
Jacob Roland
Based in The Port City! Oswego, NY
Speaks English
Jacob Roland
Ask me about
My Story
As a travel advisor with over a decade of experience exploring the Caribbean and Mediterranean, I specialize in curating unforgettable experiences tailored to discerning travelers. My mission is to transform your travel dreams into reality, ensuring every detail is meticulously planned to inspire wanderlust and provide unparalleled service.
My Travel Style
Hi, my name is Jacob, and for over 10 years, I've been exploring the stunning Caribbean and Mediterranean! My travel style embraces luxury, allowing me to indulge in the finest experiences while enjoying breathtaking views. I thrive on adventure, whether it's diving into crystal-clear waters or discovering hidden gems in vibrant local cultures. My purpose is to bring my passion for travel to you and inspire the wanderlust within! Every trip is a chance to immerse yourself in new experiences and create unforgettable memories!
My reviews (2)
Quintin S.
6 months ago
Jacob was amazing, great communication, very informative and efficient when it came to questions and things to look out for during travel, this is our first time booking with jacob and i will indeed say i will be traveling using Jacob more often!
Kayla D.
9 months ago
This was my third time booking with Jacob, & once again — he went above & beyond to make our trip perfect!!!! My friend and I were planning a vacation to Mexico, and Jacob ensured every detail was taken care of. From suggesting local fun attractions to see / do, to booking an on-site transfer for added convenience and safety. He truly thought of everything. He made the entire process smooth and stress-free. Jacob is incredibly easy to work with, attentive, and is genuinely passionate about creating a great travel experience custom to YOU! I highly recommend his services to anyone planning a trip. You won’t be disappointed!!
Quintin S.
6 months ago
Jacob was amazing, great communication, very informative and efficient when it came to questions and things to look out for during travel, this is our first time booking with jacob and i will indeed say i will be traveling using Jacob more often!
Kayla D.
9 months ago
This was my third time booking with Jacob, & once again — he went above & beyond to make our trip perfect!!!! My friend and I were planning a vacation to Mexico, and Jacob ensured every detail was taken care of. From suggesting local fun attractions to see / do, to booking an on-site transfer for added convenience and safety. He truly thought of everything. He made the entire process smooth and stress-free. Jacob is incredibly easy to work with, attentive, and is genuinely passionate about creating a great travel experience custom to YOU! I highly recommend his services to anyone planning a trip. You won’t be disappointed!!
My travel ideas (1)

Eleuthera, Bahamas — Island of Freedom
With more than 130 beaches, Eleuthera offers seclusion, peace and adventure all wrapped into an authentic Bahamian cultural experience. Made up of Harbor Island, the island of Spanish Wells, a few other small islands and the main island of Eleuthera, this heavenly paradise does not disappoint. Secluded pink sand beaches, caves, world-class fishing, dreamy sandbars, snorkeling, scuba diving and fresh seafood right from the dock! But the best thing about this island is the people. Every town we drive through, people smile and wave. Always willing to answer questions, give directions or just have a friendly conversation. Eleuthera is truly an authentic Bahamian paradise!

Eleuthera, Bahamas — Island of Freedom
With more than 130 beaches, Eleuthera offers seclusion, peace and adventure all wrapped into an authentic Bahamian cultural experience. Made up of Harbor Island, the island of Spanish Wells, a few other small islands and the main island of Eleuthera, this heavenly paradise does not disappoint. Secluded pink sand beaches, caves, world-class fishing, dreamy sandbars, snorkeling, scuba diving and fresh seafood right from the dock! But the best thing about this island is the people. Every town we drive through, people smile and wave. Always willing to answer questions, give directions or just have a friendly conversation. Eleuthera is truly an authentic Bahamian paradise!

Eleuthera, Bahamas — Island of Freedom
With more than 130 beaches, Eleuthera offers seclusion, peace and adventure all wrapped into an authentic Bahamian cultural experience. Made up of Harbor Island, the island of Spanish Wells, a few other small islands and the main island of Eleuthera, this heavenly paradise does not disappoint. Secluded pink sand beaches, caves, world-class fishing, dreamy sandbars, snorkeling, scuba diving and fresh seafood right from the dock! But the best thing about this island is the people. Every town we drive through, people smile and wave. Always willing to answer questions, give directions or just have a friendly conversation. Eleuthera is truly an authentic Bahamian paradise!

Eleuthera, Bahamas — Island of Freedom
With more than 130 beaches, Eleuthera offers seclusion, peace and adventure all wrapped into an authentic Bahamian cultural experience. Made up of Harbor Island, the island of Spanish Wells, a few other small islands and the main island of Eleuthera, this heavenly paradise does not disappoint. Secluded pink sand beaches, caves, world-class fishing, dreamy sandbars, snorkeling, scuba diving and fresh seafood right from the dock! But the best thing about this island is the people. Every town we drive through, people smile and wave. Always willing to answer questions, give directions or just have a friendly conversation. Eleuthera is truly an authentic Bahamian paradise!
My travel photos

