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: Roseau's Best in a 2-Hour Private Walking Tour Sunrise Hike and Beach Meditation to Rancho Curason Higuey Cultural Sightseeing Horseback Riding and Swim with Zipline Private Tour Citadelle Laferriere Sightseeing Tour from Cap-Haitien

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 →

Private Party Boat with Slide and chicken skewers at Punta Cana

Pink Cat Punta Cana offers a variety of tours, from fishing to party boats, with a crew that has over 25 years of experience. We’ve …More

5.0 (94)

Private Party Boat with Slide and chicken skewers at Punta Cana

Pink Cat Punta Cana offers a variety of tours, from fishing to party boats, with a crew that has over 25 years of experience. We’ve...

3 hours Hotel pickup offered Free Cancellation

5.0 (94)

from
$750

3 Hours Luxury Mercedes Van Tour in Saint Thomas

Experience the ultimate in personalized exploration with our exclusive guided tour aboard a luxurious Mercedes Sprinter Van, designed to comfortably accommodate up to 11 passengers …More

5.0 (27)

3 Hours Luxury Mercedes Van Tour in Saint Thomas

Experience the ultimate in personalized exploration with our exclusive guided tour aboard a luxurious Mercedes Sprinter Van, designed to comfortably accommodate up to 11 passengers...

3 hours Free Cancellation

5.0 (27)

from
$750

Enjoy and incredible 75 passenger Sailing Catamaran just for your family or friends. Focused on customers who want to enjoy a cruise along the coast …More

5.0 (70)

PARTY BOAT - Private Sailing Catamaran

Enjoy and incredible 75 passenger Sailing Catamaran just for your family or friends. Focused on customers who want to enjoy a cruise along the coast...

3 hours Hotel pickup offered Free Cancellation

5.0 (70)

from
$750

Half-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, fresh water shower, private facilities and ample storage …More

5.0 (32)

Half-Day Luxury Private Rose Island Pigs and Turtles Excursion

Our luxury boat offers comfortable seating for a group of 8, perfect for getting that summer glow, fresh water shower, private facilities and ample storage...

4 hours Free Cancellation

5.0 (32)

from
$750

3 Hour Private Charter on Stingray City with Snorkeling

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy an exciting one-on-one …More

Grand Cayman, Cayman Islands

5.0 (6)

3 Hour Private Charter on Stingray City with Snorkeling

Avoid the crowds and join us on your own private boat with an experienced crew for an adventure of a lifetime! Enjoy an exciting one-on-one...

3 hours 5 minutes Hotel pickup offered Free Cancellation

5.0 (6)

from
$750

All day island tour veiws/history/shopping/beach

Ride in Style with a local taxi tour guide who is born and raised on the island of St. Thomas. Knows historical knowledge on the …More

4.8 (5)

All day island tour veiws/history/shopping/beach

Ride in Style with a local taxi tour guide who is born and raised on the island of St. Thomas. Knows historical knowledge on the...

1 to 12 hours Hotel pickup offered

4.8 (5)

from
$750

Sosua Party Boat -Snorkeling-Brunch-Drinks-Snacks-Transportation

The perfect way to enjoy a day with your family or group of friends, Enjoy the water and the Blue Sky at the best Party …More

Cabarete, Dominican Republic

4.6 (9)

Sosua Party Boat -Snorkeling-Brunch-Drinks-Snacks-Transportation

The perfect way to enjoy a day with your family or group of friends, Enjoy the water and the Blue Sky at the best Party...

4 hours Hotel pickup offered Free Cancellation

4.6 (9)

from
$750

3-Hour Private Island Tour in Providenciales

The tour is in a luxury air-conditioned vehicle; with a knowledge-filled guide. It is a land island tour that takes you to our different spectacular …More

5.0 (4)

3-Hour Private Island Tour in Providenciales

The tour is in a luxury air-conditioned vehicle; with a knowledge-filled guide. It is a land island tour that takes you to our different spectacular...

3 hours Hotel pickup offered Free Cancellation

5.0 (4)

from
$750

Clients can search my company on Cool Shore Excursions to read my reviews. My, City Tour includes alot of stops. The private beach you stop …More

Nassau, Bahamas

4.7 (3)

City Tour, Beach & Snorkeling at "Love Beach" in Nassau, Bahamas

Clients can search my company on Cool Shore Excursions to read my reviews. My, City Tour includes alot of stops. The private beach you stop...

5 to 30 minutes Hotel pickup offered Free Cancellation

4.7 (3)

from
$750

Saona Snorkel Private Cruise with Food and Drinks

We will meet you in Bayahibe beach, a charming town where our adventure begins. Step aboard our catamaran for a day of excitement and discovery. …More

3.0 (2)

Saona Snorkel Private Cruise with Food and Drinks

We will meet you in Bayahibe beach, a charming town where our adventure begins. Step aboard our catamaran for a day of excitement and discovery....

