Caitlin Annecchino
Based in Darien, Connecticut
Caitlin Annecchino
Ask me about
My Story
A CT-based marketer who looks for any excuse to go on a fabulous adventure!
Travel Style
My favorite type of trip always includes a little bit of cultural immersion, lots of walking, endless food and wine, and body of water to swim in.
Reviews (4)
Christopher F.
travel to Sorrento
6 days ago
I cannot recommend Caitlin enough! My husband and I recently returned from an incredible trip to Italy, and from the very first conversation, she understood exactly what we were looking for. We started our journey in Capri and ended in Sorrento, and every detail felt thoughtfully curated and perfectly aligned with our travel style.
With so many hotels to choose from in both Capri and Sorrento, narrowing down the options could have been overwhelming. Instead, Caitlin made the process effortless and delivered two properties that exceeded our expectations. Each hotel had its own unique charm, yet both perfectly reflected the style, comfort, and experience we were hoping for.
From start to finish, Caitlin's knowledge, responsiveness, and attention to detail made us feel like we had a trusted advisor throughout this process. If you're looking for someone who will truly listen, understand your vision, and find a hotel that feels tailor-made for you, look no further. We are already looking forward to planning our next adventure with Caitlin!
Kassandra D.
travel to Turks and Caicos
5 months ago
Caitlin was incredibly helpful in my booking process. I trusted all of her recommendations (from hotel, to meals, tips on cabs, etc) and she was spot on every step of the way!!! 10/10 would use her again and would recommend her to friends/family :)
Susannah F.
travel to British Virgin Islands
6 months ago
Caitlin made the honeymoon search fun and stress free. She provided tons of options that fit our budget. Her communication was impeccable and even got us an upgrade to our hotel when we arrived! Cannot recommend Caitlin enough!
Cameron K.
travel to San Jose del Cabo
over 1 year ago
Caitlin was incredible. She handled all aspects of our booking and confirmed everything with the hotel to make sure we’d have a smooth check in experience. Before booking this property, she helped look at other options and provided input on what she thought we’d prefer for our trip, really taking the time to make sure we’d be getting exactly what we wanted. Caitlin is amazing at this job and I’ve already used her for future bookings!
Christopher F.
travel to Sorrento
6 days ago
I cannot recommend Caitlin enough! My husband and I recently returned from an incredible trip to Italy, and from the very first conversation, she understood exactly what we were looking for. We started our journey in Capri and ended in Sorrento, and every detail felt thoughtfully curated and perfectly aligned with our travel style.
With so many hotels to choose from in both Capri and Sorrento, narrowing down the options could have been overwhelming. Instead, Caitlin made the process effortless and delivered two properties that exceeded our expectations. Each hotel had its own unique charm, yet both perfectly reflected the style, comfort, and experience we were hoping for.
From start to finish, Caitlin's knowledge, responsiveness, and attention to detail made us feel like we had a trusted advisor throughout this process. If you're looking for someone who will truly listen, understand your vision, and find a hotel that feels tailor-made for you, look no further. We are already looking forward to planning our next adventure with Caitlin!
Kassandra D.
travel to Turks and Caicos
5 months ago
Caitlin was incredibly helpful in my booking process. I trusted all of her recommendations (from hotel, to meals, tips on cabs, etc) and she was spot on every step of the way!!! 10/10 would use her again and would recommend her to friends/family :)
Susannah F.
travel to British Virgin Islands
6 months ago
Caitlin made the honeymoon search fun and stress free. She provided tons of options that fit our budget. Her communication was impeccable and even got us an upgrade to our hotel when we arrived! Cannot recommend Caitlin enough!
Cameron K.
travel to San Jose del Cabo
over 1 year ago
Caitlin was incredible. She handled all aspects of our booking and confirmed everything with the hotel to make sure we’d have a smooth check in experience. Before booking this property, she helped look at other options and provided input on what she thought we’d prefer for our trip, really taking the time to make sure we’d be getting exactly what we wanted. Caitlin is amazing at this job and I’ve already used her for future bookings!
Travel ideas (2)

3 Days in Paros, Greece
I celebrated my second wedding anniversary here after a very fun — and tiring — three days in Mykonos. It was the perfect place to decompress, relax and enjoy with my husband.

3 Days in Paros, Greece
I celebrated my second wedding anniversary here after a very fun — and tiring — three days in Mykonos. It was the perfect place to decompress, relax and enjoy with my husband.

A Fun-filled 3 Days in Mykonos
Mykonos lived up to every bit of hype I had heard about it. I went on a trip with my husband to celebrate our second wedding anniversary and we were looking for a mixture of fun and beach-side relaxation. We had the absolute best time exploring the beaches of Mykonos, dancing to house music while the sun set and eating the most delicious fresh seafood.

A Fun-filled 3 Days in Mykonos
Mykonos lived up to every bit of hype I had heard about it. I went on a trip with my husband to celebrate our second wedding anniversary and we were looking for a mixture of fun and beach-side relaxation. We had the absolute best time exploring the beaches of Mykonos, dancing to house music while the sun set and eating the most delicious fresh seafood.

3 Days in Paros, Greece
I celebrated my second wedding anniversary here after a very fun — and tiring — three days in Mykonos. It was the perfect place to decompress, relax and enjoy with my husband.

3 Days in Paros, Greece
I celebrated my second wedding anniversary here after a very fun — and tiring — three days in Mykonos. It was the perfect place to decompress, relax and enjoy with my husband.

A Fun-filled 3 Days in Mykonos
Mykonos lived up to every bit of hype I had heard about it. I went on a trip with my husband to celebrate our second wedding anniversary and we were looking for a mixture of fun and beach-side relaxation. We had the absolute best time exploring the beaches of Mykonos, dancing to house music while the sun set and eating the most delicious fresh seafood.

A Fun-filled 3 Days in Mykonos
Mykonos lived up to every bit of hype I had heard about it. I went on a trip with my husband to celebrate our second wedding anniversary and we were looking for a mixture of fun and beach-side relaxation. We had the absolute best time exploring the beaches of Mykonos, dancing to house music while the sun set and eating the most delicious fresh seafood.
Travel photos



