Travel Advisor

Cara Caine

She/Her

Expertise

Family Travel,
Luxury Travel,
Caribbean,
Europe

Based in

Miami, Florida

Travel Advisor

Cara Caine

Profile details

About

Passion for luxury family travel with an eye for detail. I love creating lasting memories through experiences in different destinations across the world.

Follow Cara

Travel style

I have a love for luxury travel and accommodations. I thrive on exploring new destinations and enjoy connecting with the culture through sight- seeing, fine dining, local cuisine, and customized experiences.

Cara 's travel guides & trip reports

Trip Report

Property Spotlight: Four Seasons Resort Maui is Fabulous

In June of 2023, I stayed at the Four Seasons Resort Maui at Wailea with my husband and two children and it was absolutely magical. We fell in love with the resort the moment we arrived! I would...

Guide

Family Vacation in Costa Rica

Costa Rica is a beautiful country to visit that is known for its laid-back vibe, amazing national parks, rainforests and beautiful beaches. You can be surfing at the beach one day and taking a tour...

Guide

Family Travel to London

London is a fabulous city with so many wonderful family-friendly activities for kids. It has a robust transportation system which makes it very easy to get around without any issues. London has many ...

VIEW ALL

Favorite hotels

Four Seasons Resort Maui at Wailea

Expect spot-on service, a mix of upscale restaurants and a prime location overlooking famed Wailea Beach.

Fora Perks

★
When you book Four Seasons through Fora, you will enjoy exclusive Four Seasons Preferred Partner benefits. Your advisor will be pleased to give you more details.

W Costa Rica - Reserva Conchal

A modern Guanacaste retreat with ample activities and dining options, plus a spa and night club.

Fora Perks

★
$100 hotel / resort credit.
★
Welcome amenity.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Myconian Ambassador

Elegant seasonal property overlooking Platis Gialos beach with breezy rooms and suites offering ocean views.

Fora Perks

★
$100 food / beverage credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

The Ritz-Carlton, Grand Cayman

This revamped beachfront resort is the spot for beach time, pool lazing and eclectic dining, all with stellar service and sea views.

Fora Perks

★
$100 food / beverage credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Cara 's travel photos

Woman posing with family in front of a red booth

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Cara 's reviews

Working with Cara was amazing as usual. Looking forward to booking our next adventure with her.

Chad F.
Booked travel to Playa del Carmen
February 2025

Cara was really great to work with. I was really pleased with the whole experience, and her instincts about what we would like were keen and all was just as she described it. She was also super responsive. When we had a travel delay due to weather, she adjusted the dates with the hotel, which was a huge relief since we were stressed with finding new flights and a place to stay during our extended layover. Scrambling to book accommodations in that instance is rough, and having that part of the pivot handled was such a relief. We will definitely use Cara's expertise again in the future. I highly recommend her!

Brooke S.
Booked travel to Bahamas
January 2025

Cara was the best every single step of the way from booking until even helping when our flight was delayed on our way back. It was a pleasure to work with Cara as her knowledge, professionalism, availability and kind manner was top notch! We look forward to planning more trips with Cara in the future!

Amy A.
Booked travel to Costa Rica
December 2024

Cara is so easy to work with! Accommodates all of my needs! 10/10

Dana S.
Booked travel to Florida
December 2024

Get in touch with Cara

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Cara within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).