Janine Cleveland
Based in Orlando, Florida
Janine Cleveland
Ask me about
My Story
Orlando-based design profession, who spends several months a year in the British Virgin Islands. Turned a passion for travel into a second career. Studied art, architecture and history and loves to weave customs and culture into your travel adventures. A born planner who loves uncovering hidden gems, delivering luxurious options and helping clients create once in a lifetime memories.
My Travel Style
Appreciate local authentic, "off the beaten path" locations, as well as major cities. Just as comfortable at an eco-lodge in Central America, as I am in major Parisian museums. Favorites include spending time with friends taking in the festive spirit of Europe's Christmas Markets, off road sunset tour in Telluride and always sunset on the water in the BVI.
My reviews (18)
Iris L.
17 days ago
Every booking experience with Janine Cleveland has been topnotch. I have enjoyed all of her recommendations. She's just lovely to work with and I trust her completely. I look forward to continue to work with her on additional trips in the future.
Annie L.
19 days ago
Janine provided me with numerous (like 12) options for my weekend in London so that I could make an educated decision on where to stay. She shared ideas for excursions, as well as local restaurant recommendations. I appreciated her collaboration and partnership in planning and execution and will certainly work with her again for my next journey!
Kathleen S.
2 months ago
Janine did an excellent job finding great accommodations within our budget. She gave me several choices and discuss all of the options at length with me. Janine was very responsive and communicated to the hotels prior to our stay. I was traveling with my 89 year old mother so Janine made sure the hotels were comfortable for her. I will be using Janine for my next trip and recommended her to a friend that also had a great experience working with Janine. If I could have given her 10 stars I would have!
Kennedy N.
5 months ago
Janine was easy to communicate with and responded quickly. She picked out the perfect rooms for us. She went above and beyond by having prosecco and a note placed in our room before we got there!
Brandi M.
6 months ago
Janine helped us plan the perfect family summer vacation. From recommending the appropriate amount of days to spend in each city to providing great options to chose from for each of our stays - Janine helped make our trip memorable. She communicated quickly and pointed us in the right direction for making decisions. This was the trip of a lifetime.
Iris L.
17 days ago
Every booking experience with Janine Cleveland has been topnotch. I have enjoyed all of her recommendations. She's just lovely to work with and I trust her completely. I look forward to continue to work with her on additional trips in the future.
Annie L.
19 days ago
Janine provided me with numerous (like 12) options for my weekend in London so that I could make an educated decision on where to stay. She shared ideas for excursions, as well as local restaurant recommendations. I appreciated her collaboration and partnership in planning and execution and will certainly work with her again for my next journey!
Kathleen S.
2 months ago
Janine did an excellent job finding great accommodations within our budget. She gave me several choices and discuss all of the options at length with me. Janine was very responsive and communicated to the hotels prior to our stay. I was traveling with my 89 year old mother so Janine made sure the hotels were comfortable for her. I will be using Janine for my next trip and recommended her to a friend that also had a great experience working with Janine. If I could have given her 10 stars I would have!
Kennedy N.
5 months ago
Janine was easy to communicate with and responded quickly. She picked out the perfect rooms for us. She went above and beyond by having prosecco and a note placed in our room before we got there!
My travel ideas (3)
Honeymoon in Croatia
Looking for an idyllic honeymoon location? Look no further than the Dalmatian coast of Croatia. This is the perfect romantic honeymoon location filled with stunning scenery & luxury accommodations, all set along the dramatic Adriatic Sea. With secluded beaches, ancient olive tree groves, vineyards and wineries, two national parks, historic cities and magnificent islands. Your Croatian honeymoon experience can be both active outings, as well as relaxation and pampering at a gorgeous resort.
Honeymoon in Croatia
Looking for an idyllic honeymoon location? Look no further than the Dalmatian coast of Croatia. This is the perfect romantic honeymoon location filled with stunning scenery & luxury accommodations, all set along the dramatic Adriatic Sea. With secluded beaches, ancient olive tree groves, vineyards and wineries, two national parks, historic cities and magnificent islands. Your Croatian honeymoon experience can be both active outings, as well as relaxation and pampering at a gorgeous resort.
A Sailor's Paradise - The British Virgin Islands
As the owner of HawksNest, a catamaran based in Tortola, I have the opportunity to spend many weeks a year in the British Virgin Islands. With four main islands and around 60 small islands, these aquamarine waters and white sand beaches of the BVI are a respite from the crowded all-inclusive resorts found in most of the Caribbean. Not only are the sailing conditions exceptional, the BVI has diverse array of anchorages, both lively or remote. With restaurants, beach bars, diving locations and resorts taking center stage. Think small island experiences with barefoot luxury.
