Cutler Bay Vacation Packages 2025/2026 from $403

Cutler Bay flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

Save 100% on your flight

$403

per person

Oct 31 - Nov 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.

Hotel Colonnade Coral Gables, Autograph Collection

Coral Gables Section

$694

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. Make the most of the a rooftop terrace and hot tub, and relax with drinks at one of the 2 bars/lounges.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$12,827

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Henrosa Hotel

South Beach

$566

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

This hotel features free WiFi in public areas, concierge services, and valet parking. A terrace, a garden, and luggage storage are also on offer.

Bentley Hotel South Beach

South Beach

$896

per person

Nov 27 - Dec 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Miami (MIA)

This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.

Top Cutler Bay hotels deals

citizenM Miami Worldcenter

700 NE 2ND AVENUE, Miami, FL

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$101 total

Sep 22 - Sep 23

Total with taxes and fees

The hotel's outdoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A restaurant, a 24-hour front desk, and a coffee shop are also provided.

InterContinental Miami by IHG

100 Chopin Plz, Miami, FL

Free Cancellation

$214 nightly

$242 total

Sep 22 - Sep 23

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 2 bars/lounges and poolside bar for drinks.

La Quinta Inn by Wyndham Miami Airport North

7401 Nw 36th St, Miami, FL

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$81 total

Sep 22 - Sep 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Mondrian South Beach

1100 West Ave, Miami Beach, FL

Free Cancellation

Reserve now, pay when you stay

$244 nightly

$278 total

Sep 22 - Sep 23

Total with taxes and fees

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

citizenM Miami Brickell

11 SE 10th Street, Miami, FL

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$123 total

Sep 22 - Sep 23

Total with taxes and fees

This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's an outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Park Central South Beach

640 Ocean Dr, Miami Beach, FL

Free Cancellation

Reserve now, pay when you stay

$184 nightly

$210 total

Sep 29 - Sep 30

Total with taxes and fees

This historic resort features 2 restaurants, 2 outdoor pools, and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.

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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.

Popular places to visit

Port of Miami

4/5(7,948 reviews)

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Catch an event at Hard Rock Stadium during your trip to Miami Gardens. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Ocean Drive

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Ocean Drive is just one of the places to see in Miami Beach, so why not enjoy the other things to explore during your travels? Stroll along the area's beautiful beaches or experience its acclaimed art scene.

Frequently asked questions

How much are vacation packages to Cutler Bay?

Packages, including flights and hotels in Cutler Bay, start from just $403. Make your travel fantasies come to life and book your trip with Travelocity today.

How long should my Cutler Bay vacation be?

If you're looking for some guidance, most travelers spend approximately 3 nights in Cutler Bay. But to discover the true spirit of this destination, stay a few extra days. You'll be able to get to more attractions and really immerse yourself in the local culture.

Where can I get the best vacation package deals for Cutler Bay?

There are fantastic Cutler Bay package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties in all corners of the globe? Remember this when you're ready to check another place off your list.

Why should I book my Cutler Bay vacation package via Travelocity?

Nothing beats the peace of mind knowing you've just scored the best deal available — that's our Price Match Guarantee. Add to that our fantastic range of magical destinations and 24/7 team of customer service professionals and you've got the formula for a stress-free vacation.

Will I save money on my Cutler Bay car rental if I combine it with my hotel or flight?

Combining your car, hotel and flight into a Cutler Bay vacation package is the best way to score an incredible deal. Plus, having your own set of wheels gives you total freedom to make your way to all those big-name sights you can't wait to see. Situated 40 mi from Cutler Bay, Port Everglades is one attraction that should feature on your itinerary. Fill up the tank and make a day trip of it.

Which airport is best for Cutler Bay?

One top option is Miami Intl. Airport (MIA). From here, you'll need to travel south for roughly 15 mi to reach inner Cutler Bay. Another possibility is Fort Lauderdale - Hollywood Intl. Airport (FLL), 35 mi away from central Cutler Bay.

Where should I stay when visiting Cutler Bay?

Many visitors stay at the La Quinta Inn & Suites by Wyndham Miami Cutler Bay. It's sure to be a great base for your Cutler Bay vacation.