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: Horseback Riding and Taíno Cave Exploration Luminous Lagoon & River Tubing Falmouth from Montego Bay/Falmouth Rio Seco Waterfall Day Adventure Combo Tour: Dunn's River Falls And Horse Back Riding Soufriere Private Experience

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 →

At YOUR Pace Private Tours V.I.P - Nassau, Bahamas

Enjoy an introduction to Nassau by spending the day with your very own personal tour guide. You can explore the museums and art galleries of …More

5.0 (35)

At YOUR Pace Private Tours V.I.P - Nassau, Bahamas

Enjoy an introduction to Nassau by spending the day with your very own personal tour guide. You can explore the museums and art galleries of...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (35)

from
$900

Private Bermuda Boat Charter Cliff Jumping, Islands & Sightseeing

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable. …More

5.0 (74)

Private Bermuda Boat Charter Cliff Jumping, Islands & Sightseeing

Our boat "Island Vibez" is small enough to go where a lot of the larger charter boats cannot, yet she is extremely spacious and comfortable....

3 hours Free Cancellation

5.0 (74)

from
$900

Private 38' Defender Sportfishing/Swim with Pigs in Nassau

Welcome to our 38' Defender Express based out of Nassau, Bahamas. Here on this vessel we welcome you with open arms to Families and Kids. …More

5.0 (56)

Private 38' Defender Sportfishing/Swim with Pigs in Nassau

Welcome to our 38' Defender Express based out of Nassau, Bahamas. Here on this vessel we welcome you with open arms to Families and Kids....

4 hours

5.0 (56)

from
$900

Step aboard our 35’ Donzi center console for a private Cayman Islands adventure built entirely around you. A spacious layout, premium sound system, comfortable seating, …More

Grand Cayman, Cayman Islands

4.9 (26)

Private Boat Charter in Cayman Islands

Step aboard our 35’ Donzi center console for a private Cayman Islands adventure built entirely around you. A spacious layout, premium sound system, comfortable seating,...

3 hours Free Cancellation

4.9 (26)

from
$900

Safari-city Tour Dominican Experiences Private Tours

If you’re looking to connect with the natural beauty and culture of the Dominican Republic, then look no further, this experience is for you!! Join …More

Punta Cana, Dominican Republic

5.0 (2)

Safari-city Tour Dominican Experiences Private Tours

If you’re looking to connect with the natural beauty and culture of the Dominican Republic, then look no further, this experience is for you!! Join...

5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$900

Family Catamaran + Diving Lessons for kids + Paddel Board

Give your family more than a tour—give them a memory they’ll talk about forever. Step aboard your private sailing catamaran in Punta Cana, reserved exclusively …More

Punta Cana, Dominican Republic

4.3 (7)

Family Catamaran + Diving Lessons for kids + Paddel Board

Give your family more than a tour—give them a memory they’ll talk about forever. Step aboard your private sailing catamaran in Punta Cana, reserved exclusively...

3 hours Hotel pickup offered Free Cancellation

4.3 (7)

from
$900

Half Day Private Tour to Icacos Island Beach & Snorkeling

Our Half Day Tour is perfect for those who want to enjoy the best beaches on the East Coast of Puerto Rico in a short …More

5.0 (2)

Half Day Private Tour to Icacos Island Beach & Snorkeling

Our Half Day Tour is perfect for those who want to enjoy the best beaches on the East Coast of Puerto Rico in a short...

4 hours Free Cancellation

5.0 (2)

from
$900

Because Tourism is that powerful engine that drives our Economy, we ensure that your experience is a fun and learning one as we explore one …More

Cruz Bay, US Virgin Islands

5.0 (8)

Private Tour

Because Tourism is that powerful engine that drives our Economy, we ensure that your experience is a fun and learning one as we explore one...

6 hours Free Cancellation

5.0 (8)

from
$903

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain …More

5.0 (11)

Martinique North Island Private Tour

Customizable PRIVATE TOUR for a maximum of 7 passengers. Departure Cruise ship terminal Main City Fort de Fance /North Island Private tour, Visit the rain...

6 hours

5.0 (11)

from
$915

This is a private tour only your guests will participate, with a maximum of 7 passengers. Departure Cruise ship Terminal Main city fort de France. …More

5.0 (4)

Martinique South Island Private Tour

This is a private tour only your guests will participate, with a maximum of 7 passengers. Departure Cruise ship Terminal Main city fort de France....

