Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave St.Kitts See It All The Local Behind The Scenes Tour Of St. Kitts View all Tours with Instant Confirmation →

Q: I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Half-Day Buggy Tour to Cave, Macao Beach, and Local Farm Pirate Jeep Sightseeing Adventure! Nassau ATV Buggy Guided Tour Beach Stop Port Hotel Pickup Samples Buggy Tour in Punta Cana with Stops at the Beach and a Cave Private Catamaran Cruise with Slide & unlimited drinks View all Tours with Hotel Pickup →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Beach/Parasailing and Jet Ski Experience with Transportation

With this tour you will get the chance to experience the Tropical Bliss Beach, Jet Ski and Parasailing. The Tropical Bliss Beach is a beach …More

Montego Bay, Jamaica

5.0 (1)

Beach/Parasailing and Jet Ski Experience with Transportation

With this tour you will get the chance to experience the Tropical Bliss Beach, Jet Ski and Parasailing. The Tropical Bliss Beach is a beach...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$240

Dunns River Falls plus River Tubing Adventure on the Rio Bueno Private Tour

Enjoy 2 activities in 1 day which included entry fee and river Tubing fee. This is for the ultimate thrill seekers. River Tubing and Dunns …More

Montego Bay, Jamaica

5.0 (1)

Dunns River Falls plus River Tubing Adventure on the Rio Bueno Private Tour

Enjoy 2 activities in 1 day which included entry fee and river Tubing fee. This is for the ultimate thrill seekers. River Tubing and Dunns...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$155

Bamboo Rafting and Catamaran Boat Cruise in Montego Bay

Your private chauffeur will pick you up at your hotel's lobby or residence and transport you to the Lethe River to do your Rafting tour. …More

Negril, Jamaica

5.0 (1)

Bamboo Rafting and Catamaran Boat Cruise in Montego Bay

Your private chauffeur will pick you up at your hotel's lobby or residence and transport you to the Lethe River to do your Rafting tour....

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$256

Private Chauffeur Driven Vehicle for the Day

Embark on a full day of freedom and exploration with your very own chauffeur driven private vehicle. Go with your own flow and experience the …More

Gros Islet, St Lucia

5.0 (1)

Private Chauffeur Driven Vehicle for the Day

Embark on a full day of freedom and exploration with your very own chauffeur driven private vehicle. Go with your own flow and experience the...

8 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$249

Private Dunn's River Falls and Park Adventure Ocho Rios Jamaica

Admission cost for adults and children are included in the total price. Dunn's River Falls in Ocho Rios, Jamaica, is a natural wonder steeped in …More

Kingston, Jamaica

5.0 (1)

Private Dunn's River Falls and Park Adventure Ocho Rios Jamaica

Admission cost for adults and children are included in the total price. Dunn's River Falls in Ocho Rios, Jamaica, is a natural wonder steeped in...

1 to 2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$85

White River Ocho Rios Tubing Fun Experience

Indulge in the ultimate Jamaican adventure with White River Tubing in Ocho Rios. This experience offers a perfect fusion of relaxation and excitement, all set …More

Ocho Rios, Jamaica

5.0 (1)

White River Ocho Rios Tubing Fun Experience

Indulge in the ultimate Jamaican adventure with White River Tubing in Ocho Rios. This experience offers a perfect fusion of relaxation and excitement, all set...

50 to 70 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$58

ATV's, Shopping, Seven Mile Beach,Catamaran Cruise to Ricks Cafe

Embark on a thrilling day trip from Montego Bay to Negril! Start with ATV adventures through rugged terrain, then unwind at Seven Mile Beach. Next, …More

Negril, Jamaica

5.0 (1)

ATV's, Shopping, Seven Mile Beach,Catamaran Cruise to Ricks Cafe

Embark on a thrilling day trip from Montego Bay to Negril! Start with ATV adventures through rugged terrain, then unwind at Seven Mile Beach. Next,...

5 to 6 hours Hotel pickup offered

5.0 (1)

from
$60

Rockland Bird Sanctuary and Hip-Strip Shopping

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and …More

Lucea, Jamaica

5.0 (1)

Rockland Bird Sanctuary and Hip-Strip Shopping

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and...

2 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$76

Montana Redonda and Macao beach pick up in Punta Cana

Montaña Redonda is one of the beautiful places that the Dominican Republic has to visit. It is located in Miches in the Municipality of the …More

La Romana, Dominican Republic

5.0 (1)

Montana Redonda and Macao beach pick up in Punta Cana

Montaña Redonda is one of the beautiful places that the Dominican Republic has to visit. It is located in Miches in the Municipality of the...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$150

Private Buggy Tour in Punta Cana: Cenote and Beach

Feel the adrenaline driving your own off-road buggy on a 100% private and intimate adventure for your group. Explore rural trails surrounded by tropical nature …More

Punta Cana, Dominican Republic

5.0 (1)