A Sailor's Paradise - The British Virgin Islands
As the owner of HawksNest, a catamaran based in Tortola, I have the opportunity to spend many weeks a year in the British Virgin Islands. With four main islands and around 60 small islands, these aquamarine waters and white sand beaches of the BVI are a respite from the crowded all-inclusive resorts found in most of the Caribbean. Not only are the sailing conditions exceptional, the BVI has diverse array of anchorages, both lively or remote. With restaurants, beach bars, diving locations and resorts taking center stage. Think small island experiences with barefoot luxury.
Experience Fall in Telluride
When fall arrives and the aspens turn golden, Telluride turns into a true alpine paradise. The summer crowds are gone and ski season has yet to begin. This charming town set deep in the San Juan Mountains has an abundance of adventures, trails and awe-inspiring views. Telluride truly has something for everyone from an array of outdoor activities to shopping or spending the day at the spa. Typically, fall season starts mid-to-late September and lasts for four weeks. The fall weather is beautiful with cooler evenings to enjoy a glass of wine around a fire pit with family or friends.
Experience Fall in Telluride
When fall arrives and the aspens turn golden, Telluride turns into a true alpine paradise. The summer crowds are gone and ski season has yet to begin. This charming town set deep in the San Juan Mountains has an abundance of adventures, trails and awe-inspiring views. Telluride truly has something for everyone from an array of outdoor activities to shopping or spending the day at the spa. Typically, fall season starts mid-to-late September and lasts for four weeks. The fall weather is beautiful with cooler evenings to enjoy a glass of wine around a fire pit with family or friends.
Honeymoon in Croatia
Looking for an idyllic honeymoon location? Look no further than the Dalmatian coast of Croatia. This is the perfect romantic honeymoon location filled with stunning scenery & luxury accommodations, all set along the dramatic Adriatic Sea. With secluded beaches, ancient olive tree groves, vineyards and wineries, two national parks, historic cities and magnificent islands. Your Croatian honeymoon experience can be both active outings, as well as relaxation and pampering at a gorgeous resort.
Honeymoon in Croatia
Looking for an idyllic honeymoon location? Look no further than the Dalmatian coast of Croatia. This is the perfect romantic honeymoon location filled with stunning scenery & luxury accommodations, all set along the dramatic Adriatic Sea. With secluded beaches, ancient olive tree groves, vineyards and wineries, two national parks, historic cities and magnificent islands. Your Croatian honeymoon experience can be both active outings, as well as relaxation and pampering at a gorgeous resort.
A Sailor's Paradise - The British Virgin Islands
As the owner of HawksNest, a catamaran based in Tortola, I have the opportunity to spend many weeks a year in the British Virgin Islands. With four main islands and around 60 small islands, these aquamarine waters and white sand beaches of the BVI are a respite from the crowded all-inclusive resorts found in most of the Caribbean. Not only are the sailing conditions exceptional, the BVI has diverse array of anchorages, both lively or remote. With restaurants, beach bars, diving locations and resorts taking center stage. Think small island experiences with barefoot luxury.
A Sailor's Paradise - The British Virgin Islands
As the owner of HawksNest, a catamaran based in Tortola, I have the opportunity to spend many weeks a year in the British Virgin Islands. With four main islands and around 60 small islands, these aquamarine waters and white sand beaches of the BVI are a respite from the crowded all-inclusive resorts found in most of the Caribbean. Not only are the sailing conditions exceptional, the BVI has diverse array of anchorages, both lively or remote. With restaurants, beach bars, diving locations and resorts taking center stage. Think small island experiences with barefoot luxury.
Experience Fall in Telluride
When fall arrives and the aspens turn golden, Telluride turns into a true alpine paradise. The summer crowds are gone and ski season has yet to begin. This charming town set deep in the San Juan Mountains has an abundance of adventures, trails and awe-inspiring views. Telluride truly has something for everyone from an array of outdoor activities to shopping or spending the day at the spa. Typically, fall season starts mid-to-late September and lasts for four weeks. The fall weather is beautiful with cooler evenings to enjoy a glass of wine around a fire pit with family or friends.
Experience Fall in Telluride
When fall arrives and the aspens turn golden, Telluride turns into a true alpine paradise. The summer crowds are gone and ski season has yet to begin. This charming town set deep in the San Juan Mountains has an abundance of adventures, trails and awe-inspiring views. Telluride truly has something for everyone from an array of outdoor activities to shopping or spending the day at the spa. Typically, fall season starts mid-to-late September and lasts for four weeks. The fall weather is beautiful with cooler evenings to enjoy a glass of wine around a fire pit with family or friends.
My travel photos