6 hours

5.0 (4)

from
$915

View the Turtles, Rose Island, Gilligan's Island and Fishing Tour

This private charter will take you to view multiple beaches in the Nassau area surrounded by beautiful turquoise waters. You can choose to do snorkeling, …More

5.0 (70)

View the Turtles, Rose Island, Gilligan's Island and Fishing Tour

This private charter will take you to view multiple beaches in the Nassau area surrounded by beautiful turquoise waters. You can choose to do snorkeling,...

4 hours Free Cancellation

5.0 (70)

from
$925

Private Island Hopping Boat Tour and view the Turtles

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even …More

5.0 (46)

Private Island Hopping Boat Tour and view the Turtles

Enjoy an islanding hopping tour to nearby islands. You can choose to do snorkeling beautiful coral reefs, Gilligan's island, green cay and you can even...

4 hours Free Cancellation

5.0 (46)

from
$925

Private Bahamas Half-Day Fishing Tour from New Providence

Depart Paradise Island on a comfortable 32ft Luhrs. Enjoy a short 20 minute ride where you can begin to set out your lines. You can …More

4.4 (12)

Private Bahamas Half-Day Fishing Tour from New Providence

Depart Paradise Island on a comfortable 32ft Luhrs. Enjoy a short 20 minute ride where you can begin to set out your lines. You can...

4 hours Free Cancellation

4.4 (12)

from
$925

Punta Cana Caribbean Private Party Cruise

If you are looking for a private tour for family, bachelor party, wedding celebration, . Book your private group to escape! You call the shots. …More

Punta Cana, Dominican Republic

4.0 (3)

Punta Cana Caribbean Private Party Cruise

If you are looking for a private tour for family, bachelor party, wedding celebration, . Book your private group to escape! You call the shots....

3 hours Free Cancellation

4.0 (3)

from
$925

Local Legend Charters: Explore St. John! (Full or Half Day)

3rd generation Family/locally owned/operated business providing Private, customizable Boat Charters, Day trips and tours of the Virgin Islands, including sightseeing, boating, swimming, snorkeling, beach and …More

Cruz Bay, US Virgin Islands

5.0 (43)

Local Legend Charters: Explore St. John! (Full or Half Day)

1 to 11 hours Hotel pickup offered Free Cancellation

5.0 (43)

from
$950

This excursion is perfect for family groups of all ages, as we are private and focus on the demands of our customers, we are the …More

Punta Cana, Dominican Republic

4.8 (58)

Private Luxury Party Boat with Slide

This excursion is perfect for family groups of all ages, as we are private and focus on the demands of our customers, we are the...

3 hours Hotel pickup offered Free Cancellation

4.8 (58)

from
$950

The trip Includes : a snorkel to see the marine life of Punta Cana in the "Sanctuary Reef" and anchor in a sandbar of 3-4 …More

Punta Cana, Dominican Republic

5.0 (16)

Cap Cana Private Family Catamaran

The trip Includes : a snorkel to see the marine life of Punta Cana in the "Sanctuary Reef" and anchor in a sandbar of 3-4...

3 hours Hotel pickup offered Free Cancellation

5.0 (16)

from
$950

BRYMAR VIP Tour, Bayahibe and Saône Island. Come and sail in style!

Our tour is special, for the following reasons: 1. Personalized experience ️ It is not a generic service; it suits the client, whether it is …More

La Romana, Dominican Republic

5.0 (1)

BRYMAR VIP Tour, Bayahibe and Saône Island. Come and sail in style!

Our tour is special, for the following reasons: 1. Personalized experience ️ It is not a generic service; it suits the client, whether it is...

8 hours Free Cancellation

5.0 (1)

from
$950

FULL DAY BIG GAME FISHING Hours : 8.00 am - 04.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions …More

Puerto Plata, Dominican Republic

5.0 (2)

Full Day Big Game Fishing

FULL DAY BIG GAME FISHING Hours : 8.00 am - 04.00 pm Location: Puerto Plata - Sosua - Cabarete - Amber Cove All excursions...

8 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$980

Kingston’s Cultural Pulse: Private Full-Day Tour

Embark on a cultural journey through Kingston, Jamaica, and let the city’s heartbeat guide you through historical marvels and musical milestones. This private, full-day tour …More

Kingston, Jamaica

Kingston’s Cultural Pulse: Private Full-Day Tour

Embark on a cultural journey through Kingston, Jamaica, and let the city’s heartbeat guide you through historical marvels and musical milestones. This private, full-day tour...

8 hours Hotel pickup offered

from
$986

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?