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 (23)
Frank B.
travel to Amelia Island
1 day ago
Janine organized a wedding weekend for us in Amelia Island. All details were taken care of and the process was seamless.
Michael V.
travel to Paris
2 days ago
Janine does a fantastic job and leaves no stone unturned. We can always count on her to anticipate our needs and she makes it happen. Her attention to detail is excellent and we are grateful for her expertise. This was our fifth booking with Janine, and we look forward to many more.
Maria V.
travel to Barcelona
3 days ago
What a great experience. She goes above and beyond to get your travel plans perfect. Highly recommended, she is a gem.
Anne L.
travel to France
4 days ago
Booking this hotel was easy since I entrust Janine to scout out the best hotels and provide me with options. Once a decision is made, the reservation is booked. So easy!
William G.
travel to Tuscany
4 days ago
Janine was very helpful in helping us book our trip. She provided multiple suitable options with plenty of details on what we would expect. She thought of everything from travel to and from the hotel, activities at the hotel, and even left us kind notes in our room. Booking through Janine also got us a room upgrade upon arrival. Would and have recommended her to friends and family.
Frank B.
travel to Amelia Island
1 day ago
Janine organized a wedding weekend for us in Amelia Island. All details were taken care of and the process was seamless.
Michael V.
travel to Paris
2 days ago
Janine does a fantastic job and leaves no stone unturned. We can always count on her to anticipate our needs and she makes it happen. Her attention to detail is excellent and we are grateful for her expertise. This was our fifth booking with Janine, and we look forward to many more.
Maria V.
travel to Barcelona
3 days ago
What a great experience. She goes above and beyond to get your travel plans perfect. Highly recommended, she is a gem.
Anne L.
travel to France
4 days ago
Booking this hotel was easy since I entrust Janine to scout out the best hotels and provide me with options. Once a decision is made, the reservation is booked. So easy!
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.
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