Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

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 →

VIP Private Booze Cruise with Live Dj and BBQ in Punta Cana

Explore the beauty of the shores of Punta Cana, and get the best experience of your vacation, follow our animation team to enjoy dancing to …More

Punta Cana, Dominican Republic

5.0 (39)

VIP Private Booze Cruise with Live Dj and BBQ in Punta Cana

Explore the beauty of the shores of Punta Cana, and get the best experience of your vacation, follow our animation team to enjoy dancing to...

3 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (39)

from
$148

One hour private jet ski tour in Saint Martin with free passenger

An excursion that will make you discover beautiful spots on the island. On board our brand new 2024 jet skis. It is an excursion suitable …More

4.7 (21)

One hour private jet ski tour in Saint Martin with free passenger

An excursion that will make you discover beautiful spots on the island. On board our brand new 2024 jet skis. It is an excursion suitable...

1 hour Free Cancellation

4.7 (21)

from
$148

Dominica Half-Day Tour: Mero Beach, Waterfalls, Mineral bath Wotten Waven

Be prepared to splash around and get wet. You will experience multiple forms of water including sea, rivers, waterfalls and mineral baths. Drive through villages …More

4.8 (4)

Dominica Half-Day Tour: Mero Beach, Waterfalls, Mineral bath Wotten Waven

Be prepared to splash around and get wet. You will experience multiple forms of water including sea, rivers, waterfalls and mineral baths. Drive through villages...

5 hours Free Cancellation

4.8 (4)

from
$147

Blue Hole and River Tubing, The Most Fun and Relaxing Excursions.

Embark on an unforgettable adventure with "Blue Hole and River Tubing Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica …More

Montego Bay, Jamaica

5.0 (2)

Blue Hole and River Tubing, The Most Fun and Relaxing Excursions.

Embark on an unforgettable adventure with "Blue Hole and River Tubing Tour" by Premier Transfers and Tours. Immerse yourself in the natural wonders of Jamaica...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$147

Blue Hole and River Tubing Tour from Falmouth

Sit back and enjoy the beauty of the hidden Jamaica as we embark on this nature experience. Your tour begins directly from your hotel. Travel …More

Runaway Bay, Jamaica

4.5 (4)

Blue Hole and River Tubing Tour from Falmouth

Sit back and enjoy the beauty of the hidden Jamaica as we embark on this nature experience. Your tour begins directly from your hotel. Travel...

6 hours Free Cancellation

4.5 (4)

from
$147

YS Falls and Appleton Estate Private Rum Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton …More

Montego Bay, Jamaica

4.9 (10)

YS Falls and Appleton Estate Private Rum Tour

You will be filled with enticement of sampling a variety of Jamaica rum blend. Appleton Estate is pact with the experience of knowing how Appleton...

8 to 10 hours Hotel pickup offered Free Cancellation

4.9 (10)

from
$146

The Old, The New and The Now; The Updated San Juan City Tour

Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If …More

5.0 (211)

The Old, The New and The Now; The Updated San Juan City Tour

Explore San Juan in the comfort of a private tour. This City is already amazing, but what makes our tour unique is our service. If...

2 hours Hotel pickup offered Free Cancellation

5.0 (211)

from
$145

6 Hour Private Guided Tour Beyond the Beaches of Curacao

Join us on this unique opportunity that includes snorkeling with turtles at a beach, observing wild flamingos in their natural habitat, a quick stop at …More

Willemstad, Curacao

5.0 (206)

6 Hour Private Guided Tour Beyond the Beaches of Curacao

Join us on this unique opportunity that includes snorkeling with turtles at a beach, observing wild flamingos in their natural habitat, a quick stop at...

6 hours Hotel pickup offered Free Cancellation

5.0 (206)

from
$145

Discover the beauty of North Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying …More

Kralendijk, Bonaire

5.0 (16)

Private Bonaire North Tour

Discover the beauty of North Bonaire on this 100% private tour. Just you, your family or friends. No rushing, no sharing with strangers, just enjoying...

2 hours 30 minutes Hotel pickup offered Free Cancellation

5.0 (16)

from
$145

Puerto Rico: Lifestyle, Art, and Cultural Tour

Explore Puerto Rico's urban street art in Santurce, meet artist Samuel Lind and see his Afro-Puerto Rican collection, then create your own artwork during a …More

4.7 (57)

Puerto Rico: Lifestyle, Art, and Cultural Tour

Explore Puerto Rico's urban street art in Santurce, meet artist Samuel Lind and see his Afro-Puerto Rican collection, then create your own artwork during a...

