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.
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.
Reviews (6)
Peter B.
a year ago
Janine was so amazing and easy to work with while we decided where to visit for our 25th anniversary! She picked some amazing places for us and we loved each one of them for different reasons! She made 3 different itineraries and allowed us to pick the one that worked best for us! Next time we plan a trip she will be one of our first calls and we can’t wait for her to top this trip because it was one of our best yet!
Cindy B.
2 years ago
Janine created a delightful 3 week trip for us. We stayed at 10 different hotels that she hand selected for us. She also booked 2 different rental cars which was so nice !! She also booked trains and made all the reservations which took the stress off of me!! I will never attempt to plan a vacation again myself! She was wonderful and very kind and patient as well.. I appreciated all her knowledge and travel recommendations too!! Thank you so much Janine❤️
Anne H.
2 years ago
Janine planned a lovely vacation for us, choosing wonderful hotels and restaurants. Janine also suggested wonderful excursions we thoroughly enjoyed. Janine was so organized and so pleasant to work with. All we had to do was show up and enjoy our vacation. I love stress free travel!
Jenny H.
2 years ago
Janine is just the best at picking exactly the right experience for your needs. She's very responsive and gives great suggestions for possible other excursions. Highly recommend. With Janine, you know you are being taken care of well.
Suzanne P.
2 years ago
Janine provided us with the utmost professional, detailed and friendly service to ensure our first rive cruise was a success! In addition, she also planned an Amsterdam post-trip, in which she took care of all the travel details that allowed us to have a wonderful day experiencing the local culture and activities. Due to Janine's expertise and competency in the travel industry we choose her to book a Uniworld, Porto River cruise for a group of us for 2024. She delicately balanced the various requests of three couples and priced multiple options with ease. She was extremely helpful with walking us through insurance options. As an experienced European River Cruise expert, Janine assists you through every step of the way.
Peter B.
a year ago
Janine was so amazing and easy to work with while we decided where to visit for our 25th anniversary! She picked some amazing places for us and we loved each one of them for different reasons! She made 3 different itineraries and allowed us to pick the one that worked best for us! Next time we plan a trip she will be one of our first calls and we can’t wait for her to top this trip because it was one of our best yet!
Cindy B.
2 years ago
Janine created a delightful 3 week trip for us. We stayed at 10 different hotels that she hand selected for us. She also booked 2 different rental cars which was so nice !! She also booked trains and made all the reservations which took the stress off of me!! I will never attempt to plan a vacation again myself! She was wonderful and very kind and patient as well.. I appreciated all her knowledge and travel recommendations too!! Thank you so much Janine❤️
Anne H.
2 years ago
Janine planned a lovely vacation for us, choosing wonderful hotels and restaurants. Janine also suggested wonderful excursions we thoroughly enjoyed. Janine was so organized and so pleasant to work with. All we had to do was show up and enjoy our vacation. I love stress free travel!
Jenny H.
2 years ago
Janine is just the best at picking exactly the right experience for your needs. She's very responsive and gives great suggestions for possible other excursions. Highly recommend. With Janine, you know you are being taken care of well.
Travel ideas (3)
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.
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.
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.
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.
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.
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.
Travel photos
