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 →

Yerette Nature Reserve and Caroni Wildlife Tour

Hummingbird enthusiasts will be enchanted by Yerette in the scenic Maracas Valley, a private sanctuary named after the Amerindian word for hummingbird. Set among silk …More

4.0 (2)

Yerette Nature Reserve and Caroni Wildlife Tour

Hummingbird enthusiasts will be enchanted by Yerette in the scenic Maracas Valley, a private sanctuary named after the Amerindian word for hummingbird. Set among silk...

8 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$140

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Escape the hotel for a few hours in Montego Bay and relax on this private Great River tour. Your driver will pick you up at …More

Montego Bay, Jamaica

4.0 (2)

Montego Bay Bamboo Rafting and Hip Strip Private Tour

Escape the hotel for a few hours in Montego Bay and relax on this private Great River tour. Your driver will pick you up at...

3 hours 10 minutes Hotel pickup offered Free Cancellation

4.0 (2)

from
$46

Floyd's Pelican Ocean Bar Private Tour with Transportation

Private Tours from Montego Bay guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as the Pelican …More

Montego Bay, Jamaica

4.0 (2)

Floyd's Pelican Ocean Bar Private Tour with Transportation

Private Tours from Montego Bay guarantee the best and most anticipated tour journey, taking on some of the top destination spots such as the Pelican...

1 to 6 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$90

mini Burger or Taco menu Private Luxury Party Boat

Charter a deluxe party boat for your own personal cruise around Punta Cana. Step on board to meet a staff whose job is to cater …More

Punta Cana, Dominican Republic

4.0 (2)

mini Burger or Taco menu Private Luxury Party Boat

Charter a deluxe party boat for your own personal cruise around Punta Cana. Step on board to meet a staff whose job is to cater...

4 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$1,600

Private & Customize Tour to Martha Brae Rafting and Horseback Riding N Swim

Enjoy 2 activities in 1 day which included entry fee/rafting fee and horseback riding fee. This is for the ultimate thrill seekers. Horseback riding and …More

Montego Bay, Jamaica

4.0 (2)

Private & Customize Tour to Martha Brae Rafting and Horseback Riding N Swim

Enjoy 2 activities in 1 day which included entry fee/rafting fee and horseback riding fee. This is for the ultimate thrill seekers. Horseback riding and...

5 to 6 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$199

Full-Day Charter To The Baths Virgin Gorda British Virgin islands

Embark on the "Full-Day Charter to The Baths" and discover the splendor of the sea aboard our sumptuous 48 ft Cranchi Atlantique yacht. Your first …More

Tortola, British Virgin Islands

4.0 (2)

Full-Day Charter To The Baths Virgin Gorda British Virgin islands

Embark on the "Full-Day Charter to The Baths" and discover the splendor of the sea aboard our sumptuous 48 ft Cranchi Atlantique yacht. Your first...

8 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$4,750

Private YS Falls and Black River Safari from Runaway Bay

Explore the South Coast of Jamaica on this private, full-day tour from Runaway Bay. This scenic sightseeing adventure travels to the famous YS Falls, an …More

Runaway Bay, Jamaica

4.0 (2)

Private YS Falls and Black River Safari from Runaway Bay

Explore the South Coast of Jamaica on this private, full-day tour from Runaway Bay. This scenic sightseeing adventure travels to the famous YS Falls, an...

11 hours Hotel pickup offered Free Cancellation

4.0 (2)

from
$254

Discover the beauty and history of Antigua on this immersive tour, beginning at Marble Hill Getaway in McKinnons. Experience stunning landscapes as you travel to …More

4.0 (2)

Antigua private Jeep Adventure

Discover the beauty and history of Antigua on this immersive tour, beginning at Marble Hill Getaway in McKinnons. Experience stunning landscapes as you travel to...

2 hours 30 minutes Free Cancellation

4.0 (2)

from
$110

YS Falls and The Pelican Bar Adventure Tour from Montego Bay

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls followed by a visit to …More

Montego Bay, Jamaica

4.0 (1)

YS Falls and The Pelican Bar Adventure Tour from Montego Bay

Take a ride on Jamaica’s scenic South Coast to one of Jamaica’s most beautiful and spectacular waterfalls; the YS Falls followed by a visit to...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$128

Devon House & Ice Cream from Montego Bay

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first …More

Montego Bay, Jamaica

4.0 (1)

Devon House & Ice Cream from Montego Bay

Devon House is a heritage site located in Kingston, the new capital city of Jamaica. It was built in the 19th century by Jamaica’s first...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$135

The Ghosts of San Juan: Private 2.5-hour Spooky Evening Tour

Your tour begins in Columbus Square, where your expert private guide will introduce you to the city’s tenuous relationship with the notorious explorer. In June …More

4.0 (1)

The Ghosts of San Juan: Private 2.5-hour Spooky Evening Tour

Your tour begins in Columbus Square, where your expert private guide will introduce you to the city’s tenuous relationship with the notorious explorer. In June...

