Top Caribbean Private Sightseeing Tours

Q: What are the best options for Caribbean Private Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Caribbean Private Sightseeing Tours are: Private and Customize Negril Day Tour Scuba Dive and Snorkel Private Charter in Puerto Rico Full Day Eastern Island Tour Waterfall And Champagne Reef Adventure YS Falls and Appleton Estate Private Rum Tour

Q: 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: San Juan’s Historic Streets Audio Guided Walking Tour Montego Bay Private Hotel & Airport Transfer – MBJ Historical attractions of Alexander Hamillton Mother's Gravesite Ricks Cafe Negril and 7 Mile Beach Day Trip Montego Bay Shopping View all kid-friendly Tours →

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

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup: Private Airport Transfers Roundtrip Punta Cana Hotels Souvenir Shopping Tour in Punta Cana. Transportation Included Great River Raft and Full Limestone body Massage In Montego Bay Ricks Cafe Negril and 7 Mile Beach Day Trip Punta Cana Shopping tour 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 →

Our competent team takes clients on an adventure of their choice. From River Bay, St Lucy to East Point, St Philip our drivers know all …More

Bridgetown, Barbados

4.6 (55)

Barbados Private Custom Island Tour

Our competent team takes clients on an adventure of their choice. From River Bay, St Lucy to East Point, St Philip our drivers know all...

4 hours Hotel pickup offered Free Cancellation

4.6 (55)

from
$120

Bamboo River Rafting Limestone Foot Massage in Montego Bay Ja.

Simpson Tours Jamaica provides exceptional private taxi service to travelers in Jamaica. bamboo rafting is a popular outdoor activity where people ride on boats made …More

Montego Bay, Jamaica

4.9 (51)

Bamboo River Rafting Limestone Foot Massage in Montego Bay Ja.

Simpson Tours Jamaica provides exceptional private taxi service to travelers in Jamaica. bamboo rafting is a popular outdoor activity where people ride on boats made...

1 to 2 hours Hotel pickup offered Free Cancellation

4.9 (51)

from
$120

Private Northern Boat Tour- Castries To Rodney Bay or Rodney Bay to Marigot Bay

If you are looking for a shore excursion in St Lucia, which is Certified COVID-19 compliant, where you may tour the North of St. Lucia …More

Marigot Bay, St Lucia

4.5 (15)

Private Northern Boat Tour- Castries To Rodney Bay or Rodney Bay to Marigot Bay

If you are looking for a shore excursion in St Lucia, which is Certified COVID-19 compliant, where you may tour the North of St. Lucia...

2 to 5 hours Hotel pickup offered Free Cancellation

4.5 (15)

from
$120

Discover Soufriere on your terms with our 6-hour private tour, exclusively for groups of 4+ adults. Craft your ideal itinerary, exploring the attractions that pique …More

Soufriere, St Lucia

5.0 (28)

Private Customized Soufriere Tour

Discover Soufriere on your terms with our 6-hour private tour, exclusively for groups of 4+ adults. Craft your ideal itinerary, exploring the attractions that pique...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (28)

from
$120

Private Bamboo Rafting Tour with Leg Massage and Hip-Strip

Private transportation for you and your group only without the hassle of multiple stops along the way to pickup others that you do not know. …More

Montego Bay, Jamaica

4.9 (30)

Private Bamboo Rafting Tour with Leg Massage and Hip-Strip

Private transportation for you and your group only without the hassle of multiple stops along the way to pickup others that you do not know....

5 hours Hotel pickup offered Free Cancellation

4.9 (30)

from
$120

Experience Jamaica in the eyes of a Jamaican Our country side tour captures the real authentic culture of this beautiful island Jamaica. See how locals …More

Montego Bay, Jamaica

5.0 (15)

Private Decorated Bamboo Rafting Lethe

Experience Jamaica in the eyes of a Jamaican Our country side tour captures the real authentic culture of this beautiful island Jamaica. See how locals...

3 to 4 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$120

Private Great River Rafting Tour with limestone massage

The Great River is a riverside retreat where Jamaica’s natural beauty and culture come together. Set along the Great River on a former banana plantation, …More

Montego Bay, Jamaica

4.6 (18)

Private Great River Rafting Tour with limestone massage

The Great River is a riverside retreat where Jamaica’s natural beauty and culture come together. Set along the Great River on a former banana plantation,...

1 hour Hotel pickup offered Free Cancellation

4.6 (18)

from
$120

Rocklands Bird Sanctuary and Montego Bay Highlights

Indulge in the ultimate Jamaican adventure with our exclusive private transportation experience! Journey through the picturesque hills of Anchovy to the breathtaking Rocklands, boasting panoramic …More

Montego Bay, Jamaica

5.0 (7)

Rocklands Bird Sanctuary and Montego Bay Highlights

Indulge in the ultimate Jamaican adventure with our exclusive private transportation experience! Journey through the picturesque hills of Anchovy to the breathtaking Rocklands, boasting panoramic...

2 hours Hotel pickup offered Free Cancellation

5.0 (7)

from
$120

Excursion Los Haitises + Cayo Levantado (Bacardí Island) from Santo Domingo

Sunset Caribbean offers the best personalized service in Santo Domingo, our guides are trained to provide memorable experiences through good service, smiles and kindness; and …More

4.5 (14)

Excursion Los Haitises + Cayo Levantado (Bacardí Island) from Santo Domingo

Sunset Caribbean offers the best personalized service in Santo Domingo, our guides are trained to provide memorable experiences through good service, smiles and kindness; and...

