Have questions? We're here.
Clear waters of the Caribbean sea

Caribbean 8 Day Trips

Travel made your way
Talk with an expert
Customize any aspect of your Caribbean trip. 1.406.541.2677
Help Me Plan My Trip
Filter (34 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Caribbean
Mountains by the ocean in St Lucia
$4,225
EXPLORE

Caribbean: Round-trip Philipsburg

8 Day Itinerary aboard Sea Cloud
  • Visit the port town of Philipsburg
  • Experience St. Barthélemy
  • Explore the town of Terre-de-Haut
  • Tour around Dominica
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Delight yourself with deep volcanic lakes, dense rainforests, waterfalls, and small river courses that form the primordial backdrop of the island’s sugar cane fields and spice plantations. The scent of cloves, cinnamon, and nutmeg hang in the air wherever you go. Admire the Caribbean's …
Cruise Details
0
White Sand Beach in Barbados
$1,580
Savings
EXPLORE

Grenadine Islands

8 Day Itinerary aboard Royal Clipper
  • Visit one island in Grenadines
  • Smell the aroma of Grenada
  • Walk and swim at Marigot Bay
  • Taste the spicy Creole cooking
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Join the Royal Clipper on this 8-day cruise through theGrenadine Islands. Embark on an interesting adventure, visiting towns full of contrasts,Bridgetown, Barbados. Then, call on one of the islands of Grenadine, for a blissful, laid-back beach day.From the horseshoe-shaped Carenage at St. …
Cruise Details
0
Dock going out into the crystal blue ocean
$2,380
Savings
EXPLORE

Antigua to Barbados

8 Day Itinerary aboard Royal Clipper
  • Enjoy Grenada's unique aromas
  • Discover Falmouth Harbour, Antigua
  • Enjoy the beach in ÎIes des Saintes
  • Explore lush St. Lucia Island
Starts/ Ends in:
St. John's / Bridgetown
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Swim and snorkel amidst the beautiful, pristine waters of the Caribbean Sea on this 8-day expedition aboard Royal Clipper. Sail away from your everyday life and find tropical bliss in the islands. From the stunning drama of the spectacular Pitons at St. Luciato the captivating charm of Les Saintes, …
Cruise Details
0
Beautiful beach in Dominica
$1,520
Savings
EXPLORE

Leeward Islands

8 Day Itinerary aboard Star Flyer
  • Visit Dominica Island
  • Snorkel at Iles des Saintes
  • Sail across Rivière Salée
  • Enjoy Gustavia's unique charm
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
With an island for every taste, the Caribbean is the ultimate place for relaxation. Explore the world-famous white sands and turquoise water throughout the Caribbean Sea. With more than 5,000 islands and cays spread across this amazing region, there’s a lot of paradise to see. Best of all, …
Cruise Details
0
Pink beach huts in the Caribbean
$1,580
Savings
EXPLORE

Windward Islands

8 Day Itinerary aboard Royal Clipper
  • Explore lush St. Lucia Island
  • Hike to Trafalgar Falls
  • Discover Falmouth Harbour, Antigua
  • Visit sophisticated Martinique
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
For connoisseurs of sail cruising, the 439-foot Royal Clipper offers the ultimate sea-going experience, balancing the grandeur, adventure and tradition of sailing with the superb service, amenities, and accommodations of the finest modern yacht. Swim and snorkel amidst the beautiful, pristine …
Cruise Details
0
Tropical waterfall and turquoise pool in lush forest
$1,520
Savings
EXPLORE

Treasure Islands

8 Day Itinerary aboard Star Flyer
  • Visit Virgin Gorda's famous “Baths”
  • Enjoy the lifestyle of Soper's Hole
  • Walk the streets of Basseterre
  • Relax on famous St. Barts
Starts/ Ends in:
Philipsburg / Philipsburg
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Set a course for the Treasure Islands and the French Riviera of the Caribbean. Discover a treasure trove of breathtaking beaches, old forts, and seaside villages waiting for you. Starting at St Martin, makeyour way to the super-chic St Barths, historic Antigua, and lush Iles des Saintes, Dominica, …
Cruise Details
0
Mountains by the ocean in St Lucia
$2,140
EXPLORE

