---
title: "Chesapeake Beach Resort vs Drop Anchor: which hotel is better?"
description: "Chesapeake Beach Resort or Drop Anchor in Islamorada (FL)? Compare guest ratings, location, amenities, rooms and prices side by side."
url: https://stayversus.com/en/compare/chesapeake-beach-resort-islamorada-fl-vs-drop-anchor-islamorada-fl/
language: en
source: StayVersus (https://stayversus.com)
retrieved: 2026-11-04
---

# Chesapeake Beach Resort vs Drop Anchor

Both are in Islamorada (FL), 2.3 km apart. Here is where each one is stronger.

Resort · ★★½ · Islamorada
## [Chesapeake Beach Resort](https://stayversus.com/en/hotel/chesapeake-beach-resort-islamorada-fl/)

- **Guest rating:** 8.9 ·  Excellent

- **Location score:** 3.4

- **Score by category:** 4 of 8

[Check rates](https://stayversus.com/go/1278037/agoda/?lang=en)

[No photos yet](https://stayversus.com/en/hotel/drop-anchor-islamorada-fl/)

Hotel · ★★★
## [Drop Anchor](https://stayversus.com/en/hotel/drop-anchor-islamorada-fl/)

- **Guest rating:** – ·

- **Score by category:** 2 of 8

[Check rates](https://stayversus.com/go/1368231/agoda/?lang=en)

The short answer

## Pick Chesapeake Beach Resort

It comes out ahead on 4 of 8 compared facts. 2.3 km apart.

### Choose Chesapeake Beach Resort if you want

-   the more consistently praised stay (8.9 / 6.3)
-   to walk to the sights (2.4 km / 4.6 km)
-   a big hotel with more facilities (Rooms: 65 / 10)

### Choose Drop Anchor if you want

-   a smaller, quieter hotel (Rooms: 10 / 65)

### Why is Chesapeake Beach Resort better than Drop Anchor?

1.  2.3 km closer to the city centre (−2.3 km)
2.  More guest reviews (71 vs 3), so the rating is more reliable (×24)
3.  A larger hotel with more facilities (65 vs 10 rooms) (×6.5)

### Why is Drop Anchor better than Chesapeake Beach Resort?

1.  Higher star rating (3★ vs 2.5★) (+0.5★)
2.  Earlier check-in (14:00 vs 16:00) (−2h)
3.  A smaller, more intimate hotel (10 vs 65 rooms) (−55)

## All compared facts

Every category is scored from 0 to 10 with the same formula for every hotel.

 

|  | Chesapeake Beach Resort | Drop Anchor |
| --- | --- | --- |
| Score by category |
| Guest rating | 8.9 | – |
| Location | 3.4 | – |
| Facilities | 4.2 | – |
| Spa & wellness | 2.5 | – |
| Beach access | 2.4 | – |
| Ratings & reviews |
| StayVersus score | 8.9  (+0.3) | 8.6 |
| Guest rating | 8.9 | – |
| Number of reviews | 71  (+68) | 3 |
| Rank in Islamorada (FL) | bottom 45%  (+27%) | bottom 18% |
| Location |
| Location score | 3.4 | – |
| Distance to the centre | 2.4 km  (−2.3 km) | 4.6 km |
| To the beach | 2.3 km | – |
| Restaurants within 500 m | 5 | – |
| To the nearest food shop | 470 m | – |
| Shops within 500 m | 1 | – |
| Sights within 1 km | 1 | – |
| Rooms & building |
| Star rating | ★★½ | ★★★  (+0.5★) |
| Rooms | 65 | 10 |
| Floors | 3 | – |
| Newest building or renovation | 2023 | – |
| Listed amenities | 15 | – |
| Policies |
| Check-in from | 16:00 | 14:00  (−2h) |
| Check-out until | 12:00 | 12:00 |
| Amenities |
| Free Wi-Fi | ✓ | – |
| Parking | ✓ | – |
| Luggage storage | ✓ | – |
| Breakfast | ✓ | – |
| Restaurant | ✓ | – |
| Bar | ✓ | – |
| Outdoor pool | ✓ | – |
| Hot tub | ✓ | – |
| Terrace | ✓ | – |
| Water sports | ✓ | – |
| Air conditioning | ✓ | – |
| Balcony | ✓ | – |
| Sea view | ✓ | – |

## Live prices around both hotels

Real nightly rates from booking partners for the dates you picked above. Tap a price for the offer.

## Location

2.3 km apart

Chesapeake Beach Resort: city centre: 2.4 km, beach: 2.3 km, 5 places to eat within 500 m, 1 sights within 1 km.

## Chesapeake Beach Resort or Drop Anchor: common questions

### Which is better, Chesapeake Beach Resort or Drop Anchor?

Chesapeake Beach Resort leads in 4 of 8 categories, including StayVersus score, number of reviews, rank in Islamorada (FL). Drop Anchor is stronger in star rating, check-in from.

### Which is cheaper, Chesapeake Beach Resort or Drop Anchor?

Prices change by date. Pick your dates above to see both nightly prices side by side.

### Which hotel is closer to the centre?

Chesapeake Beach Resort is closer: 2.4 km from the centre, against 4.6 km for Drop Anchor.

### How far apart are Chesapeake Beach Resort and Drop Anchor?

The two hotels are 2.3 km apart in a straight line.

## Compare now

Updated 6 Oct 2026. Data: Agoda, Overture Maps, OpenStreetMap, OurAirports and hotels' own websites. We may earn a commission from partner links; it never changes the comparison. [How we score](https://stayversus.com/en/about/)

---
Source: https://stayversus.com/en/compare/chesapeake-beach-resort-islamorada-fl-vs-drop-anchor-islamorada-fl/. Facts are compiled by StayVersus from partner data (Agoda), Overture Maps, OpenStreetMap, OurAirports, public Google Maps listings and hotels' own websites. Scores use one formula for every hotel. Methodology: https://stayversus.com/en/about/