4 hours 30 minutes Hotel pickup offered Free Cancellation

4.7 (57)

from
$145

We offer a private, personalized island experience designed around comfort, safety, and flexibility. With Chris Taxi Services, you are not joining a crowded bus — …More

St. George's, Grenada

5.0 (33)

Private Grenada Island Tour In Comfort

We offer a private, personalized island experience designed around comfort, safety, and flexibility. With Chris Taxi Services, you are not joining a crowded bus —...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (33)

from
$145

St Lucia Private Tour: Customize Your Island Experience+ Lunch

Your private guide awaits you with a sign at the cruise port or hotel. Our first stop is Marigot Bay. One of the most beautiful …More

Anse La Raye, St Lucia

4.9 (87)

St Lucia Private Tour: Customize Your Island Experience+ Lunch

Your private guide awaits you with a sign at the cruise port or hotel. Our first stop is Marigot Bay. One of the most beautiful...

5 to 6 hours Hotel pickup offered Free Cancellation

4.9 (87)

from
$145

Lagoon Cave and Secluded Beaches Tour in Puerto Rico

This intermediate semi-adventure explores Puerto Rico's north coast. Visit Playa La Cueva Las Golondrinas in Manatí, swim at Charco Azul in Vega Baja, and finish …More

4.8 (45)

Lagoon Cave and Secluded Beaches Tour in Puerto Rico

This intermediate semi-adventure explores Puerto Rico's north coast. Visit Playa La Cueva Las Golondrinas in Manatí, swim at Charco Azul in Vega Baja, and finish...

6 to 7 hours Hotel pickup offered Free Cancellation

4.8 (45)

from
$145

Appleton Estate Rum Factory And YS Falls Inclusive Tours From Montego Bay

This is a hassle free Combine Tour to Ys falls and Appleton Rum Factory that leaves you with knowledge and memorable moments of our island. …More

Montego Bay, Jamaica

5.0 (5)

Appleton Estate Rum Factory And YS Falls Inclusive Tours From Montego Bay

This is a hassle free Combine Tour to Ys falls and Appleton Rum Factory that leaves you with knowledge and memorable moments of our island....

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (5)

from
$145

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish …More

Montego Bay, Jamaica

5.0 (9)

Bush Hiking, explore Wild Plants & Fresh Fruits in Montego Bay

Do not miss the opportunity to adventure off into the only hiking tour available in Montego Bay. Journey into the bushes of St. James Parish...

2 hours Hotel pickup offered Free Cancellation

5.0 (9)

from
$145

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst …More

St John's, Antigua and Barbuda

4.9 (11)

Outback Antigua Tour

This a small group tour to ensure that each participant gets the best experience! Great for adults and children!. Explore the island via bus/car/van whilst...

4 to 6 hours Hotel pickup offered Free Cancellation

4.9 (11)

from
$145

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort …More

Montego Bay, Jamaica

4.8 (16)

Bamboo Rafting & Horseback Ride n Swim Guided Tour In Montego Bay

Bamboo rafting and Horseback ride are two of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort...

3 to 4 hours Hotel pickup offered Free Cancellation

4.8 (16)

from
$145

You will enjoy BEST Puerto Rico bars with a local. I know the best spots in Puerto Rico Monday to Monday. Great Cocktail drinks, beers …More

5.0 (9)

Old San Juan - Bar Hopping Private Tour

You will enjoy BEST Puerto Rico bars with a local. I know the best spots in Puerto Rico Monday to Monday. Great Cocktail drinks, beers...

2 to 3 hours

5.0 (9)

from
$145

Dunns River & Blue hole tour from Montego Bay Area & Cruise Port

This trip is not only about going to these adventures but also a thorough educational tour to the destination. The unique terraced Dunn’s River Falls …More

Montego Bay, Jamaica

5.0 (3)

Dunns River & Blue hole tour from Montego Bay Area & Cruise Port

This trip is not only about going to these adventures but also a thorough educational tour to the destination. The unique terraced Dunn’s River Falls...

6 hours Hotel pickup offered Free Cancellation

5.0 (3)

from
$145

Combined Dunn’s River Falls Blue Hole & white river rafting

Combine a trip to the Blue Hole, Dunn's River Falls, and White River Rafting in a single full-day tour from Montego Bay. Make a lunch …More

Trelawny, Jamaica

5.0 (1)

Combined Dunn’s River Falls Blue Hole & white river rafting

Combine a trip to the Blue Hole, Dunn's River Falls, and White River Rafting in a single full-day tour from Montego Bay. Make a lunch...

2 to 3 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$145

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?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

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