Barbados & the Grenadines: Barbados to Barbados

8 Day Itinerary aboard Panorama
  • Admire the majesty of the Pitons
  • Discover St. George
  • Swim and snorkel in crystal waters
  • Learn about the whaling heritage
Starts/ Ends in:
Barbados / Barbados
Activities:
Local Market, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
Cruise along the Carribean sea on this 8-day voyage with Panorama. This journey will start and end in Barbados.Discover St. George, the quaint capital of Grenada -the so-called “Isle of Spice”, widely claimed to be the most beautiful city in the Caribbean. You'll be amazed by the …
Cruise Details
0
Pelicans hanging out in the ocean
$9,870
EXPLORE

Sailing the Caribbean

8 Day Itinerary aboard Sea Cloud
  • Experience a 4-masted, 30-sail ship
  • Sail into lesser-known ports
  • Explore wildlife, culture, and sea
  • Enjoy the relaxed Caribbean pace
Activities:
Sailing Schooner, Small Ship Cruise, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Stand on deck as Sea Cloud’s 30 white sails fill with wind, and measure the passage of time by a distant island’s approach on the horizon.Join thisextraordinary and historic yacht for an 8-day voyage that brings you into lesser-known ports of the "Old Caribbean" and offers the …
Cruise Details
0
Relax on the beaches of the Caribbean
$4,399
EXPLORE

San Juan to San Juan

via Cruz Bay - 8 Day Itinerary aboard SeaDream II
  • Stroll in the city of San Juan
  • Swim with dolpins at Sandy Ground
  • Relax at White Bay
  • Enjoy the canopy at Tortola Island
Starts/ Ends in:
San Juan / San Juan
Activities:
Biking, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
The Caribbean is known for its opportunities to relax beside crystal blue waters and pristine sands, but there are also exciting activities to enjoy on this 8-day cruise. Embark on the SeaDream II inSan Juan, thelargest city and the capital of Puerto Rico, where you can see theCastillo de San …
Cruise Details
0
Caribbean beach bar
$5,395
EXPLORE

Caribbean: Round-trip Bridgetown via Bequia

8 Day Itinerary aboard Sea Cloud
  • Explore the Argyle Waterfall
  • Discover Grenada Island
  • Swim in the Tobago Cays
  • Visit Old Hegg Turtle Sanctuary
Starts/ Ends in:
Bridgetown / Bridgetown
Activities:
Sailing Schooner, Snorkeling, Wildlife Viewing
Activity Level:
Relaxed
Experience the blue waters of the wonderful Caribbean on this 8-day round-trip cruise from Barbados. As you sail, visit the charming port cities and remote coves of Tobago Cays, Soufriere, Cabrits, and more. The Caribbean is a vibrant, lively region of colorful buildings and friendly locals. Fall …
Cruise Details
0
Play in the brilliant blue waters of the Caribbean
$3,899
EXPLORE

Charlotte Amalie, St. Thomas to San Juan

via Chrishi Beach Club, Nevis - 8 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Explore Great Harbor
  • Dive along the coast of St. Barths
  • See the \"The Baths\" in Virgin Gor
Starts/ Ends in:
Charlotte Amalie / San Juan
Activities:
Biking, Hiking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail the beautiful blue waters of the Virgin Islands on this 8-day Caribbean cruise from Charlotte Amelie to San Juan. Swim and snorkel in one of the most incredible landscapes in the world! Join optional excursions such as an exclusive horseback ride through Nevis Island, hike into the famous …
Cruise Details
0
Relax on the sunny beaches of the Caribbean
$3,399
EXPLORE

Charlotte Amalie, St. Thomas Roundtrip

via Sandy Ground - 8 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Explore Sandy Ground's beaches
  • Discover Long Bay's scenic spots
  • Enjoy Spanish Town
Starts/ Ends in:
Charlotte Amalie / Charlotte Amalie
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
This 8-day exploration of the Caribbean Islands includes visits to magnificent bays and inhabited islands surrounded by the most beautifulblue waters. Relax and take in the sea winds as you navigate onboard SeaDream II roundtrip to Charlotte Amalie. Whether it’s the long stretches of white …
Cruise Details
0
Play on the famously beautiful beaches of St. Barth's
$3,399
EXPLORE

La Romana to Marigot

8 Day Itinerary aboard SeaDream I
  • Visit Isla Saona's beaches
  • Discover marine diversity
  • Enjoy Caribbean's extensive art
  • Explore Caja de Muertos
Starts/ Ends in:
La Romana / Marigot
Activities:
Biking, Land & Sea, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
Set sail to nine of the most incredible and beautiful Caribbean ports from La Romana to Marigot.Embark on SeaDream I to access some of the more intimate, less-traveled ports. Jost Van Dyke, for example, in the British Virgin Islands serves as frequent home to the Signature Champagne & Caviar …
Cruise Details
0
Gustavia Harbor in St. Barths
$3,399
EXPLORE

