Indian Waterways Vacations from $587

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Indian Waterways Vacation

Whatever your style of travel, you can see and do more with a personalized Indian Waterways vacation package. Spend your next break enjoying this neighborhood's views and its other charms. When the time comes to explore, your trip to Indian Waterways has to include a visit to Florida Keys Dive Center and Florida Keys Wild Bird Rehabilitation Center. Stop dreaming and start doing. When you're ready to book your vacation to Indian Waterways, Expedia will help you get there.

The Latest Indian Waterways Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Avi Lux Stay
The Retreat Collection at 1 Hotel & Homes South Beach
501 First Studio Balcony by Palermo Home
District 225 - Rooftop Pool - Gym - Parking - Downtown Miami
Miami Vacation Rentals - Downtown

Where to stay in Indian Waterways

Find the best Indian Waterways areas and neighborhoods for the activities you enjoy most. Learn more about Indian Waterways

Indian Waterways Hotel Deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from Dec 2 to Dec 3
$263 total
Dec 2 - Dec 3
Total with taxes and fees
9.2/10 Wonderful! (1,514 reviews)
"The suite had an odor like humidity not nice , I paid for a room with view they didn’t give that, anyway it was a nice suite but the odor killed the experience for me"

Reviewed on Nov 8, 2026

Cheeca Lodge & Spa
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $286 total per night from Nov 29 to Nov 30
$286 total
Nov 29 - Nov 30
Total with taxes and fees
Reefhouse Resort & Marina
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $224 total per night from Nov 19 to Nov 20
$224 total
Nov 19 - Nov 20
Total with taxes and fees
9.4/10 Exceptional! (1,811 reviews)
"We stayed for 2 nights at the Chesapeake Bay resort. Great location, Our room was clean and property was well maintained. The front desk staff was very welcoming and helpful. Easy check in and out. Beautiful views of the ocean from our balcony. Great amenities, breakfast each morning was delicious. ..."

Reviewed on Nov 8, 2026

Chesapeake Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.