2 hours 30 minutes Free Cancellation

4.0 (1)

from
$65

Green Grotto Caves Excursion from Montego Bay

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the …More

Montego Bay, Jamaica

4.0 (1)

Green Grotto Caves Excursion from Montego Bay

The Green Grotto Caves, known at various times as the Runaway Bay Caves, are among Jamaica's most prominent natural attractions. Having seen visitors since the...

4 to 5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$92

Jamaica Bob Sled, Blue Hole & Bob Marley Nine Miles, 3 Tours from Ocho Rios

Add a hassle free, 3 days adventure tour package to your vacation in the beautiful town of Ocho Rios. Experience Bob Sled at Mystic Mountain, Blue …More

Ocho Rios, Jamaica

4.0 (1)

Jamaica Bob Sled, Blue Hole & Bob Marley Nine Miles, 3 Tours from Ocho Rios

Add a hassle free, 3 days adventure tour package to your vacation in the beautiful town of Ocho Rios. Experience Bob Sled at Mystic Mountain, Blue...

3 days Free Cancellation

4.0 (1)

from
$303

Negril Beach Experience & Rick's Cafe from Montego Bay

RICK’S CAFE was the first public bar and restaurant of its type on the West End Cliffs of Negril, offering an alternative to Negril's majestic seven …More

Montego Bay, Jamaica

4.0 (1)

Negril Beach Experience & Rick's Cafe from Montego Bay

RICK’S CAFE was the first public bar and restaurant of its type on the West End Cliffs of Negril, offering an alternative to Negril's majestic seven...

8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$151

Irie Blue Hole & River Tubing Adventure Tour from Falmouth

Come with us on an Epic Rain-forest Adventure through the hills of Ocho Rios followed by a Jungle River Tubing Safari and experience the Jamaican …More

Trelawny, Jamaica

4.0 (1)

Irie Blue Hole & River Tubing Adventure Tour from Falmouth

Come with us on an Epic Rain-forest Adventure through the hills of Ocho Rios followed by a Jungle River Tubing Safari and experience the Jamaican...

7 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$315

Experience our Half Day Adventure Private Tour in El Yunque Rainforest! Embark on an exhilarating adventure through the enchanting El Yunque National Park, Puerto Rico's …More

Fajardo, Puerto Rico

4.0 (1)

Half Day Adventure Private Tour in El Yunque Rainforest

Experience our Half Day Adventure Private Tour in El Yunque Rainforest! Embark on an exhilarating adventure through the enchanting El Yunque National Park, Puerto Rico's...

5 hours Hotel pickup offered

4.0 (1)

from
$223

Private Custom St Maarten Nightlife Tour

Are you looking for an unforgettable night in St. Maarten? Uncomplicated fun, a relaxing or exciting evening? We will arrange the best possible night for …More

Grand Case, St Maarten

4.0 (1)

Private Custom St Maarten Nightlife Tour

Are you looking for an unforgettable night in St. Maarten? Uncomplicated fun, a relaxing or exciting evening? We will arrange the best possible night for...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$360

Bob Marley Mausoleum Tour Nine Miles Jamaica from Falmouth

Have a Mystical Experience at Nine Miles, the birthplace of Bob Marley. Take in the world famous Rastafarian religion, culture and practices - a must …More

Falmouth, Jamaica

4.0 (1)

Bob Marley Mausoleum Tour Nine Miles Jamaica from Falmouth

Have a Mystical Experience at Nine Miles, the birthplace of Bob Marley. Take in the world famous Rastafarian religion, culture and practices - a must...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$233

Night tour to Coco Bongo Punta Cana from Santo Domingo with Open Bar

Our tour offers the ultimate night experience from Santo Domingo to the vibrant Coco Bongo Punta Cana. What sets us apart is our private round-trip …More

Santo Domingo, Dominican Republic

4.0 (1)

Night tour to Coco Bongo Punta Cana from Santo Domingo with Open Bar

Our tour offers the ultimate night experience from Santo Domingo to the vibrant Coco Bongo Punta Cana. What sets us apart is our private round-trip...

6 to 8 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$175

Horseback Ride & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our Horseback Ride & Catamaran Cruise Experience combines the charm of horseback riding with the relaxing beauty of the Caribbean Sea, giving you two unique …More

Lucea, Jamaica

4.0 (1)

Horseback Ride & Catamaran Cruise -From MoBay, Negril, Ocho Rios

Our Horseback Ride & Catamaran Cruise Experience combines the charm of horseback riding with the relaxing beauty of the Caribbean Sea, giving you two unique...

5 hours Hotel pickup offered Free Cancellation

4.0 (1)

from
$500

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?