Private Buggy Tour in Punta Cana: Cenote and Beach

Feel the adrenaline driving your own off-road buggy on a 100% private and intimate adventure for your group. Explore rural trails surrounded by tropical nature...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$47

Ultra Play: ATV, Bamboo Rafting, Horseback Riding, Blue Hole Fall

This tour allows you to explore Jamaica's backcountry through ATV riding, Horseback Riding, Bamboo Rafting with Limestone Massage, and Blue Hole Waterfall. During this full-day …More

Montego Bay, Jamaica

5.0 (1)

Ultra Play: ATV, Bamboo Rafting, Horseback Riding, Blue Hole Fall

This tour allows you to explore Jamaica's backcountry through ATV riding, Horseback Riding, Bamboo Rafting with Limestone Massage, and Blue Hole Waterfall. During this full-day...

10 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$280

Dunns River and Blue Hole Private Tour from Ocho Rios

Travelers will be picked up in a clean, sanitized and spacious bus with enough room for social distancing. Buses are fitted with music and microphone …More

Ocho Rios, Jamaica

5.0 (1)

Dunns River and Blue Hole Private Tour from Ocho Rios

Travelers will be picked up in a clean, sanitized and spacious bus with enough room for social distancing. Buses are fitted with music and microphone...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$120

Blue Hole Ocho Rios Day Trip From Montego Bay

The Blue Hole Is a hidden Gem in the hills of St Ann, this has become a main hot spot for travelers who are looking …More

Montego Bay, Jamaica

5.0 (1)

Blue Hole Ocho Rios Day Trip From Montego Bay

The Blue Hole Is a hidden Gem in the hills of St Ann, this has become a main hot spot for travelers who are looking...

1 hour Hotel pickup offered Free Cancellation

5.0 (1)

from
$100

Private Triple Action Pax (ATV, ZIPLINE and Blue hole) from Ochi

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks …More

Kingston, Jamaica

5.0 (1)

Private Triple Action Pax (ATV, ZIPLINE and Blue hole) from Ochi

Come experience the heart-pumping adventure that is sure to turn up the thrill in every thrill seeker. No matter what your family fun vacation looks...

4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$240

Private River Tubing Adventure in White River from Ocho Rios

Our private tour begins at the top of the white river which includes two tour guides normally one in front and one river guide at …More

Ocho Rios, Jamaica

5.0 (1)

Private River Tubing Adventure in White River from Ocho Rios

Our private tour begins at the top of the white river which includes two tour guides normally one in front and one river guide at...

1 hour 30 minutes Hotel pickup offered Free Cancellation

5.0 (1)

from
$90

Montego Bay’s Night Life Clubbing: Lounge 27/27 | Pier 1 | Taboo

Dance the night away on the Hip Strip in Montego Bay at the hottest clubs in town on our nightlife adventure. Some of the most …More

Trelawny, Jamaica

5.0 (1)

Montego Bay’s Night Life Clubbing: Lounge 27/27 | Pier 1 | Taboo

Dance the night away on the Hip Strip in Montego Bay at the hottest clubs in town on our nightlife adventure. Some of the most...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$99

4-Hour Guided Island Tour in Bonaire for Singles and Doubles

Embark on a personalized journey through the captivating island of Bonaire. Our exclusive guided tour ensures an intimate experience, allowing you to explore Bonaire's rich …More

5.0 (1)

4-Hour Guided Island Tour in Bonaire for Singles and Doubles

Embark on a personalized journey through the captivating island of Bonaire. Our exclusive guided tour ensures an intimate experience, allowing you to explore Bonaire's rich...

4 hours Free Cancellation

5.0 (1)

from
$320

Private Historical Santo Domingo Day Trip

Santo Domingo is a history and culture full city, as it is the first city founded in America. Here you can visit the first cathedral …More

Punta Cana, Dominican Republic

5.0 (1)

Private Historical Santo Domingo Day Trip

Santo Domingo is a history and culture full city, as it is the first city founded in America. Here you can visit the first cathedral...

8 to 9 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$570

Ultimate Dunn's River Falls hike and swim and Natural wonder

Embark on an unforgettable adventure at Dunn’s River Falls & Park, Jamaica's most famous natural attraction, offering an experience that blends adventure, culture, and scenic …More

Montego Bay, Jamaica

5.0 (1)

Ultimate Dunn's River Falls hike and swim and Natural wonder

Embark on an unforgettable adventure at Dunn’s River Falls & Park, Jamaica's most famous natural attraction, offering an experience that blends adventure, culture, and scenic...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$141

Private Family Walking Tour in Santo Domingo Cultural Legacy

This private family walking tour explores Santo Domingo Old Town, a UNESCO Heritage site rich in history older than the United States. You walk through …More

5.0 (1)

Private Family Walking Tour in Santo Domingo Cultural Legacy

This private family walking tour explores Santo Domingo Old Town, a UNESCO Heritage site rich in history older than the United States. You walk through...

2 hours Free Cancellation

5.0 (1)

from
$79

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?