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Annapolis

Annapolis Travel Guide 2026: Top Attractions, Things to Do & Deals | Trip.com | May 2026

About Annapolis

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Things to do in Annapolis

What to do

Looking for things to do in Annapolis? We provide up-to-date info on everything from must-see scenic spots to local hangouts.

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Where to stay

Discover the most popular places to stay in Annapolis, complete with recommendations from fellow travelers and special hotel offers

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What to eat

Want to eat like a local? Don't miss out on these top Annapolis dishes and foodie spots.

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Other recommended cities

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San Francisco

Popular Types of Attractions in Annapolis

Popular Attractions in Annapolis

Annapolis Winery

Popular Ranked Lists

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More Things To Do in Annapolis

Global (77 Countries) 5G/4G eSIM | Supports Google Maps/TikTok/ChatGPT | Data Plan | 24-Hour Billing | 1–7 Days | QR code | US 5G eSIM | Daily/Total Package | 500MB/day - 100GB total | 1-90 days | 24-hour format | QR code | United States 5G eSIM | Daily Plan / Total Data | 1-30 Days | 24-Hour Billing | QR Code (Excluding Guam & Saipan) | United States/Canada 5G eSIM | Daily Plan/Data Package | 1-30 Days | 24-Hour Billing | QR Code (Excluding Guam & Saipan) | USA 5G eSIM | Supports popular apps like TikTok & Google Maps | Daily/Data packages | 1-30 days | Billed per 24 hours | QR code | Orange World 4G/LTE eSIM | Calls + SMS | 31 Days Total 50MB–20GB | Calendar-Day Billing | QR code | Global 77 Countries 4G/5G eSIM | Day Pass/Total Data Package | 24-Hour Billing | QR Code | Global 108 Countries 5G eSIM | All AI & TikTok | 1–30 Days | QR Code | Canada & USA | 5G/4G eSIM | Daily/Data Package | Natural Day Billing | 1-90 Days | QR Code | Global universal (100 countries) 5G/4G eSIM | Daily package/total package | 500MB/day - total 50GB | 1-90 days | 24 hr | QR code | USA 5G eSIM | Dual Network • ChatGPT | 1–30 Days | QR Code | Orange World eSIM | 4G/LTE | 1GB-20GB total for 30 days | 24-hour billing | QR code | United States 5G eSIM | Multi-network coverage | Daily/Total Data Package | 1–30 Days | 24-Hour Billing | QR Code | USA/Canada/Mexico | 5G/4G eSIM | Daily/Data Package | Natural Day Billing | 1-90 Days | QR Code | North America eSIM | 5G/4G | Daily/Total Data Package | 1–30 days | 24-Hour Billing | QR code | Healdsburg Wine and Food Pairing Guided Walking Tour | Skunk Train: Wolf Tree Turn | 1-day tour to Sonoma plaza and Napa valley Beringer vineyards in San Francisco | Admission ticket not included | Skunk Train: Pudding Creek Express | AT&T USA 5G/4G eSIM | Daily 100GB | Calls+SMS | Charged by calendar days | QR Code | USA · Canada · Mexico 5G eSIM | All AI & TikTok | 1–30 Days | QR Code | The Napa Native Experience | US 5G eSIM | Total Package | 20GB | 30 Days | Daily Billing | QR Code | Guam 5G eSIM | ChatGPT | 1–30 Days | QR Code | USA T-Mobile 5G eSIM | Local IP • All AI & TikTok | 15/30/60 Days | QR Code | USA 5G eSIM | Data Plan (Excludes Guam & Saipan) | 1-90 Days | QR Code Activation | High-Security | USA 5G eSIM | Daily and Total Plan | 1-30 days | Billing by 24H | QR code | Canada & USA 5G eSIM | Total Package | 10GB | 30 Days | Daily Billing | QR Code | Sonoma Wine Country Electric Trike Tour - 3 hours | Skunk Train: Railbikes