.