14 hours Hotel pickup offered Free Cancellation

4.5 (14)

from
$120

Montego Bay Appleton Estate and Pelican Bar Tour

Travel the beautiful southcoast of Jamaica. This is a two hours drive tour that takes you through three Parishes in the heart of Jamaica, where …More

Lucea, Barbados

4.7 (14)

Montego Bay Appleton Estate and Pelican Bar Tour

Travel the beautiful southcoast of Jamaica. This is a two hours drive tour that takes you through three Parishes in the heart of Jamaica, where...

8 hours Hotel pickup offered Free Cancellation

4.7 (14)

from
$120

Montego Bay: Dunn's River, Zipline, Rafting, Horseback Ride, ATV

Experience 5 unforgettable adventures in one exciting day in Jamaica! Start your journey with an adrenaline filled ATV ride through rugged off-road trails, muddy paths, …More

Montego Bay, Jamaica

4.5 (8)

Montego Bay: Dunn's River, Zipline, Rafting, Horseback Ride, ATV

Experience 5 unforgettable adventures in one exciting day in Jamaica! Start your journey with an adrenaline filled ATV ride through rugged off-road trails, muddy paths,...

5 to 6 hours Hotel pickup offered Free Cancellation

4.5 (8)

from
$120

The Mayfield Falls nestled in the mountains of Westmoreland. One of Jamaica's hidden treasures natural and cool, crystal clear waters. Plunge in relaxation as you …More

Montego Bay, Jamaica

5.0 (58)

Mayfield Falls nature walk

The Mayfield Falls nestled in the mountains of Westmoreland. One of Jamaica's hidden treasures natural and cool, crystal clear waters. Plunge in relaxation as you...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (58)

from
$120

Falmouth Foodie Tour with City Highlights

Our journey starts with a drive into the heart of the city of Falmouth. Locals are known to "mek fashion" with whatever food is in …More

Falmouth, Jamaica

5.0 (5)

Falmouth Foodie Tour with City Highlights

Our journey starts with a drive into the heart of the city of Falmouth. Locals are known to "mek fashion" with whatever food is in...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$120

Grenada Nature and Heritage Escape Private Tour with Pickup

Embark on an unforgettable adventure with this half-day tour where you’ll experience the best of the island in just one day. This tour provides a …More

St. George's, Grenada

4.9 (11)

Grenada Nature and Heritage Escape Private Tour with Pickup

Embark on an unforgettable adventure with this half-day tour where you’ll experience the best of the island in just one day. This tour provides a...

4 to 5 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$120

Dunn’s River Falls Tour with Transfers from Montego Bay

Experience the thrill of Dunn’s River Falls with our guided tour from Montego Bay. Feel the rush of cool water as it cascades down the …More

Montego Bay, Jamaica

5.0 (2)

Dunn’s River Falls Tour with Transfers from Montego Bay

Experience the thrill of Dunn’s River Falls with our guided tour from Montego Bay. Feel the rush of cool water as it cascades down the...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$120

Let's take a scenic drive through the local communities and charming fishing villages on our way to the best and Most Popular locations on the …More

Castries, St Lucia

5.0 (17)

Soufrière Adventure Private Tour

Let's take a scenic drive through the local communities and charming fishing villages on our way to the best and Most Popular locations on the...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (17)

from
$120

Montego Bay Bamboo River Rafting Limestone Foot Massage

Its a private transportation starts from Montego Bay Hotels and resorts to Lethe River will save your time of transportation, you get a Limestone Body …More

Montego Bay, Jamaica

4.9 (12)

Montego Bay Bamboo River Rafting Limestone Foot Massage

Its a private transportation starts from Montego Bay Hotels and resorts to Lethe River will save your time of transportation, you get a Limestone Body...

4 hours Hotel pickup offered Free Cancellation

4.9 (12)

from
$120

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach …More

4.9 (16)

Waterfall And Champagne Reef Adventure

Visit the Morne Trois Pitons National Park, UNESCO World Heritage Site Visit the twin Trafalgar Waterfalls Visit the Wotten Waven Sulphur springs Visit Champagne beach...

4 hours Hotel pickup offered Free Cancellation

4.9 (16)

from
$120

Private charter,4 hours,Spanish waters,fuik bay bbq and snorkel.

Escape the crowds and join us on our classic 68 ft motor sailing yacht for an amazing trip out on the Caribbean sea. We are …More

5.0 (10)

Private charter,4 hours,Spanish waters,fuik bay bbq and snorkel.

Escape the crowds and join us on our classic 68 ft motor sailing yacht for an amazing trip out on the Caribbean sea. We are...

4 hours Free Cancellation

5.0 (10)

from
$120

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the …More

Falmouth, Jamaica

4.9 (14)

Blue Hole & Secret Waterfalls Tour from Falmouth Cruise Ships

The Nature Blue Hole is a Hidden Gem that welcomes everyone that loves nature. Located in the hills of Ocho Rios, tucked away in the...

3 to 4 hours Hotel pickup offered Free Cancellation

4.9 (14)

from
$120

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?

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include:

View all Tours with 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?