8 hours Free Cancellation

3.0 (2)

from
$750

5-Day All-Inclusive Package in the South from Santo Domingo

This tour to the deep south of the Dominican Republic of 5 days and 4 nights, which begins on the south coast of Barahona, where …More

Santo Domingo, Dominican Republic

5-Day All-Inclusive Package in the South from Santo Domingo

This tour to the deep south of the Dominican Republic of 5 days and 4 nights, which begins on the south coast of Barahona, where...

5 days Hotel pickup offered Free Cancellation

from
$760

Aruba Element Private Boat Charter (After-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat …More

Palm - Eagle Beach, Aruba

4.7 (19)

Aruba Element Private Boat Charter (After-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat...

3 hours Free Cancellation

4.7 (19)

from
$769

Aruba Element Private Boat Charter (L-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat …More

Palm - Eagle Beach, Aruba

5.0 (9)

Aruba Element Private Boat Charter (L-Lounge)

The Bayliner accommodates your group (up to 10 guests) comfortably on the bow, to relax and bask in the sun. We have designed a boat...

3 hours Free Cancellation

5.0 (9)

from
$769

All-Inclusive: Mako 29ft Boat Tour to Icacos Palomino & Palominito

Enjoy an unforgettable trip with panoramic views to El Yunque, Las Cabezas de San Juan and the iconic El Conquistador Hotel, exploring cays and islets …More

Fajardo, Puerto Rico

4.9 (22)

All-Inclusive: Mako 29ft Boat Tour to Icacos Palomino & Palominito

Enjoy an unforgettable trip with panoramic views to El Yunque, Las Cabezas de San Juan and the iconic El Conquistador Hotel, exploring cays and islets...

4 hours Free Cancellation

4.9 (22)

from
$770

Private Catamaran in Punta Cana with Sonkling Beverages Party and DJ

Experience an unforgettable catamaran adventure in Punta Cana! Looking for a unique experience to share with your family, friends or celebrate a birthday? Our catamaran …More

Punta Cana, Dominican Republic

5.0 (15)

Private Catamaran in Punta Cana with Sonkling Beverages Party and DJ

Experience an unforgettable catamaran adventure in Punta Cana! Looking for a unique experience to share with your family, friends or celebrate a birthday? Our catamaran...

3 hours Hotel pickup offered Free Cancellation

5.0 (15)

from
$770

Paradise Taxi & Tours USVI -St. Thomas, Virgin Islands-Private Group-Island Tour

✨ Private St. Thomas Tour – Unforgettable Experiences! ✨ Make your visit to St. Thomas truly unforgettable with a private 6-hour tour designed just for …More

Cruz Bay, US Virgin Islands

4.8 (78)

Paradise Taxi & Tours USVI -St. Thomas, Virgin Islands-Private Group-Island Tour

✨ Private St. Thomas Tour – Unforgettable Experiences! ✨ Make your visit to St. Thomas truly unforgettable with a private 6-hour tour designed just for...

6 hours Hotel pickup offered Free Cancellation

4.8 (78)

from
$770

Private Rose Island Swimming Pigs Snorkeling and Turtles

Come along and explore with us. Within this 4 hour tour you will snorkel with turtles at green Cay, snorkel with fishes at the reefs …More

Nassau, Bahamas

4.8 (233)

Private Rose Island Swimming Pigs Snorkeling and Turtles

Come along and explore with us. Within this 4 hour tour you will snorkel with turtles at green Cay, snorkel with fishes at the reefs...

4 hours Hotel pickup offered Free Cancellation

4.8 (233)

from
$775

Vi Top Taxi &Tours USVI-St Thomas Private Group-Island Tour

VI Top Taxi offers a private group tour in St. Thomas Island. This tour can provide from 1 to 14 people comfortably. This is a …More

Cruz Bay, US Virgin Islands

5.0 (49)

Vi Top Taxi &Tours USVI-St Thomas Private Group-Island Tour

VI Top Taxi offers a private group tour in St. Thomas Island. This tour can provide from 1 to 14 people comfortably. This is a...

6 hours Hotel pickup offered Free Cancellation

5.0 (49)

from
$780

Private Catamaran Cruise with Slide & unlimited drinks

Enjoy an exciting excursion on a private catamaran that will take you to explore the crystal-clear waters of a tropical paradise. During the trip, you …More

La Romana, Dominican Republic

4.9 (771)

Private Catamaran Cruise with Slide & unlimited drinks

Enjoy an exciting excursion on a private catamaran that will take you to explore the crystal-clear waters of a tropical paradise. During the trip, you...

3 hours 30 minutes Hotel pickup offered Free Cancellation

4.9 (771)

from
$795

Private Sunset Sailor's Delight from Sapphire Marina

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones …More

5.0 (15)

Private Sunset Sailor's Delight from Sapphire Marina

This is an private intimate trip for up to six guest. Avoid the crowds and enjoy a 2 hour leisurely sail with your loved ones...

2 hours Free Cancellation

5.0 (15)

from
$795

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?