Charlotte Amalie, St. Thomas Roundtrip

via Long Bay - 8 Day Itinerary aboard SeaDream II
  • Visit the beaches of St. Thomas
  • Hike & discover Saba
  • Discover Long Bay's scenic spots
  • Enjoy Spanish Town
Starts/ Ends in:
Charlotte Amalie / Charlotte Amalie
Activities:
Hiking, Scuba Diving, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
This 8-day exploration of the Caribbean Islands includes visits to magnificent bays and inhabited islands surrounded by the most beautifulblue waters. Enjoy snorkeling opportunities andsoak up the sun on charming sandy beaches. Relax aboard SeaDream II and take in the sea winds as you navigate …
Cruise Details
0
Explore beautiful Jost van Dyke
$3,399
EXPLORE

Charlotte Amalie, St. Thomas to Marigot

8 Day Itinerary aboard SeaDream II
  • Shop designer fashion and jewelry
  • Take a helicopter ride over islands
  • Relax on beaches in Frigate Bay
  • Try Jost Van Dyke's drink
Starts/ Ends in:
Charlotte Amalie / Marigot
Activities:
Helicopter Tour, Scuba Diving, Small Ship Cruise, Snorkeling, Stand Up Paddle Board, Village Visit
Activity Level:
Relaxed
This 8-day exploration of the Caribbean Islands includes visits to magnificent bays and inhabited islands surrounded by the most beautifulblue waters. Relax and take in the sea winds as you navigate onboard SeaDream II from Charlotte Amalie to Marigot. Jost Van Dyke in the British Virgin Islands …
Cruise Details
0
Enjoy the beautiful blue Caribbean
$3,399
EXPLORE

Charlotte Amalie to San Juan

8 Day Itinerary aboard SeaDream II
  • Explore highlights of St. Thomas
  • Enjoy Long Bay's spots
  • See \\"The Baths\\" in Virgin Gorda
  • Discover Great Harbor
Starts/ Ends in:
Charlotte Amalie / San Juan
Activities:
Scuba Diving, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
Delight yourself with the charm of the Caribbean on this 8-day cruise that perfectly balances adventure and relaxation. Aboard SeaDream II, have the opportunity to join some incredible land excursions and practice different water sports to let out the adventurer in you. Explore Long Bay’s …
Cruise Details
0
Explore colorful Gustavia
$3,399
EXPLORE

Marigot to Marigot

8 Day Itinerary aboard SeaDream II
  • Relax on beautiful beaches
  • Hike or bike around the islands
  • Discover the town of Marigot
  • Visit Gustavia
Starts/ Ends in:
Marigot / Marigot
Activities:
Biking, Hiking, Small Ship Cruise, Snorkeling, Stand Up Paddle Board, Village Visit
Activity Level:
Relaxed
Set sail to six of the most incredible and beautiful Caribbean ports roundtrip from Marigot.Embark on SeaDream II to access some of the more intimate, less-traveled ports. Whether it’s the scenic reefs of Terre de Haut, historic sites of Antigua, the bird-watchers paradise of St. Kitts, or …
Cruise Details
0
The crystal blue water of Jost van Dyke
$3,399
EXPLORE

Marigot to Charlotte Amalie, St. Thomas

8 Day Itinerary aboard SeaDream II
  • Shop designer fashion and jewelry
  • Take a helicopter ride over islands
  • Relax on beaches in Frigate Bay
  • Try Jost Van Dyke's drink
Starts/ Ends in:
Marigot / Charlotte Amalie
Activities:
Helicopter Tour, Scuba Diving, Small Ship Cruise, Snorkeling, Village Visit
Activity Level:
Relaxed
Embark aboard the SeaDream II for a spectacular 8-day journey across the Caribbean. Admire beautiful Marigot with itscolonial houses, cafés, bistros, pastry shops, and luxury boutiques. Falmouth Bay has historic buildings and mills surround it.Land adventure possibilities include a …
Cruise Details
0
1-18 of 34 Results

Caribbean Travel Guide

Favorite Caribbean Tours & Cruises

Top Caribbean Travel Destinations

Caribbean Trips by Departure Date

Caribbean Trips by Duration

More Reasons

Why Travel With Adventure Life

All News

Recognized By